Updated on 2024/04/09

写真a

 
MORIMOTO Yoshiki
 
Organization
Graduate School of Science Department of Chemistry Professor
School of Science Department of Chemistry
Title
Professor
Affiliation
Institute of Science
Contact information
メールアドレス
Affiliation campus
Sugimoto Campus

Position

  • Graduate School of Science Department of Chemistry 

    Professor  2022.04 - Now

  • School of Science Department of Chemistry 

    Professor  2022.04 - Now

Degree

  • Doctor of Science ( Hokkaido University )

  • Master of Science ( Hokkaido University )

Research Areas

  • Nanotechnology/Materials / Synthetic organic chemistry  / natural product synthesis

  • Nanotechnology/Materials / Synthetic organic chemistry  / selective synthesis

  • Nanotechnology/Materials / Chemistry and chemical methodology of biomolecules  / natural product chemistry

  • Nanotechnology/Materials / Chemistry and chemical methodology of biomolecules  / bioactive molecule

Research Interests

  • Cascade Reaction

  • Chemical Biology

  • Structure-Activity Relationships

  • Biomimetic Synthesis

  • Biosynthesis

  • Total Synthesis

  • Asymmetric Synthesis

  • Biological Activity

  • Structure Determination

  • Natural Product Synthesis

Research subject summary

  •  自然科学の学問分野にあって化学の最も特徴的な側面の一つは、分子のレベルで物質を合成することができるということである。従って、自由自在に物質合成ができるということは物質を扱う科学研究の幅を大きく広げることになる。我々の研究室では、生命現象の担い手である天然有機化合物(構造学的、生物学的におもしろい二次代謝産物)を主な対象として、その全合成を研究の中心に据えながら物質合成のレベル向上に貢献したいと考えている。さらに、全合成研究から派生する様々な科学的側面にも興味を持ち、分子サイドの視点から生命現象の本質を理解したいと考えている。

Research Career

Professional Memberships

  • The Chemical Society of Japan

    1987.01 - Now   Domestic

  • The Society of Synthetic Organic Chemistry, Japan

    1990.01 - Now   Domestic

Committee Memberships (off-campus)

  • manager   The 52th Congress of Heterocyclic Chemistry  

    2023.04 - 2024.03 

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    The managers manage the congress.

  • 組織委員   第15回国際有機化学京都会議(IKCOC-15)  

    2023 - 2024 

  • Research Mentor   Institute for Materials Chemistry and Engineering, Kyushu University  

    2022.12 

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    The research mentor discusses the total synthesis of bioactive compounds and the biological activities.

  • manager   The 51st Congress of Heterocyclic Chemistry  

    2022.04 - 2023.03 

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    The managers manage the congress.

  • 世話人   第50回複素環化学討論会  

    2021.04 - 2022.03 

  • 学生講演賞審査員   日本化学会第101春季年会  

    2021.03 

  • representative   The Society of Synthetic Organic Chemistry, Japan  

    2019.12 - 2023.11 

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    The representatives discuss and vote budjets, settlements, human resources, and so on of the society.

  • Reviewers of the Scientific Research Grant Committee   Japan Society for the Promotion of Science  

    2019.12 - 2022.10 

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    Reviewers will conduct document reviews in two-stage based on the research proposal document.

  • 優秀講演賞・学生講演賞審査員   日本化学会第99春季年会  

    2019.03 

  • 組織委員   第27回国際複素環化学会議(27th ISHC Congress)  

    2018.10 - 2019.09 

  • 学生講演賞審査員   日本化学会第98春季年会  

    2018.03 

  • 特別研究員等審査会専門委員、卓越研究員候補者選考委員会書面審査員及び国際事業委員会書面審査員・書面評価員   独立行政法人日本学術振興会  

    2017.08 - 2018.07 

  • 学生講演賞審査員   日本化学会第97春季年会  

    2017.03 

  • 組織委員   第14回国際有機化学京都会議(IKCOC-14)  

    2017 - 2018 

  • 世話人   第47回複素環化学討論会  

    2017 

  • 優秀講演賞・学生講演賞審査員   日本化学会第96春季年会  

    2016.03 

  • 組織委員   第20回大阪市立大学国際会議(ICUIC-2016)  

    2016 - 2017 

  • 組織委員   第13回国際有機化学京都会議(IKCOC-13)  

    2014 - 2016 

  • 世話人、学生講演賞審査員   第44回複素環化学討論会  

    2014 

  • プログラム編成委員、学生講演賞審査委員   日本化学会第93春季年会  

    2012.12 - 2103.03 

  • 優秀講演賞・学生講演賞審査委員   日本化学会第92春季年会  

    2012.03 

  • 組織委員長   大阪市立大学重点研究シンポジウム「天然物分子科学研究の最前線」  

    2011 

  • 組織委員長、学生ポスター賞審査委員   The 15th Osaka City University International Conference on Spin Chemistry and Dynamic Molecular Science & Research Meeting of Dynamic Molecular Devices  

    2010 - 2011 

  • プログラム編成委員、学生講演賞審査委員   日本化学会第90春季年会  

    2009.12 - 2010.03 

  • 近畿支部代議員   日本化学会  

    2007 - 2008 

  • 評議員   有機合成化学協会  

    2003 - 2006 

  • 関西支部幹事   有機合成化学協会  

    2000 - 2003 

  • 「化学と工業」誌トピックス委員会委員   日本化学会  

    1997 - 1999 

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Awards

  • Long Service Award (30 years)

    Yoshiki Morimoto

    2022.09   Public University Corporation Osaka Metropolitan University   Long Service Award (30 years)

  • Nagase Research Promotion Award

    Yoshiki Morimoto

    2018.04   Nagase Science Technology Foundation   Exploration of Natural Products with Enantiodivergency and Clarification of Their Production Mechanism

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    Country:Japan

  • 永年勤続表彰

    2018.03   公立大学法人大阪市立大学   永年勤続表彰

  • Kansai Branch Award in Synthetic Organic Chemistry, Japan

    Yoshiki Morimoto

    2003.11   Kansai Branch, The Society of Synthetic Organic Chemistry, Japan   Development of Stereoselective Polytetrahydrofuran Construction Method and the Application to Natural Product Synthesis

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    Country:Japan

  • Lectureship for Young Chemists of 79th National Meeting of the Chemical Society of Japan

    Yoshiki Morimoto

    2001.03   The Chemical Society of Japan   Total Synthesis of Highly Symmetric Squalene-derived Cytotoxic Polyethers Teurilene and Glabrescol

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    Country:Japan

  • Fujisawa Pharmaceutical Award in Synthetic Organic Chemistry, Japan

    Yoshiki Morimoto

    1999.03   The Society of Synthetic Organic Chemistry, Japan   Development of Oxidation Reactions Using Rhenium at High Oxidation State and the Application to Organic Synthesis

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    Country:Japan

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Job Career (off-campus)

  • Kyushu University   Adjunct Instructor

    2022.12

  • Hokkaido University   Graduate School of Environmental Science   Adjunct Instructor

    2017.08

  • The Japan Sciety for the Promotion of Science   Graduate School of Science, Hokkaido University   Postdoctoral Researcher

    1991.04 - 1992.03

Education

  • Hokkaido University   Graduate School of Science   Division of Chemistry   Doctor's Course   Graduated/Completed

    1987.04 - 1991.03

  • Hokkaido University   Graduate School of Science   Division of Chemistry   Master's Course   Graduated/Completed

    1985.04 - 1987.03

  • Hokkaido University   Faculty of Science   Department of Chemistry   Bachelor's Course   Graduated/Completed

    1981.04 - 1985.03

Papers

  • Halogenated Cyclic Monoterpenoids with Anti-biofouling Activity from the Okinawan Red Marine Alga Portieria hornemannii Reviewed

    Shinnosuke Ishigami, Ryosuke Fukada, Genki Nagasaka, Tomoki Tsuruta, Keisuke Nishikawa, Yu Sasaki, Kazumi Nimura, Iori Oshima, Yukimasa Yamagishi, Yoshiki Morimoto, Takashi Kamada, and Takahiro Ishii

    Chemistry & Biodiversity   21   e202400436   2024.03( ISSN:1612-1872

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    Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    The red algal genus Portieria is a prolific producer of halogenated monoterpenoids. In this study, we isolated and characterised monoterpenoids from the Okinawan red algae Portieria hornemannii. A new polyhalogenated cyclic monoterpenoid, 2(R)-chloro-1,6(S)-dibromo-3(8)(Z)-ochtoden-4(R)-ol (1), along with three known monoterpenoids, (2R,3(8)E,4S,6R)-6-bromo-2-chloro-1,4-oxido-3(8)-ochtodene (2), 1-bromo-2-chloroochtoda-3(8),5-dien-4-one (3), and 2-chloro-1-hydroxyochtoda-3(8),5-dien-4-one (4) were isolated from the methanol extract of three populations of P. hornemannii. These compounds were characterised using a combination of spectroscopic methods and chemical synthesis, and the absolute stereochemistry of compounds 1 and 2 was determined. In addition, all isolated compounds were screened for their anti-biofouling activity against the mussel Mytilus galloprovincialis, and 1 exhibited strong activity. Therefore, halogenated monoterpenoids have the potential to be used as natural anti-biofouling drugs.

    DOI: doi.org/10.1002/cbdv.202400436

  • Divergent Nine-Step Syntheses of Perhydrohistrionicotoxin Analogs and Their Inhibition Activity Toward Chicken 4𝜷2-Neuronal Nicotinic Acetylcholine Receptors Reviewed

    Keisuke Nishikawa, Yosuke Ono, Sumito Mori, Koichi Takayama, Makoto Ihara, Kazuhiko Matsuda, and Yoshiki Morimoto

    The Journal of Organic Chemistry   89 ( 6 )   4128 - 4133   2024.03( ISSN:0022-3263

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    Histrionicotoxin (HTX) alkaloids, which are isolated
    from Colombian poison dart frogs, are analgesic neurotoxins that
    modulate nicotinic acetylcholine receptors (nAChRs) as antagonists.
    Perhydrohistrionicotoxin (pHTX) is the potent synthetic analogue of
    HTX and possesses a 1-azaspiro[5.5]undecane skeleton common to the
    HTX family. Here, we show for the first time the divergent nine-step
    synthesis of pHTX and its three stereoisomers from the known aldehyde
    through a one-step construction of the 1-azaspiro[5.5]undecane
    framework from a linear amino ynone substrate. Surprisingly, some
    pHTX diastereomers exhibited antagonistic activities on the chicken
    α4β2-neuronal nAChRs that were more potent than pHTX.

    DOI: doi.org/10.1021/acs.joc.3c02988

  • Structure-Activity Relationship of anti-Inflammatory Meroterpenoids Isolated from Dictyopteris polypodioides in RAW264 Cells Reviewed

    Momochika Kumagai, Akana Matsuda, Nozomi Shiiba, Tomoki Tsuruta, Hikaru Endo, Keisuke Nishikawa, and Yoshiki Morimoto

    Bioscience, Biotechnology & Biochemistry   88   2024( ISSN:0916-8451

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    Authorship:Last author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

  • Establishment of “Ring-Size-Divergent” Synthetic Strategy: Divergent Synthesis, Stereochemical Assignments, and Biological Activity Studies of Nerolidol-Type Sesquiterpenoids and Feroniellins Reviewed

    Keisuke Nishikawa, Tomonori Teranishi, Tomoki Tsuruta, Toshiki Niwa, Kengo Morita, Subaru Hashimoto, Akihiro Hoshino, Momochika Kumagai, and Yoshiki Morimoto

    The Journal of Organic Chemistry   88 ( 22 )   15844 - 15861   2023.11( ISSN:0022-3263

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    Biomimetic epoxide-opening cascade cyclizations of polyepoxides enable the efficient and rapid construction of polyether skeletons. In this study, we discovered a method for switching the cyclization mode from
    tetrahydrofuran to tetrahydropyran (THP) formation in epoxide-opening cascades of polyepoxides. The THP formation proceeded via an
    epoxoniumion intermediate by simple heating in neutral water. Next, by
    expanding the switching reaction, we successfully established a “ring-size-divergent” synthetic strategy that enabled the synthesis of the five-, six-, and seven-membered ether rings from identical diepoxide cyclization precursors under simple acidic or neutral conditions. The “ring-size-divergent” synthetic strategy was applied to the short divergent synthesis of nerolidol-type sesquiterpenoids and feroniellins, resulting in the revision of the proposed stereochemistry of certain natural products and the determination of all of the absolute configurations. Additionally, the antiinflammatory activities of the synthetic samples were evaluated.

    DOI: doi.org/10.1021/acs.joc.3c01913

  • Divergent Synthesis of Nerolidol-Type Sesquiterpenoids Produced by Soil Bacterium from an Identical Starting Material via Diepoxide Precursors: Stereochemical Revision and Absolute Configuration of a THF Natural Product Reviewed

    Tomonori Teanishi, Keisuke Nishikawa, Akihisa Matsuura, Momochika Kumagai, and Yoshiki Morimoto

    Chemistry Letters   51 ( 11 )   1062 - 1066   2022.11( ISSN:0366-7022

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:Domestic journal  

    A divergent asymmetric synthesis of two nerolidol-type sesquiterpenoids with a five- or a six-membered ether ring was established from an identical commercially available trans,trans-farnesyl acetate through the cyclization of diepoxide precursors under simple acidic or neutral conditions, respectively. In addition, the relative configuration of a nerolidol-type sesquiterpenoid with a tetrahydrofuran ring was revised. Its absolute configuration was determined by its asymmetric synthesis and a modified Mosher’s analysis. Furthermore, the cytotoxicity and nitric oxide production inhibitory activity of the synthesized compounds were assessed.

    DOI: doi.org/10.1246/cl.220390

  • Total Synthesis, Revised Structure, and Cytotoxic Activities of Iubol Reviewed

    Keisuke Nishikawa, Naoto Taki, Kento Nishikibe, Momochika Kumagai, and Yoshiki Morimoto

    Chemistry Letters   51 ( 10 )   1000 - 1003   2022.08( ISSN:0366-7022

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:Domestic journal  

    To unambiguously establish the stereostructure of the marine cytotoxic bromotriterpenoid iubol, a member of the thyrsiferol family, asymmetric chemical synthesis has been carried out. The synthesis features a one-pot process for the tetrahydropyranyl D ring construction through a stoichiometric Sharpless asymmetric epoxidation of allylic alcohols followed by titanium chelation-assisted 6-exo oxacyclization. In this paper, we report the asymmetric total synthesis of iubol, revision of the proposed structure to the C22-epimer, and preliminary cytotoxic activities of synthetic compounds against some tumor cells.

    DOI: 10.1246/cl.220312

  • Dose-Dependent Alkaloid Sequestration and N-Methylation of Decahydroquinoline in Poison Frogs Reviewed International coauthorship

    Adriana M. Jeckel, Sarah K. Bolton, Katherine R. Waters, Marta M. Antoniazzi, Carlos Jared, Kunihiro Matsumura, Keisuke Nishikawa, Yoshiki Morimoto, Taran Grant, and Ralph A. Saporito

    Journal of Experimental Zoology Part A: Ecological and Integrative Physiology   337 ( 5 )   537 - 546   2022.06( ISSN:2471-5646

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    Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    Sequestration of chemical defenses from dietary sources is dependent on the availability of compounds in the environment and the mechanism of sequestration. Previous experiments have shown that sequestration efficiency varies among alkaloids in poison frogs, but little is known about the underlying mechanism. The aim of this study was to quantify the extent to which alkaloid sequestration and modification are dependent on alkaloid availability and/or sequestration mechanism. To do this, we administered different doses of histrionicotoxin (HTX) 235A and decahydroquinoline (DHQ) to captive‐bred Adelphobates galactonotus and measured alkaloid quantity in muscle, kidney, liver, and feces. HTX 235A and DHQ were detected in all organs, whereas only DHQ was present in trace amounts in feces. For both liver and skin, the quantity of alkaloid accumulated increased at higher doses for both alkaloids. Accumulation efficiency in the skin increased at higher doses for HTX 235A but remained constant for DHQ. In contrast, the efficiency of HTX 235A accumulation in the liver was inversely related to dose and a similar, albeit statistically nonsignificant, pattern was observed for DHQ. We identified and quantified the N‐methylation of DHQ in A. galactonotus, which represents a previously unknown example of alkaloid modification in poison frogs. Our study suggests that variation in alkaloid composition among individuals and species can result from differences in sequestration efficiency related to the type and amount of alkaloids available in the environment.

    DOI: https://doi.org/10.1002/jez.2587

  • Asymmetric Total Synthesis of Toxicodenane A by Samarium Iodide-Induced Barbier-Type Cyclization and Its Cell Protective Effect against Lipotoxicity Reviewed

    Keisuke Nishikawa, Koki Kikuta, Tomoki Tsuruta, Hitoshi Nakatsukasa, Sho Sugahara, Shinji Kume, and Yoshiki Morimoto

    Organic Letters   24 ( 2 )   531 - 535   2022.01( ISSN:1523-7060

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    The asymmetric total synthesis of toxicodenane A, a sesquiterpenoid expected to be promising for diabetic nephropathy, was achieved. In the synthesis, a samarium iodide (SmI2)-induced Barbier-type cyclization and a regio- and stereoselective allylic oxidation followed by a dehydration cyclization were employed as key steps. Furthermore, the first asymmetric syntheses of both enantiomers were accomplished using the previously mentioned synthetic strategy. Finally, the synthetic compounds significantly inhibited lipotoxicity-mediated inflammatory and fibrotic
    responses in mouse renal proximal tubular cells.

    DOI: 10.1021/acs.orglett.1c03924

  • Asymmetric Total Syntheses, Stereostructures, and Cytotoxicities of Marine Bromotriterpenoids Aplysiol B (Laurenmariannol) and Saiyacenol A Reviewed

    Kento Nishikibe, Keisuke Nishikawa, Momochika Kumagai, Matsumi Doe, and Yoshiki Morimoto

    Chemistry–An Asian Journal   17 ( 1 )   e202101137 - e202101137   2021.11( ISSN:1861-471X

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    There are marine cytotoxic bromotriterpenoids, named the
    thyrsiferol family that are structurally characterized by some
    tetrahydropyran (THP) and tetrahydrofuran (THF) rings. The
    thyrsiferol family belongs to natural products that are often difficult to
    determine their stereostructures even by the current, highly advanced
    spectroscopic methods, especially in acyclic systems including
    stereogenic tetrasubstituted carbon centers. In such cases, it is
    effective to predict and synthesize the possible stereostructures.
    Herein, to elucidate ambiguous stereostructures and unassigned
    absolute configurations of aplysiol B, laurenmariannol, and saiyacenol
    A, members of the thyrsiferol family, we carried out their asymmetric
    chemical syntheses featuring 6-exo and 5-exo oxacyclizations of
    epoxy alcohol precursors and 6-endo bromoetherification of a
    bishomoallylic alcohol. In this paper, we report total assignments of
    their stereostructures through their asymmetric chemical syntheses
    and also their preliminary cytotoxic activities against some tumor cells.
    These results could not have been achieved without depending on
    asymmetric total synthesis.

    DOI: 10.1002/asia.202101137

  • Establishing a “Ring-Size-Divergent” Synthetic Strategy: Synthesis, Structural Revision, and Absolute Configuration of Feroniellins Reviewed

    Keisuke Nishikawa, Toshiki Niwa, Kento Nishikibe, Momochika Kumagai, and Yoshiki Morimoto

    Chemistry—A European Journal   27 ( 43 )   11045 - 11049   2021.08( ISSN:1521-3765

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    Feroniellin analogs isolated from Feroniella lucida possess a furanocoumarin skeleton connected to monoterpenic five- to seven-membered ethereal rings by an ether linkage and exhibit a broad spectrum of biological activities. In this contribution, we intended to establish a
    “ring-size-divergent” synthetic strategy for the monoterpenic five- to seven-membered ethereal rings through the chemical sythesis of feroniellins. The short and comprehensive synthesis of feroniellins was achieved in only two steps from easily available bergamottin based on the “ring-size-divergent” strategy. In addition, these syntheses resulted in revision of the proposed structures for feroniellins A and B and the determination of all the absolute configurations of feroniellins; their preliminary anti-inflammatory activities were investigated as well.

    DOI: 10.1002/chem.202101603

  • One-Step Synthesis of the 1-Azaspiro[5.5]undecane Skeleton Characteristic of Histrionicotoxin Alkaloids from Linear Substrates via Hg(OTf)2-Catalyzed Cycloisomerization Reviewed

    Kunihiro Matsumura, Keisuke Nishikawa, Hiroaki Yoshida, Toshiki Niwa, Yuichiro Fushii, Matsumi Doe, and Yoshiki Morimoto

    Chemistry – An Asian Journal   16 ( 14 )   1882 - 1886   2021.07( ISSN:1861-471X

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    Histrionicotoxin (HTX) alkaloids isolated from the poison arrow frogs possess a unique structure characterized by a 1-azaspiro[5.5]undecane skeleton common to the HTX family. The unique molecular architecture of HTXs and the interest as potential target drugs have prompted synthetic
    chemists to promote the total synthesis so far. However, all of the synthetic strategies to access the 1-azaspiro[5.5]undecane framework of HTXs take a multistep approach from linear starting materials due to stepwise construction of either six-membered carbo- or azacycle. Herein, we report the direct one-step construction of the 1-azaspiro[5.5]undecane skeleton from linear amino ynone substrates bearing an N-methoxycarbonyl group utilizing our mercuric triflate (Hg(OTf)2)-catalyzed cycloisomerization reaction. The utility of this novel methodology was demonstrated by the total and formal syntheses of HTX-235A and HTX-283A, respectively, from the azaspirocycle.

    DOI: 10.1002/asia.202100383

  • Tetrodotoxin Framework Construction from Linear Substrates Utilizing a Hg(OTf)2-Catalyzed Cycloisomerization Reaction: Synthesis of the Unnatural Analogue 11-nor-6,7,8-Trideoxytetrodotoxin Reviewed

    Keisuke Nishikawa, Takayuki Noguchi, Seiho Kikuchi, Takahiro Maruyama, Yusuke Araki, Mari Yotsu-Yamashita, and Yoshiki Morimoto

    Organic Letters   23 ( 5 )   1703 - 1708   2021.03( ISSN:1523-7060

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    In this contribution, we propose a new synthetic approach to tetrodotoxin (TTX), one of the most famous marine toxins that, after first preparing a functionalized linear substrate, forms a cyclohexane core from the substrate utilizing our mercuric triflate (Hg(OTf)2)-catalyzed cycloisomerization reaction. The concept was applied to the synthesis of 11-nor-6,7,8-trideoxyTTX and 11-nor-4,9-anhydro-6,7,8-trideoxyTTX, which are unnatural TTX analogues, demonstrating the validity of our new approach.

    DOI: 10.1021/acs.orglett.1c00125

  • Natural Product Synthesis Strategy Based on the Concept of Directly Constructing the Ring Skeletons from Linear Substrates Invited Reviewed

    Keisuke Nishikawa, Momochika Kumagai, Kunihiro Matsumura, Kento Nishikibe, and Yoshiki Morimoto

    Journal of Synthetic Organic Chemistry, Japan   79 ( 3 )   197 - 209   2021.03( ISSN:0037-9980

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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:Domestic journal  

    Our concept of natural product synthesis is to directly construct the ring skeletons, frequently occurring in natural products with strong biological activities, from easily accessible linear substrates, and our group has established practical methods for synthesizing useful natural products along our synthetic strategy. First, we developed a cycloisomerization reaction to directly synthesize nitrogen─containing spirocycles from linear substrates, accompanied with construction of a stereogenic tetrasubstituted spiro─carbon. The reaction enabled us to achieve the efficient total synthesis of lepadiformines, revealing a phenomenon of their enantiodivergence. The synthesis of histrionicotoxins, frog poisons, was also accomplished through our original cyclization reaction. In addition, we found the critical switching of cyclization modes of polyepoxides in acidic
    aqueous media and neutral water, and the novel cascade cyclization was applied to the synthesis of natural products.

  • 4ß-Hydroxywithanolide E and Withanolide E from Physalis peruviana L. Inhibit Adipocyte Differentiation of 3T3-L1 Cells through Modulation of Mitotic Clonal Expansion Reviewed

    Momochika Kumagai, Izumi Yoshida, Takashi Mishima, Masahiro Ide, Kazuhiro Fujita, Matsumi Doe, Keisuke Nishikawa, and Yoshiki Morimoto

    Journal of Natural Medicines   75 ( 1 )   232 - 239   2020.11( ISSN:1340-3443

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    Authorship:Last author   Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    Obesity is a risk factor for many diseases, including type 2 diabetes and cardiovascular disease, and is related to the rising morbidity and mortality. Discovery of agents targeting adipogenesis, especially from natural sources, is important for the treatment of obesity. Here, we aimed to identify anti-adipogenic substances in methanol extracts of Physalis peruviana and to investigate their effect, along with underlying mechanisms. Activity-guided fractionation of the extract revealed 4β-hydroxywithanolide E (HWE) and withanolide E (WE) as the adipogenesis inhibitors. Both compounds suppressed mRNA expression of central adipogenic transcription factors, peroxisome proliferator-activated receptor γ, and CCAAT/enhancer-binding protein α in the early stage of adipocyte differentiation. The inhibitory action of these two withanolides on adipogenesis was largely limited to this stage. The proliferation of preadipocytes was markedly suppressed by treatment
    with HWE and WE for 24 and 48 h in the differentiation medium, and cell-cycle arrest in the G0/G1 phase was observed. Therefore, our results suggested that withanolides from P. peruviana to be novel anti-adipogenic compounds that modulate mitotic clonal expansion.

    DOI: 10.1007/s11418-020-01458-x

  • Use of Whole-Body Cryosectioning and Desorption Electrospray Ionization Mass Spectrometry Imaging To Visualize Alkaloid Distribution in Poison Frogs Reviewed International coauthorship

    Adriana M. Jeckel, Kunihiro Matsumura, Keisuke Nishikawa, Yoshiki Morimoto, Ralph A. Saporito, Taran Grant, and Demian R. Ifa

    JOURNAL OF MASS SPECTROMETRY   55 ( 6 )   e4520 - e4520   2020.05( ISSN:1096-9888

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    Publishing type:Research paper (scientific journal)   Kind of work:Joint Work   International / domestic magazine:International journal  

    Ambient mass spectrometry is useful for analyzing compounds that would be affected by other chemical procedures. Poison frogs are known to sequester alkaloids from their diet, but the sequestration pathway is unknown. Here, we describe methods for whole‐body cryosectioning of frogs and use desorption electrospray ionization mass spectrometry imaging (DESI‐MSI) to map the orally administered alkaloid histrionicotoxin 235A in a whole‐body section of the poison frog Dendrobates tinctorius. Our results show that whole‐body cryosectioning coupled with histochemical staining and DESI‐MSI is an effective technique to visualize alkaloid distribution and help elucidate the mechanisms involved in alkaloid sequestration in poison frogs.

    DOI: 10.1002/jms.4520

  • Fluorinated Kavalactone Inhibited RANKL-Induced Osteoclast Differentiation of RAW264 Cells Reviewed

    Momochika Kumagai, Keisuke Nishikawa, Takashi Mishima, Izumi Yoshida, Masahiro Ide, Akio Watanabe, Kazuhiro Fujita, and Yoshiki Morimoto

    Biological & Pharmaceutical Bulletin   43 ( 5 )   898 - 903   2020.05( ISSN:0918-6158

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    Bone loss and bone-related disease are associated with the deregulation of osteoclast function, and therefore agents that affect osteoclastogenesis have attracted attention. The purpose of the present study was to discover modified kavalactone analogs as potential anti-osteoclastogenic agents. We assessed the effect of 26 analogs on osteoclast differentiation in vitro. The most potent compound, (E)-6-(2-fluorostyryl)-4-methoxy-2H-pyran-2-one (22), suppressed receptor activator of nuclear factor-κB ligand (RANKL)-induced osteoclastogenic differentiation of RAW264 cells with IC50 values of 4.3 μM. A partial structure–activity relationship study revealed the importance of fluorine and its position within the 5,6-dehydrokawain skeleton. The results of a pit formation assay suggested that compound 22 prevents osteoclastic bone resorption by inhibiting osteoclastogenesis. Moreover, compound 22 downregulated mRNA expression levels of RANKLinduced nuclear factor of activated T cells c1 (NFATc1) and osteoclastogenesis-related genes. These results suggest that (E)-6-(2-fluorostyryl)-4-methoxy-2H-pyran-2-one scaffold could lead to the identification of new anti-resorptive agents.

    DOI: 10.1248/bpb.b20-00063

  • Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Synthesis and Revised Structure of a Nerolidol-Type Sesquiterpenoid Reviewed

    Keisuke Nishikawa, Kengo Morita, Subaru Hashimoto, Akihiro Hoshino, Takumi Ikeuchi, Momochika Kumagai, and Yoshiki Morimoto

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   58 ( 30 )   10168 - 10172   2019.07( ISSN:1433-7851

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    Biomimetic epoxide-opening cascades of polyepoxides enable the efficient and rapid construction of polyether frameworks. Herein, we show that the epoxide-opening cascade cyclization that affords tetrahydrofuran products in acidic aqueous media produces tetrahydropyran (THP) in neutral water. THP formation proceeded by simply heating polyepoxides in neutral water and followed a different cyclization mode from those observed so far. The novel cascade cyclization in H2O was applied to the synthesis of a new nerolidol-type sesquiterpenoid, resulting in revision of the proposed structure and determination of the absolute configuration.

    DOI: 10.1002/anie.201906039

  • Formal Total Synthesis of Histrionicotoxin Alkaloids via Hg(OTf)2-Catalyzed Cycloisomerization and SmI2-Induced Ring Expansion Reviewed

    Kunihiro Matsumura, Keisuke Nishikawa, Hiroaki Yoshida, Matsumi Doe, and Yoshiki Morimoto

    RSC ADVANCES   8 ( 21 )   11296 - 11303   2018.03( ISSN:2046-2069

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    The efficient formal total synthesis of histrionicotoxin alkaloids was achieved. In this process, two key reactions were used to construct a core 1-azaspiro[5.5]undecane framework common to histrionicotoxins: a mercuric triflate (Hg(OTf)2)-catalyzed cycloisomerization of a linear substrate, which was developed in our laboratory, and a samarium iodide (SmI2)-mediated ring expansion.

    DOI: 10.1039/c8ra02011f

  • Evaluation of Aculeatin and Toddaculin Isolated from Toddalia asiatica as Anti-inflammatory Agents in LPS-Stimulated RAW264 Macrophages Reviewed

    Momochika Kumagai, Akio Watanabe, Izumi Yoshida, Takashi Mishima, Munetomo Nakamura, Keisuke Nishikawa, and Yoshiki Morimoto

    BIOLOGICAL & PHARMACEUTICAL BULLETIN   41 ( 1 )   132 - 137   2018.01( ISSN:0918-6158

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    Anti-inflammatory activity of aculeatin and toddaculin, which are coumarins with a similar structure isolated from Toddalia asiatica (L.) LAM., was evaluated using lipopolysaccharide (LPS)-stimulated RAW264 mouse macrophage cells. Both aculeatin and toddaculin significantly inhibited mRNA expression of inflammatory mediators and nitric oxide production. Furthermore, Toddaculin suppressed LPS-induced phosphorylation of p38 and extracellular signal-regulated kinase (ERK)1/2 and inhibited LPS-induced activation of nuclear factor-kappaB (NF-κB). However, aculeatin did not exhibit such effects, suggesting that aculeatin and toddaculin suppress LPS-induced inflammation of RAW264 cells via different mechanisms. The cellular uptake of these compounds was also evaluated. Toddaculin was detected in RAW264 cells after 4 and 24 h.
    However, aculeatin levels were not observed in RAW264 cells at all incubation intervals. These results indicate that de-epoxidation of a prenyl group can increase hydrophobicity of molecule and is thought to accelerate
    cellular uptake and/or interactions with the phospholipid bilayers of cell membranes.

    DOI: https://doi.org/10.1248/bpb.b17-00607

  • Total Syntheses of Lepadiformine Marine Alkaloids with Enantiodivergency, Utilizing Hg(OTf)2-Catalyzed Cycloisomerization Reaction and their Cytotoxic Activities Reviewed

    Keisuke Nishikawa, Kengo Yamauchi, Seiho Kikuchi, Shinnosuke Ezaki, Tomoyuki Koyama, Haruka Nokubo, Kunihiro Matsumura, Takeshi Kodama, Momochika Kumagai, and Yoshiki Morimoto

    CHEMISTRY-A EUROPEAN JOURNAL   23 ( 40 )   9535 - 9545   2017.07( ISSN:0947-6539

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    The enantioselective total syntheses of lepadiformine marine alkaloids, azatricyclic natural products isolated from marine tunicates, were completed. These alkaloids have a unique chemical structure characterized by the trans-1-azadecalin (AB ring system) fused with the spirocyclic ring (AC ring system). Here we found that a cycloisomerization reaction from functionalized linear substrates to a 1-azaspiro[4.5]decane framework corresponding to the AC ring in lepadiformines is promoted by a catalytic amount of mercury(II) triflate (Hg(OTf)2). The total syntheses of (–)-lepadiformines A and B were achieved in 28% and 21% overall yields, respectively, through the novel cycloisomerization reaction. The syntheses of (+)- and (–)-lepadiformine C hydrochloride salts also enabled us to determine the absolute configuration of natural lepadiformine C. It has been found that a phenomenon of enantiodivergence occurs in lepadiformine
    alkaloids from a single species of marine tunicate, Clavelina moluccensis. The cytotoxic activities of synthesized lepadiformine hydrochloride salts and their synthetic intermediates were evaluated.

    DOI: 10.1002/chem.201701475

  • Synthesis of Novel 5,6-Dehydrokawain Analogs as Osteogenic Inducers and Their Action Mechanisms Reviewed

    Momochika Kumagai, Keisuke Nishikawa, Takashi Mishima, Izumi Yoshida, Masahiro Ide, Keiko Koizumi, Munetomo Nakamura, and Yoshiki Morimoto

    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS   27 ( 11 )   2401 - 2406   2017.06( ISSN:0960-894X

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    DOI: 10.1016/j.bmcl.2017.04.016

  • Total Synthesis of the Cytotoxic Marine Triterpenoid Isodehydrothyrsiferol Reveals Partial Enantiodivergency in the Thyrsiferol Family of Natural Products Reviewed

    Akihiro Hoshino, Haruka Nakai, Miyako Morino, Keisuke Nishikawa, Takeshi Kodama, Kento Nishikibe, and Yoshiki Morimoto

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   56 ( 11 )   3064 - 3068   2017.03( ISSN:1433-7851

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    Recently, the phenomenon of enantiodivergence was uncovered as a new phenomenon in the biosynthesis of natural products. In nature, chiral natural products are usually produced in optically active form, but both enantiomers
    sometimes arise in different genera and/or species or in a single species. Here we show through enantioselective total synthesis that the natural product isodehydrothyrsiferol shows partial enantiodivergency in that six of the nine or ten asymmetric centers are enantiomeric to those of other members of the marine squalene-derived triterpenoid thyrsiferol family. In addition, isodehydrothyrsiferol and dehydrothyrsiferol, which show partial enantiodivergency, were isolated from the same producer, the red alga Laurencia viridis. These results demonstrate that partial enantiodivergence can develop even between natural products originating from a single species.

    DOI: 10.1002/anie.201611829

  • Total Synthesis of Nitropyrrolins A, B, and D Reviewed

    Hikaru Mitani, Tomoki Matsuo, Takeshi Kodama, Keisuke Nishikawa, Yoshimitsu Tachi, and Yoshiki Morimoto

    TETRAHEDRON   72 ( 45 )   7179 - 7184   2016.11( ISSN:0040-4020

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    The chemical synthetic method of cytotoxic nitropyrrolins A (1), B (2), and D (4), 2-nitropyrrole terpenoids rarely occurring in nature, has been developed for further biological studies. After the synthesis of nitropyrrolin B has first been achieved, nitropyrrolin B was transformed into nitropyrrolins A and D in two steps and one step, respectively. The regio- and stereoselective epoxide-cleavage reaction was highlighted in the direct conversion of nitropyrrolin B to D.

    DOI: 10.1016/j.tet.2016.09.058

  • 5,6-Dehydrokawain from Alpinia zerumbet Promotes Osteoblastic MC3T3-E1 Cell Differentiation Reviewed

    Momochika Kumagai, Takashi Mishima, Akio Watanabe, Teppei Harada, Izumi Yoshida, Kazuhiro Fujita, Masatoshi Watai, Shinkichi Tawata, Keisuke Nishikawa, and Yoshiki Morimoto

    Bioscience, Biotechnology & Biochemistry   80 ( 7 )   1425 - 1432   2016.07( ISSN:0916-8451

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    DOI: 10.1080/09168451.2016.1153959

  • Total Synthesis of (–)-Lepadiformine A Utilizing Hg(OTf)2-Catalyzed Cycloisomerization Reaction Reviewed

    Keisuke Nishikawa, Seiho Kikuchi, Shinnosuke Ezaki, Tomoyuki Koyama, Haruka Nokubo, Takeshi Kodama, Yoshimitsu Tachi, and Yoshiki Morimoto

    #IORGANIC LETTERS#IR   17 ( 23 )   5772 - 5775   2015.12( ISSN:1523-7060

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    DOI: 10.1021/acs.orglett.5b02867

  • Total Synthesis and Complete Stereochemical Assignment of Heronapyrroles A and B Reviewed

    Tomoki Matsuo, Subaru Hashimoto, Keisuke Nishikawa, Takeshi Kodama, Seiho Kikuchi, Yoshimitsu Tachi, and Yoshiki Morimoto

    #ITETRAHEDRON LETTERS#IR   56 ( 39 )   5345 - 5348   2015.09( ISSN:0040-4039

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    DOI: 10.1016/j.tetlet.2015.07.094

  • Analysis of Enantiofacial Selective Epoxidation Catalyzed by Flavin-containing Monooxygenase Lsd18 Involved in Ionophore Polyether Lasalocid Biosynthesis Reviewed

    Gaku Suzuki, Atsushi Minami, Mayu Shimaya, Takeshi Kodama, Yoshiki Morimoto, Hiroki Oguri, and Hideaki Oikawa

    公益社団法人 日本化学会 #ICHEMISTRY LETTERS#IR   43 ( 11 )   1779 - 1781   2014.11( ISSN:0366-7022

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    Enzymatic epoxidation represents a key biosynthetic transformation in the construction of polyether skeletons. A single flavin-containing monooxygenase, Lsd18, is involved in ionophore polyether lasalocid biosynthesis and participates in the enantioselective epoxidations of the diene precursor. Biotransformation studies utilizing structurally simplified monoolefin analogs with different substitution patterns revealed important structural requirements for the enantiofacial selectivity of Lsd18-catalyzed epoxidations. These results enabled us to propose a substrate binding model of Lsd18, which was applied to the biosynthesis of other polyethers.

    DOI: 10.1246/cl.140721

    CiNii Article

  • Biomimetic Total Synthesis of (–)-Neroplofurol and (+)-Ekeberin D4 Triggered by Hydrolysis of Terminal Epoxides Reviewed

    Takeshi Kodama, Shingo Aoki, Tomoki Matsuo, Yoshimitsu Tachi, Keisuke Nishikawa, and Yoshiki Morimoto

    公益社団法人 日本化学会 #ICHEMISTRY LETTERS#IR   43 ( 10 )   1662 - 1664   2014.10( ISSN:0366-7022

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    To accumulate the chemical basis of epoxide-opening cascade biogenesis, chemical syntheses of sesqui- and triterpenoids were performed. The biomimetic total syntheses of (–)-neroplofurol (1) and (+)-ekeberin D4 (2) were accomplished by protic acid-catalyzed hydrolysis of the terminal epoxide from nerolidol diepoxide 3 and squalene tetraepoxide 4 through single and double 5-exo cyclizations in intermediates 5 and 6, respectively. This chemical reaction mimics the direct hydrolysis mechanism of epoxide hydrolases, enzymes that catalyze an epoxide-opening reaction to finally produce vicinal diols.

    DOI: 10.1246/cl.140618

    CiNii Article

  • A Convergent Total Synthesis of Antiplasmodial C2 Symmetric (+)-Ekeberin D4 Reviewed

    Takeshi Kodama, Shingo Aoki, Seiho Kikuchi, Tomoki Matsuo, Yoshimitsu Tachi, Keisuke Nishikawa, and Yoshiki Morimoto

    #ITETRAHEDRON LETTERS#IR   54 ( 41 )   5647 - 5649   2013.10( ISSN:0040-4039

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    DOI: 10.1016/j.tetlet.2013.08.025

  • Biomimetic Epoxide-Opening Cascades of Oxasqualenoids Triggered by Hydrolysis of the Terminal Epoxide Reviewed

    Yoshiki Morimoto, Eriko Takeuchi, Hitomi Kambara, Takeshi Kodama, Yoshimitsu Tachi, and Keisuke Nishikawa

    #IORGANIC LETTERS#IR   15 ( 12 )   2966 - 2969   2013.06( ISSN:1523-7060

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    DOI: 10.1021/ol401081e

  • TIPSOTf-Promoted Tandem Reaction through Rearrangement of Epoxides into Aldehydes with Selective Alkyl Migration Followed by Prins-Type Cyclization to Cyclopentanes Reviewed

    Takeshi Kodama, Shingo Harada, Takeshi Tanaka, Yoshimitsu Tachi, and Yoshiki Morimoto

    #ISYNLETT#IR   23 ( 3 )   458 - 462   2012.02( ISSN:0936-5214

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    DOI: 10.1055/s-0031-1290324

  • Total Synthesis of Marine Halogen-Containing Triterpene Polyethers Using Regioselective 5-exo and 6-endo Cyclizations and the Stereochemistry Invited Reviewed

    Yoshiki Morimoto

    #IJOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN#IR   70 ( 2 )   154 - 165   2012.02( ISSN:0037-9980

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  • Rings D-Seco and B,D-Seco Tetranortriterpenoids from Root Bark of Entandrophragma angolense Reviewed International coauthorship

    Nsiama Tienabe Kipassa, Hiroaki Okamura, Toshiyuki Hamada, Yoshiki Morimoto, Matsumi Doe, Tetsuo Iwagawa, and Munehiro Nakatani

    #IPHYTOCHEMISTRY#IR   72 ( 14-15 )   1854 - 1858   2011.10( ISSN:0031-9422

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    DOI: 10.1016/j.phytochem.2011.05.014

  • Cytotoxic Eunicellin-Type Diterpenes from the Soft Coral Liophyton viscudium Reviewed

    Tetsuo Iwagawa, Taiki Kusatsu, Keiko Tsuha, Toshiyuki Hamada, Hiroaki Okamura, Tatsuhiko Furukawa, Shin-ichi Akiyama, Matsumi Doe, Yoshiki Morimoto, Fumihito Iwase, and Kaoru Takemura

    #IHETEROCYCLES#IR   83 ( 9 )   2149 - 2155   2011.09( ISSN:0385-5414

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    DOI: 10.3987/COM-11-12251

  • Diastereoselective Synthesis of the Indeno-Tetrahydropyridine Core Bearing a Diaryl-Substituted Stereogenic Quaternary Carbon Center of Haouamine B Reviewed

    Takeshi Tanaka, Hiromi Inui, Hiroshi Kida, Takeshi Kodama, Takuya Okamoto, Aki Takeshima, Yoshimitsu Tachi, and Yoshiki Morimoto

    #ICHEMICAL COMMUNICATIONS#IR   47 ( 10 )   2949 - 2951   2011( ISSN:1359-7345

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    DOI: 10.1039/c0cc04453a

  • Cytotoxic Isomalabaricane Derivatives and a Monocyclic Triterpene Glycoside from the Sponge Rhabdastrella globostellata Reviewed International coauthorship

    Miyabi Hirashima, Kazuomi Tsuda, Toshiyuki Hamada, Hiroaki Okamura, Tatsuhiko Furukawa et al.

    #IJournal of Natural Products#IR   73 ( 9 )   1512 - 1518   2010.09( ISSN:01633864

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    Seven new isomalabaricane derivatives, rhabdastins A–G (17), and a new monocyclic triterpene glycoside, rhabdastoside A (8), have been isolated from the methanol extract of the sponge Rhabdastrella globostellata, collected at Amamioshima, Japan. Three of them were isolated as their corresponding methyl esters, rhabdastins A–D (13). Their structures were determined on the basis of spectroscopic and X-ray diffraction analyses. The isolated compounds were evaluated for their cytotoxicity against the proliferation of promyelocytic leukemia HL-60 cells. Compounds 4, 5, 7, and 11, possessing a cyclopentane side chain, exhibited weak activity, with IC50 values of 21, 29, 44, and 11 μM, respectively, while compounds 1, 2, and 3, with a 2-substituted-propanoate side chain, were inactive at 100 μM. In addition, the mechanism of cytotoxicity of compounds 4 and 5 was investigated.

  • Cytotoxic Biscembranes from the Soft Coral Sarcophyton glaucum Reviewed

    Tetsuo Iwagawa, Kanta Hashimoto, Yukiko Yokogawa, Hiroaki Okamura, and Yoshiki Morimoto et al.

    #IJournal of Natural Products#IR   72 ( 5 )   946 - 949   2009.05( ISSN:01633864

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  • Total Synthesis and Determination of the Absolute Configuration of (+)-Omaezakianol Reviewed

    Yoshiki Morimoto, Tatsuya Okita, and Hitomi Kambara

    #IAngewandte Chemie, International Edition#IR   48 ( 14 )   2538 - 2541   2009( ISSN:14337851

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  • Three Mexicanolides from the Root Bark of Entandrophragma angolense Reviewed International coauthorship

    Nsiama Tienabe Kipassa, Hiroaki Okamura, Matsumi Doe, Yoshiki Morimoto, and Tetsuo Iwagawa et al.

    #IHeterocycles#IR   75 ( 1 )   157 - 164   2008( ISSN:03855414

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  • Squalene-Derived Triterpene Polyethers from the Red Alga Laurencia omaezakiana Reviewed

    Yoshihide Matsuo, Minoru Suzuki, Michio Masuda, Toshiyuki Iwai, and Yoshiki Morimoto

    #IHelvetica Chimica Acta#IR   91 ( 7 )   1261 - 1266   2008( ISSN:15222675

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  • The Role of Chemical Synthesis in Structure Elucidation of Oxasqualenoids Invited Reviewed

    Yoshiki Morimoto

    #IOrganic & Biomolecular Chemistry#IR   6 ( 10 )   1709 - 1719   2008( ISSN:14770520

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  • Limonoids from the Stem Bark of Cedrela odorata Reviewed International coauthorship

    Nsiama Tienabe Kipassa, Tetsuo Iwagawa, Hiroaki Okamura, Matsumi Doe, and Yoshiki Morimoto et al.

    #IPhytochemistry#IR   69 ( 8 )   1782 - 1787   2008( ISSN:00319422

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  • Aplysinopsin Dimers from a Stony Coral. Tubastraea aurea Reviewed

    Tetsuo Iwagawa, Miho Miyazaki, Yukiko Yokogawa, Hiroaki Okamura, and Yoshiki Morimoto et al.

    #IHeterocycles#IR   75 ( 8 )   2023 - 2028   2008( ISSN:03855414

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  • Biological Activity Tests of Chemical Constituents from Two Brazilian Labiatae Plants Reviewed

    Takahiko Isobe, Matsumi Doe, Yoshiki Morimoto, Kumiko Nagata, and Ayumi Ohsaki et al.

    #IYakugaku Zasshi#IR   127 ( 2 )   389 - 395   2007( ISSN:00316903

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  • Total Synthesis and Determination of the Absolute Configuration of (+)-Intricatetraol Reviewed

    Yoshiki Morimoto, Tatsuya Okita, Mamoru Takaishi, and Takeshi Tanaka

    #IAngewandte Chemie, International Edition#IR   46 ( 7 )   1132 - 1135   2007( ISSN:14337851

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  • Assignment of the Absolute Configuration of the Marine Pentacyclic Polyether (+)-Enshuol by Total Synthesis Reviewed

    Yoshiki Morimoto, Hiromi Yata, and Yoshihiro Nishikawa

    #IAngewandte Chemie, International Edition#IR   46 ( 34 )   6481 - 6484   2007( ISSN:14337851

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  • Two-Directional Synthesis and Stereochemical Assignment toward a C2 Symmetric Oxasqualenoid (+)-Intricatetraol Reviewed

    Yoshiki Morimoto, Mamoru Takaishi, Noriko Adachi, Tatsuya Okita, and Hiromi Yata

    #IORGANIC & BIOMOLECULAR CHEMISTRY#IR   4 ( 17 )   3220 - 3222   2006( ISSN:1477-0520

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    DOI: 10.1039/b608098g

  • Reagent-Controlled Switching of 5-exo to 6-endo Cyclizations in Epoxide Openings Reviewed

    Yoshiki Morimoto, Yoshihiro Nishikawa, Chigusa Ueba, and Takeshi Tanaka

    #IAngewandte Chemie, International Edition#IR   45 ( 5 )   810 - 812   2006( ISSN:14337851

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  • Rings B,D-Seco Limonoids from the Leaves of Swietenia mahogani Reviewed International coauthorship

    Samir A. M. Abdelgaleil, Matsumi Doe, Yoshiki Morimoto, and Munehiro Nakatani

    #IPhytochemistry#IR   67 ( 5 )   452 - 458   2006( ISSN:00319422

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  • The Anti-Helicobacter pylori Flavones in a Brazilian Plant, Hyptis fasciculata, and the Activity of Methoxyflavones Reviewed

    Takahiko Isobe, Matsumi Doe, Yoshiki Morimoto, Kumiko Nagata, and Ayumi Ohsaki

    #IBiological & Pharmaceutical Bulletin#IR   29 ( 5 )   1039 - 1041   2006( ISSN:09186158

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  • Biscembranes from the Soft Coral Sarcophyton glaucum Reviewed

    Tetsuo Iwagawa, Kanta Hashimoto, Hiroaki Okamura, Matsumi Doe, and Yoshiki Morimoto et al.

    #IJournal of Natural Products#IR   69 ( 8 )   1130 - 1133   2006( ISSN:01633864

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  • Briarlides I-R, Briarane Diterpenes from a Gorgonian Briareum sp. Reviewed

    Tetsuo Iwagawa, Naoto Nishitani, Munehiro Nakatani, Matsumi Doe, and Yoshiki Morimoto et al.

    #IJournal of Natural Products#IR   68 ( 1 )   31 - 35   2005( ISSN:01633864

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  • Briarane Diterpenes from a Gorgonian Briareum sp. Reviewed

    Tetsuo Iwagawa, Kazutaka Babazono, Munehiro Nakatani, Matsumi Doe, and Yoshiki Morimoto et al.

    #IHeterocycles#IR   65 ( 3 )   607 - 617   2005( ISSN:03855414

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  • Briviolides, New Briarane Diterpenes from a Gorgonian Briareum sp. Reviewed

    Tetsuo Iwagawa, Kazutaka Babazono, Hiroaki Okamura, Munehiro Nakatani, and Yoshiki Morimoto et al.

    #IHeterocycles#IR   65 ( 9 )   2083 - 2093   2005( ISSN:03855414

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  • Structures, Biological Activities, and Total Syntheses of 13-Hydroxy- and 13-Acetoxy-14-nordehydrocacalohastine, Novel Modified Furanoeremophilane-Type Sesquiterpenes from Trichilia cuneata Reviewed

    Matsumi Doe, Taku Shibue, Hiroyuki Haraguchi, and Yoshiki Morimoto

    #IOrganic Letters#IR   7 ( 9 )   1765 - 1768   2005( ISSN:15237060

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  • Total Synthesis and Complete Assignment of the Stereostructure of a Cytotoxic Bromotriterpene Polyether (+)-Aurilol Reviewed

    Yoshiki Morimoto, Yoshihiro Nishikawa, and Mamoru Takaishi

    #IJournal of the American Chemical Society#IR   127 ( 16 )   5806 - 5807   2005( ISSN:00027863

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  • Structure, Synthesis, and Biological Activity of 14-Methoxy-1,2-dehydrocacalol Methyl Ether, a New Modified Furanoeremophilane Type Sesquiterpene from Trichilia cuneata Reviewed

    Matsumi Doe, Yoshinori Hirai, Kozo Shibata, Hiroyuki Haraguchi, and Yoshiki Morimoto et al.

    #IChemistry Letters#IR   33 ( 6 )   714 - 715   2004( ISSN:03667022

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  • Total Synthesis of Five Cacalol Families at Different Oxidation Stages, Modified Furanoeremophilane Sesquiterpenes from Cacalia and Senecio Species Reviewed

    Yoshinori Hirai, Matsumi Doe, Takamasa Kinoshita, and Yoshiki Morimoto

    #IChemistry Letters#IR   33 ( 2 )   136 - 137   2004( ISSN:03667022

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  • Total Synthesis and Assignment of the Double-Bond Position and Absolute Configuration of (–)-Pyrinodemin A Reviewed

    Yoshiki Morimoto, Satoru Kitao, Tatsuya Okita, and Takamasa Shoji

    #IOrganic Letters#IR   5 ( 9 )   2611 - 2614   2003.05( ISSN:15237060

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  • Total Synthesis of Highly Symmetric Squalene-Derived Cytotoxic Polyethers Reviewed

    Yoshiki Morimoto, Toshiyuki Iwai, and Takamasa Kinoshita

    #IJournal of Synthetic Organic Chemistry, Japan#IR   60 ( 11 )   1112 - 1122   2002.11( ISSN:00379980

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  • Total Synthesis and Determination of the Stereochemistry of 2-Amino-3-cyclopropylbutanoic Acid, a Novel Plant Growth Regulator Isolated from the Mushroom Amanita castanopsidis Hongo Reviewed

    Yoshiki Morimoto, Mamoru Takaishi, Takamasa Kinoshita, Kazuhiko Sakaguchi, and Kozo Shibata

    #IChemical Communications#IR   ( 1 )   42 - 43   2002.01( ISSN:00224936

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  • Asymmetric Total Synthesis of Highly Symmetric Squalene-Derived Cytotoxic Polyethers Invited Reviewed

    Yoshiki Morimoto, Takamasa Kinoshita, and Toshiyuki Iwai

    #IChirality#IR   14 ( 7 )   578 - 586   2002( ISSN:08990042

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  • Stereospecific and Biomimetic Synthesis of CS and C2 Symmetric 2,5-Disubstituted Tetrahydrofuran Rings as Central Building Blocks of Biogenetically Intriguing Oxasqualenoids Reviewed

    Yoshiki Morimoto, Toshiyuki Iwai, Yoshihiro Nishikawa, and Takamasa Kinoshita

    #ITetrahedron: Asymmetry#IR   13 ( 24 )   2641 - 2647   2002( ISSN:09574166

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  • Complete Assignment of the Stereostructure of a New Squalene-Derived Epoxy Tri-THF Diol from Spathelia glabrescens by Total Synthesis Reviewed International coauthorship

    Yoshiki Morimoto, Mamoru Takaishi, Toshiyuki Iwai, Takamasa Kinoshita, and Helen Jacobs

    #ITetrahedron Letters#IR   43 ( 33 )   5849 - 5852   2002( ISSN:00404039

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  • Synthesis of Hyperolactones A and C Reviewed

    Toshihiko Ueki, Matsumi Doe, Rika Tanaka, Yoshiki Morimoto, Kazuo Yoshihara et al.

    #IJournal of Heterocyclic Chemistry#IR   38 ( 1 )   165 - 172   2001( ISSN:0022152X

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  • Stereocontrolled Total Synthesis of the Stemona Alkaloid (–)-Stenine Reviewed

    Yoshiki Morimoto, Maki Iwahashi, Takamasa Kinoshita, and Koji Nishida

    #IChemistry-A European Journal#IR   7 ( 19 )   4107 - 4116   2001( ISSN:09476539

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  • Synthesis and Absolute Configuration of Lactone II Isolated from Streptomyces sp. Go 40/10 Reviewed

    Toshihiko Ueki, Yoshiki Morimoto, and Takamasa Kinoshita

    #IChemical Communications#IR   ( 18 )   1820 - 1821   2001( ISSN:00224936

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  • Total Synthesis and Determination of the Absolute Configuration of (–)-Longilene Peroxide Reviewed

    Yoshiki Morimoto, Toshiyuki Iwai, and Takamasa Kinoshita

    #ITetrahedron Letters#IR   42 ( 36 )   6307 - 6309   2001( ISSN:00404039

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  • Total Synthesis of (+)-Eurylene and (+)-14-Deacetyl Eurylene Reviewed

    Yoshiki Morimoto, Koji Muragaki, Toshiyuki Iwai, Yukio Morishita, and Takamasa Kinoshita

    #IAngewandte Chemie, International Edition#IR   39 ( 22 )   4082 - 4084   2000( ISSN:14337851

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  • Suggestion of Unexpected Sulfur Dioxide Mechanism for Deoxygenations of Pyridine N-Oxides with Alkanesulfonyl Chlorides and Triethylamine Reviewed

    Yoshiki Morimoto, Hajime Kurihara, Takamasa Shoji, and Takamasa Kinoshita

    #IHeterocycles#IR   53 ( 7 )   1471 - 1474   2000( ISSN:03855414

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  • Can α-Sultone Exist as a Chemical Species? First Experimental Implication for Intermediacy of α-Sultone Reviewed

    Yoshiki Morimoto, Hajime Kurihara, and Takamasa Kinoshita

    #IChemical Communications#IR   ( 3 )   189 - 190   2000( ISSN:00224936

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  • The Birch Reduction of Heterocyclic Compounds. V. Birch Reduction of 2- and 5-Acylfuran-3-carboxylic Acids and Reductive Elimination of 2-(Arylmethoxymethyl)furan-3-carboxylic Acids Reviewed

    Yasuo Ohta, Matsumi Doe, Yoshiki Morimoto, and Takamasa Kinoshita

    #IJournal of Heterocyclic Chemistry#IR   37 ( 4 )   751 - 755   2000( ISSN:0022152X

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  • Regiospecific Synthesis of 2-Substituted Furanonaphthoquinones Reviewed

    Yasuo Ohta, Matsumi Doe, Yoshiki Morimoto, and Takamasa Kinoshita

    #IJournal of Heterocyclic Chemistry#IR   37 ( 4 )   731 - 734   2000( ISSN:0022152X

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  • Revised Structure of Squalene-Derived PentaTHF Polyether, Glabrescol, through Its Enantioselective Total Synthesis: Biogenetically Intriguing CS vs C2 Symmetric Relationships Reviewed

    Yoshiki Morimoto, Toshiyuki Iwai, and Takamasa Kinoshita

    #IJournal of the American Chemical Society#IR   122 ( 29 )   7124 - 7125   2000( ISSN:00027863

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  • Synthesis and Absolute Configuration of (–)-Meridinol and (–)-3-Epimeridinol Reviewed

    Daisuke Takano, Matsumi Doe, Yoshiki Morimoto, Kazuo Yoshihara, and Takamasa Kinoshita

    #IJournal of Heterocyclic Chemistry#IR   36 ( 1 )   221 - 224   1999( ISSN:0022152X

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  • Effective Combination of Two-Directional Synthesis and Rhenium(VII) Chemistry: Total Synthesis of meso Polyether Teurilene Reviewed

    Yoshiki Morimoto, Toshiyuki Iwai, and Takamasa Kinoshita

    #IJournal of the American Chemical Society#IR   121 ( 29 )   6792 - 6797   1999( ISSN:00027863

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  • Conformational Behavior on 2,2,3-Trisubstituted 1,2,3,4-Tetrahydroquinoline Alkaloids, Virantmycin, Benzastatins, and their Congeners, Evaluated by Semi-empirical Molecular Orbital Calculations Reviewed

    Yoshiki Morimoto

    #IJournal of Heterocyclic Chemistry#IR   35 ( 2 )   279 - 284   1998( ISSN:0022152X

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  • Novel Dimers of 2,2'-(m-Phenylene)bis(4,5-diphenyl-1-imidazolyl) Diradical Reviewed

    Keiji Okada, Kunihiko Imamura, Masaji Oda, Masatoshi Kozaki, Yoshiki Morimoto et al.

    #IChemistry Letters#IR   ( 9 )   891 - 892   1998( ISSN:03667022

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  • Total Syntheses of Macrocyclic Marine Alkaloids, Haliclamines A and B: A Convenient and Expeditious Assembly of 3-Substituted Pyridine Derivatives with Different Alkyl Chains to the Bispyridinium Macrocycle Reviewed

    Yoshiki Morimoto, Chiho Yokoe, Hajime Kurihara, and Takamasa Kinoshita

    #ITetrahedron#IR   54 ( 40 )   12197 - 12214   1998( ISSN:00404020

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  • The Birch Reduction of Heterocyclic Compounds. IV. Birch Reduction of 3-Acylfurans. Competition between Ring Reduction, Carbonyl Reduction, and Dimer Formation Reviewed

    Daisuke Takano, Yoshitaka Nakajima, Ikuko Miyahara, Ken Hirotsu, Rika Tanaka et al.

    #IJournal of Heterocyclic Chemistry#IR   35 ( 6 )   1285 - 1293   1998( ISSN:0022152X

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  • Diastereoselective Two-Directional Synthesis and Cation Transport Ability of the Central Tristetrahydrofuranyl Unit of meso Polyether Glabrescol as Naturally Occurring Podand Reviewed

    Yoshiki Morimoto, Toshiyuki Iwai, Takeshi Yoshimura, and Takamasa Kinoshita

    #IBioorganic & Medicinal Chemistry Letters#IR   8 ( 15 )   2005 - 2010   1998( ISSN:0960894X

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  • The Birch Reduction of Heterocyclic Compounds. III. Birch Reduction-Elimination Reaction of 2- and 3-Furancarboxylic Acid Derivatives Reviewed

    Yasuo Ohta, Mari Onoshima, Masumi Tamura, Rika Tanaka, Yoshiki Morimoto et al.

    #IJournal of Heterocylic Chemistry#IR   35 ( 2 )   461 - 465   1998( ISSN:0022152X

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  • Preparation and Characterization of Novel High-Spin Organoborane Dianions Reviewed

    Riho Suzuki, Masaji Oda, Atsushi Kajiwara, Mikiharu Kamachi, Masatoshi Kozaki et al.

    #ITetrahedron Letters#IR   39 ( 36 )   6483 - 6486   1998( ISSN:00404039

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  • New Aspect of Methanesulfonyl Chloride: Unusual Deoxygenations of Pyridine N-Oxides with Methanesulfonyl Chloride and Triethylamine Reviewed

    Yoshiki Morimoto, Hajime Kurihara, Chiho Yokoe, and Takamasa Kinoshita

    #IChemistry Letters#IR   ( 8 )   829 - 830   1998( ISSN:03667022

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  • 4,4'-(Trimethylene)bis(2,6-di-t-butylphenoxy) Diradical: An Application of the Sequential Redox-Solid State Photolysis (SRSSP) Method Reviewed

    Koji Nakatuji, Masaji Oda, Masatoshi Kozaki, Yoshiki Morimoto, and Keiji Okada

    #IChemistry Letters#IR   ( 8 )   845 - 846   1998( ISSN:03667022

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  • Synthesis of (±)-Methylenolactocin and (±)-trans Cognac Lactone Reviewed

    Yasuo Ohta, Takashi Okamoto, Masumi Tamura, Matsumi Doe, Yoshiki Morimoto et al.

    #IJournal of Heterocyclic Chemistry#IR   35 ( 2 )   485 - 487   1998( ISSN:0022152X

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  • Synthesis and Absolute Configuration of (+)-Hyperolactone B Reviewed

    Toshihiko Ueki, Daisuke Ichinari, Kazuo Yoshihara, Yoshiki Morimoto, and Takamasa Kinoshita

    #ITetrahedron Letters#IR   39 ( 7 )   667 - 668   1998( ISSN:00404039

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  • Highly Diastereoselective Cyclizations of Bishomoallylic Tertiary Alcohols Promoted by Rhenium(VII) Oxide. Critical Steric versus Chelation Effects in Alkoxyrhenium Intermediates Reviewed

    Yoshiki Morimoto and Toshiyuki Iwai

    #IJournal of the American Chemical Society#IR   120 ( 7 )   1633 - 1634   1998( ISSN:00027863

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  • Unexpected Stability of δ-Lactones with Axial Substituents rather than Equatorial Ones. Conformational Evaluation by Molecular Mechanics and Molecular Orbital Calculations Reviewed

    Yoshiki Morimoto and Haruhisa Shirahama

    #ITetrahedron#IR   53 ( 6 )   2013 - 2024   1997( ISSN:00404020

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  • Total Synthesis of Haliclamine A, a Macrocyclic Marine Alkaloid Related to the Key Biogenetic Intermediate of Manzamines Reviewed

    Yoshiki Morimoto and Chiho Yokoe

    #ITetrahedron Letters#IR   38 ( 52 )   8981 - 8984   1997( ISSN:00404039

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  • Studies on the Asymmetric Synthesis of Stemona Alkaloids: Total Synthesis of (–)-Stenine Reviewed

    Yoshiki Morimoto, Maki Iwahashi, Koji Nishida, Yuji Hayashi, and Haruhisa Shirahama

    #IAngewandte Chemie, International Edition in English#IR   35 ( 8 )   904 - 906   1996( ISSN:14337851

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  • Stereocontrolled Synthesis of C10–C22 Fragment of the Immunosuppressant FK506. An Occurrence of Complementary Stereoselectivity in the C15 Ketone Reduction Reviewed

    Yoshiki Morimoto, Atsushi Mikami, Shin-itsu Kuwabe, and Haruhisa Shirahama

    #ITetrahedron: Asymmetry#IR   7 ( 12 )   3371 - 3390   1996( ISSN:09574166

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  • Synthetic Studies on Virantmycin. 2. Total Synthesis of Unnatural (+)-Virantmycin and Determination of Its Absolute Stereochemistry Reviewed

    Yoshiki Morimoto and Haruhisa Shirahama

    #ITetrahedron#IR   52 ( 32 )   10631 - 10652   1996( ISSN:00404020

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  • Synthetic Studies on Virantmycin. 1. Total Synthesis of (±)-Virantmycin and Determination of Its Relative Stereochemistry Reviewed

    Yoshiki Morimoto, Fuyuhiko Matsuda, and Haruhisa Shirahama

    #ITetrahedron#IR   52 ( 32 )   10609 - 10630   1996( ISSN:00404020

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  • Synthetic Study on Stemona Alkaloids. Highly Stereoselective Construction of α-Methyl-γ-lactone Substituted 1-Azabicyclo[5.3.0]decanes Reviewed

    Yoshiki Morimoto and Maki Iwahashi

    #ISynlett#IR   ( 12 )   1221 - 1222   1995( ISSN:09365214

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  • An Efficient Approach toward Pyrrolidinyllactone System Characteristic of the Stemona Alkaloids. Lewis Acid Catalyzed Stereoselective Reaction of N-Benzyloxycarbonyl-2-methoxypyrrolidine with 3-Methyl-2-trimethylsilyloxyfuran Reviewed

    Yoshiki Morimoto, Koji Nishida, Yuji Hayashi, and Haruhisa Shirahama

    #ITetrahedron Letters#IR   34 ( 36 )   5773 - 5776   1993( ISSN:00404039

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  • Synthesis and Stereochemistry of Virantmycin Reviewed

    Yoshiki Morimoto

    北海道大学学位論文   1 - 138   1991.03

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  • Total Synthesis of (±)-Virantmycin and Determination of Its Stereochemistry Reviewed

    Yoshiki Morimoto, Fuyuhiko Matsuda, and Haruhisa Shirahama

    #ISynlett#IR   ( 3 )   201 - 203   1991( ISSN:09365214

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  • Unprecedented Stability of δ-Lactones with Axial Substituents rather than Equatorial ones; Comparison with the Prelog-Djerassi Lactone Derivative Reviewed

    Yoshiki Morimoto, Atsushi Mikami, and Haruhisa Shirahama

    #IJournal of the Chemical Society, Chemical Communications#IR   ( 19 )   1376 - 1378   1991( ISSN:00224936

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  • A Synthesis of C1–C22 Fragment of the Immunosuppressant FK506. Stereoselective Construction of (E)-Trisubstituted Double Bond (C19–C20) via Ester-enolate Claisen Rearrangement Reviewed

    Yoshiki Morimoto, Atsushi Mikami, Shin-itsu Kuwabe, and Haruhisa Shirahama

    #ITetrahedron Letters#IR   32 ( 25 )   2909 - 2912   1991( ISSN:00404039

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  • An Efficient Approach toward Virantmycin: Stereospecific Construction of Tetrahydroquinoline Ring System Employing Intramolecular Nitrene-addition Reaction Reviewed

    Yoshiki Morimoto, Fuyuhiko Matsuda, and Haruhisa Shirahama

    #ITetrahedron Letters#IR   31 ( 42 )   6031 - 6034   1990( ISSN:00404039

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  • Assignment of Absolute Configuration for Virantmycin and Synthesis of Its Antipode Reviewed

    Yoshiki Morimoto, Kaoko Oda, Haruhisa Shirahama, Takeshi Matsumoto, and Satoshi Omura

    #IChemistry Letters#IR   ( 6 )   909 - 912   1988( ISSN:03667022

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  • Synthetic Studies on Virantmycin Reviewed

    Yoshiki Morimoto

    Master thesis, Hokkaido University   1 - 25   1987.03

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Books and Other Publications

  • Basic Chemistry Experiments, Third Modified Edition

    Ed. Chemistry Experiment Group in Liberal Arts and Sciences, Graduate School of Science, Osaka City University( Role: Joint author ,  3. Reactions and Syntheses of Organic Compounds, Basic Chemistry Experiments I; 1. Synthesis of Adipic Acid, 2. Synthesis of Methyl Benzoate etc., Basic Chemistry Experiments II)

    Fukuro Shuppan  2017  ( ISBN:978-4-86186-686-9

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    Total pages:254   Responsible for pages:44–73 and 83–99   Book type:Textbook, survey, introduction

  • Basic Chemistry Experiments, Second Modified Edition

    Ed. Chemistry Experiment Group in Liberal Arts and Sciences, Graduate School of Science, Osaka City University( Role: Joint author ,  3. Reactions and Syntheses of Organic Compounds, Basic Chemistry Experiments I; 1. Synthesis of Adipic Acid, 2. Synthesis of Methyl Benzoate etc., Basic Chemistry Experiments II)

    Fukuro Shuppan  2014  ( ISBN:978-4-86186-585-5

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    Total pages:227   Responsible for pages:44–73 and 83–99   Book type:Textbook, survey, introduction

  • Reactions Culminated in Natural Product Synthesis—Know-how and Points in Experiments

    Ed. The Society of Synthetic Organic Chemistry, Japan( Role: Contributor ,  68 Shi Asymmetric Epoxidation; 83 Curtius Rearrangement)

    Kagakudojin Company, Limited  2011  ( ISBN:978-4-7598-1479-8

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    Total pages:209   Responsible for pages:136, 137, 166, and 167   Book type:Scholarly book Participation form:Corresponding Author

  • High School Students//Chemistry Declaration Part 3

    Hiroshi Nakazawa and Yoshiki Morimoto et al.( Role: Contributor ,  Chapter 12 People Supporting Grand Contest in Chemistry at High School )

    u-time Publishing Company, Limited  2010  ( ISBN:978-4-86010-281-4

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    Total pages:231   Responsible for pages:215 and 216   Book type:General book, introductory book for general audience Participation form:Corresponding Author

  • Basic Chemistry Experiments, Modified Edition

    Ed. Chemistry Experiment Group in Liberal Arts and Sciences, Graduate School of Science, Osaka City University( Role: Joint author ,  3. Reactions and Syntheses of Organic Compounds, Basic Chemistry Experiments I; 1. Synthesis of Adipic Acid, 2. Synthesis of Methyl Benzoate etc., Basic Chemistry Experiments II)

    Fukuro Shuppan  2010  ( ISBN:978-4-86186-416-2

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    Total pages:228   Responsible for pages:44–73 and 83–99   Book type:Textbook, survey, introduction

  • Total Synthesis of Natural Products 2000~2008 (Japan)

    Ed. The Society of Synthetic Organic Chemistry, Japan( Role: Contributor)

    Kagakudojin Company, Limited  2009  ( ISBN:978-4-7598-1277-0

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    Total pages:268   Responsible for pages:12, 13, 218, and 219   Book type:Scholarly book Participation form:Corresponding Author

  • Basic Chemistry Experiments

    Ed. Chemistry Experiment Group in Liberal Arts and Sciences, Graduate School of Science, Osaka City University( Role: Joint author ,  3. Reactions and Syntheses of Organic Compounds, Basic Chemistry Experiments I; Organic Experiments, Basic Chemistry Experiments II)

    Fukuro Shuppan  2006  ( ISBN:4-86186-264-7

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    Total pages:174   Responsible for pages:39–61 and 71–84   Book type:Textbook, survey, introduction

  • First Spectral Analysis of Organic CompoundsーInterpreting IR, NMR, and MS Data

    Hayamitsu Adachi, Hidemitsu Uno, Akio Kamimura, Hiroshi Tsukube, and Yoshiki Morimoto et al.( Role: Contributor ,  Problem 49–56, Respective Spectral Data and Analysis Results, The Second Part)

    Maruzen Company, Limited  2004  ( ISBN:4-621-07505-5

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    Total pages:185   Responsible for pages:144–159   Book type:Scholarly book Participation form:Corresponding Author

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MISC

  • Asymmetric Total Synthesis of Toxicodenanes by the Samarium Iodide-Induced Barbier-Type Cyclization Reaction as a Key Step: Seeking of Seed Compounds for the Small Molecule Drug Discovery of Diabetic Nephropathy Invited Reviewed International journal

    Keisuke Nishikawa and Yoshiki Morimoto

    Fine Chemicals   52 ( 1 )   36 - 44   2023.01( ISSN:0913-6150

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    Authorship:Last author, Corresponding author   Publishing type:Article, review, commentary, editorial, etc. (scientific journal)   Kind of work:Joint Work   International / domestic magazine:Domestic journal  

  • Search for Natural Products with Enantiodivergency and Clarification of Their Production Mechanism Invited International journal

    Yoshiki Morimoto

    Nagase Science and Technology Foundation Report 2018   30   59 - 69   2019.08

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  • Creation of Molecular Technology towards Development of Pharmaceuticals for Complex Molecules Invited International journal

    Yoshiki Morimoto

    Reports of the 45th Grant-Supported Research from the Astellas Foundation for Research on Metabolic Disorders   https://www.astellas.com/jp/byoutai/other/reports_h25/pdf/25-49_morimoto.pdf   2016

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    Authorship:Corresponding author   Kind of work:Single Work   International / domestic magazine:Domestic journal  

  • Studies on the Biogenetic Key Reaction of Triterpene Polyethers Invited International journal

    Yoshiki Morimoto

    Report of Grant-Supported Research from the Asahi Glass Foundation, 2011   2011( ISSN:1882-0069

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  • What Is University? Invited International journal

    Yoshiki Morimoto

    Rutsubo   58   46 - 48   2010

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  • Studies on Chemical Synthesis of Structurally Novel Cytotoxic Alkaloids Haouamines toward Pharmaceuticals Invited International journal

    Yoshiki Morimoto

    Research Papers of the Suzuki Memorial Foundation   27   391 - 395   2010( ISSN:09145117

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  • Studies on the Molecular Science of Cytotoxic Oxasqualenoids Based on Chemical Synthesis Invited International journal

    Yoshiki Morimoto

    Research Report on Grant-in-Aid for Scientific Research (C) in 2005–2008   1 - 89   2008

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  • Structural Studies on Cytotoxic Oxasqualenoids by Chemical Synthesis Invited International journal

    Yoshiki Morimoto

    Saneyoshi Scholarship Foundation Research Reports   22   92 - 96   2005.03

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  • Synthetic Studies on Marine Cytotoxic Halogen-Containing Oxasqualenoids Invited International journal

    Yoshiki Morimoto

    Annual Report of the Novartis Foundation (Japan) for the Promotion of Science   17   118 - 120   2005

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  • Stereospecific and Biomimetic Synthesis of CS and C2 Symmetric 2,5-Disubstituted Tetrahydrofuran Rings as Central Building Blocks of Biogenetically Intriguing Oxasqualenoids Invited International journal

    Yoshiki Morimoto, Toshiyuki Iwai, Yoshihiro Nishikawa, and Takamasa Kinoshita

    財団法人松籟科学技術振興財団研究報告集   15   55 - 65   2004

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  • Synthetic Studies on Polyethers Isolated from Plants and Clarification of the Functions and Construction of the Artificial Molecules Invited International journal

    Yoshiki Morimoto

    Saneyoshi Scholarship Foundation Research Reports   20   122 - 125   2003.03

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  • Studies on Total Synthesis of Squalene-Derived Cytotoxic Triterpene Polyethers Invited Reviewed International journal

    Yoshiki Morimoto

    15   2 - 8   2003

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  • Chemical Synthetic Approach towards Clarifying Mechanism of Action for Cytotoxicity of Squalene-Derived Polyethers Invited International journal

    Yoshiki Morimoto

    Research Report on Grant-in-Aid for Scientific Research (C) (2) in 2001–2003   1 - 66   2003

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  • Symposium on Molecular Chirality-2001 Invited Reviewed International journal

    Hiroshi Tsukube and Yoshiki Morimoto

    #IChirality#IR   14 ( 7 )   533 - 533   2002( ISSN:08990042

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    Authorship:Last author   Kind of work:Joint Work   International / domestic magazine:International journal  

  • Highly Diastereoselective Cyclizations of Bishomoallylic Tertiary Alcohols Promoted by Rhenium(VII) Oxide. Critical Steric versus Chelation Effects in Alkoxyrhenium Intermediates Invited International journal

    Yoshiki Morimoto and Toshiyuki Iwai

    財団法人松籟科学技術振興財団研究報告集   11   2000

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  • Synthetic Studies on Antitumor Alkaloids Manzamines by a Biogenetic-like Route Invited International journal

    Yoshiki Morimoto

    Saneyoshi Scholarship Foundation Research Reports   16   116 - 120   1999.03

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  • Studies on Asymmetric Synthesis of Biologically Active Alkaloids Tuberostemonines with Specific Skeletons Invited International journal

    Yoshiki Morimoto

    Saneyoshi Scholarship Foundation Research Reports   14   129 - 132   1997.03

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  • Possibility for Diels-Alder Reaction in Biosynthesis Invited Reviewed International journal

    Yoshiki Morimoto

    Chemistry and Chemical Industry   47 ( 4 )   560 - 561   1994.04( ISSN:00227684

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▼display all

Presentations

  • Synthetic Studies on the Seco-Dolastane-Type Diterpene Isolinearol Domestic conference

    Tomoki Tsuruta, Yukika Yoshino, Keisuke Nishikawa, and Yoshiki Morimoto

    The 104th CSJ Annual Meeting (2024)  2024.03  The Chemical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Funabashi Campus, Nihon University, Funabashi  

  • Synthetic Studies on Lolitrem B Domestic conference

    Tomonori Teranishi, Keisuke Nishikawa, and Yoshiki Morimoto

    The 104th CSJ Annual Meeting (2024)  2024.03  The Chemical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Funabashi Campus, Nihon University, Funabashi  

  • ペルヒドロヒストリオニコトキシン類のニコチン性アセチルコリン受容体に対する阻害活性の構造活性相関 Domestic conference

    森 澄海人,西川 慶祐,小野 陽介,高山 浩一,伊原 誠,松田 一彦,森本 善樹

    日本農薬学会第49回大会  2024.03  日本農薬学会

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    Presentation type:Oral presentation (general)  

    Venue:近畿大学奈良キャンパス、奈良  

  • World of Natural Organic Compounds Produced by Organisms Invited

    Yoshiki Morimoto

    Expert Course, Academic Extension Center, Osaka Metropolitan University  2023.12  Academic Extension Center, Osaka Metropolitan University

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    Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:Academic Extension Center, Osaka Metropolitan University, Osaka  

  • Studies on Total Synthesis of the Dolastane-Type Diterpene Possessing Inhibition Activity against Byssal Threads of the Mussel International conference

    Tomoki Tsuruta, Yukika Yoshino, Keisuke Nishikawa, and Yoshiki Morimoto

    The 15th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-15)  2023.11  Kinka Chemical Society, Japan

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    Presentation type:Poster presentation  

    Venue:Rihga Royal Hotel Kyoto, Kyoto  

  • Establishment of "Ring-Size-Divergant" Synthetic Strategy of Terpenoids Having Five-, Six-, and Seven-Membered Ether Rings from Identical Polyepoxides International conference

    Tomonori Teranishi, Keisuke Nishikawa, Toshiki Niwa, Kengo Morita, Subaru Hashimoto, Akihiro Hoshino, and Yoshiki Morimoto

    The 15th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-15)  2023.11  Kinka Chemical Society, Japan

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    Presentation type:Poster presentation  

    Venue:Rihga Royal Hotel Kyoto, Kyoto  

  • Asymmetric Total Synthesis, Determination of the Stereostructure, and Evaluation of Cytotoxic Activity of a Bromine-Containing Triterpenoid Callicladol Domestic conference

    Keisuke Nishikawa, Kento Nishikibe, Momochika Kumagai, and Yoshiki Morimoto

    The 67th Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics  2023.10  Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics

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    Presentation type:Oral presentation (general)  

    Venue:Chiba University, Chiba  

  • Asymmetric Total Synthesis of Histrionicotoxins Utilizing One-Step Construction of an Azaspirocycle and Their Inhibition Activity of the Nicotinic Acetylcholine Receptors Domestic conference

    Yosuke Ono, Keisuke Nishikawa, Kunihiro Matsumura, Sumito Mori, Koichi Takayama, Makoto Ihara, Kazuhiko Matsuda, and Yoshiki Morimoto

    The 65th Symposium on the Chemistry of Natural Products  2023.09  The Chemical Society of Japan; The pharmaceutical Society of Japan; Japan Society of Bioscience, Biotechnology, and Agrochemistry

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    Presentation type:Oral presentation (general)  

    Venue:The University of Tokyo, Tokyo  

  • Structure-Activity Relationship of Perhydrohistrionicotoxins for Inhibition of the α4β2 Nicotinc Acetylcholine Receptors International conference

    Sumito Mori, Keisuke Nishikawa, Yosuke Ono, Koichi Takayama, Makoto Ihara, Kazuhiko Matsuda, and Yoshiki Morimoto

    Control of Human Disease Vectors, Pests and Parasites: Meeting the Challenges of Resistance and Sustainability  2023.09 

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    Presentation type:Poster presentation  

    Venue:Queen's College, Cambridge, UK  

  • Synthetic Studies on seco-Dolastane-Type Diterpene Isolinearol Inhibiting Byssal Threads Formation of the Mussel Domestic conference

    Tomoki Tsuruta, Yukika Yoshino, Keisuke Nishikawa, and Yoshiki Morimoto

    The 43th Organic Synthesis Seminar for Young Chemists: For Chemists Taking on Tomorrow Organic Synthesis  2023.08  Kansai Branch, The Society of Synthetic Organic Chemistry, Japan; Kansai Branch, The Pharmaceutical Society of Japan

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    Presentation type:Poster presentation  

    Venue:Kyoto Institute of Technology, Kyoto  

  • Studies on Total Synthesis of Nivariol, a Triterpene Polyether Derived from Red Algae Domestic conference

    Shinnosuke Nakao, Keisuke Nishikawa, Mikishiro Hayashi, and Yoshiki Morimoto

    The 43th Organic Synthesis Seminar for Young Chemists: For Chemists Taking on Tomorrow Organic Synthesis  2023.08  Kansai Branch, The Society of Synthetic Organic Chemistry, Japan; Kansai Branch, The Pharmaceutical Society of Japan

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    Presentation type:Poster presentation  

    Venue:Kyoto Institute of Technology, Kyoto  

  • Studies on Asymmetric Total Synthesis of Puffer Fish Poison Tetrodotoxin Domestic conference

    Yosuke Ono, Keisuke Nishikawa, Rikuto Yasuda, and Yoshiki Morimoto

    The 43th Organic Synthesis Seminar for Young Chemists: For Chemists Taking on Tomorrow Organic Synthesis  2023.08  Kansai Branch, The Society of Synthetic Organic Chemistry, Japan; Kansai Branch, The Pharmaceutical Society of Japan

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    Presentation type:Poster presentation  

    Venue:Kyoto Institute of Technology, Kyoto  

  • Synthetic Studies on Lolitrem B Domestic conference

    Tomonori Teranishi, Keisuke Nishikawa, and Yoshiki Morimoto

    The 43th Organic Synthesis Seminar for Young Chemists: For Chemists Taking on Tomorrow Organic Synthesis  2023.08  Kansai Branch, The Society of Synthetic Organic Chemistry, Japan; Kansai Branch, The Pharmaceutical Society of Japan

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    Presentation type:Poster presentation  

    Venue:Kyoto Institute of Technology, Kyoto  

  • Studies on Asymmetric Total Synthesis of 6-epi-Tetrodotoxin Domestic conference

    Yosuke Ono, Keisuke Nishikawa, Shinichiro Tamura, and Yoshiki Morimoto

    The 103rd CSJ Annual Meeting (2023)  2023.03  The Chemical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Noda Campus, Tokyo University of Science, Noda  

  • Studies on Asymmetric Synthesis of Toxicodenane C Domestic conference

    Tomoki Tsuruta, Shinnosuke Nakao, Keisuke Nishikawa, and Yoshiki Morimoto

    The 103rd CSJ Annual Meeting (2023)  2023.03  The Chemical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Noda Campus, Tokyo University of Science, Noda  

  • Asymmetric Total Synthesis of Perhydrohistrionicotoxin Domestic conference

    Yosuke Ono, Keisuke Nishikawa, Mitsuhiro Okumura, and Yoshiki Morimoto

    The 103rd CSJ Annual Meeting (2023)  2023.03  The Chemical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Noda Campus, Tokyo University of Science, Noda  

  • Toward Encounter with a Phenomenon of Enantiodivergence from Total Synthesis of Marine Natural Products Invited Domestic conference

    Yoshiki Morimoto

    Yokohama City University Seminar  2023.01  Yokohama City University

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    Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:Online  

  • Toward Encounter with a Phenomenon of Enantiodivergence from Total Synthesis of Marine Natural Products Invited Domestic conference

    Yoshiki Morimoto

    Lecture at Graduate School of Science, Kyushu University  2022.12  Kyushu University

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    Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:Ito Campus, Kyushu University  

  • Toward Encounter with a Phenomenon of Enantiodivergence from Total Synthesis of Marine Natural Products Invited Domestic conference

    Yoshiki Morimoto

    Lecture at Institute of Materials Chemistry and Engineering, Kyushu University  2022.12  Kyushu University

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    Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:Chikushi Campus, Kyushu University  

  • Studies on Total Synthesis of the Dolastane-Type Diterpene Possessing Inhibition Activity Against Byssal Threads of the Mussel Domestic conference

    Tomoki Tsuruta, Kenta Kobayashi, Keisuke Nishikawa, and Yoshiki Morimoto

    The 66th Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics  2022.11  Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics

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    Presentation type:Oral presentation (general)  

    Venue:Nishihara, Okinawa  

  • Total Synthesis, Revised Structure, Absolute Configuration, and Structure-Activity Relationships of Cytotoxic Bromotriterpenoid Iubol Domestic conference

    Keisuke Nishikawa, Naoto Taki, Momochika Kumagai, and Yoshiki Morimoto

    The 66th Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics  2022.11  Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics

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    Presentation type:Oral presentation (general)  

    Venue:Nishihara, Okinawa  

  • Establishment of "Ring-Size-Divergent" Synthetic Method: Total Synthesis, Structural Revision, Absolute Configuration, and Biological Activity of Triterpenoids Having Five, Six, and Seven-Membered Ether Rings Domestic conference

    Keisuke Nishikawa, Tomonori Teranishi, Mikishiro Hayashi, Toshiki Niwa, Kengo Morita, Subaru Hashimoto, Momochika Kumagai, and Yoshiki Morimoto

    The 64th Symposium on the Chemistry of Natural Products  2022.09  The Chemical Society of Japan; The pharmaceutical Society of Japan; Japan Society of Bioscience, Biotechnology, and Agrochemistry

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    Presentation type:Oral presentation (general)  

    Venue:Shizuoka  

  • Studies on Asymmetric Total Synthesis of Perhydrohistrionicotoxin Domestic conference

    Yosuke Ono, Keisuke Nishikawa, Yuichiro Fushii, Mitsuhiro Okumura, and Yoshiki Morimoto

    The 42th Organic Synthesis Seminar for Young Chemists: For Chemists Taking on Tomorrow Organic Synthesis  2022.08  Kansai Branch, The Society of Synthetic Organic Chemistry, Japan; Kansai Branch, The Pharmaceutical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Online  

  • Studies on Total Synthesis of 6-epiTetrodotoxin Domestic conference

    Shinichiro Tamura, Keisuke Nishikawa, and Yoshiki Morimoto

    The 42th Organic Synthesis Seminar for Young Chemists: For Chemists Taking on Tomorrow Organic Synthesis  2022.08  Kansai Branch, The Society of Synthetic Organic Chemistry, Japan; Kansai Branch, The Pharmaceutical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Online  

  • Studies on Total Synthesis of the Dolastane-Type Diterpene Using an Intramolecular Reductive Nucleophilic Addition Reaction as a Key Step Domestic conference

    Tomoki Tsuruta, Kenta Kobayashi, Keisuke Nishikawa, and Yoshiki Morimoto

    The 42th Organic Synthesis Seminar for Young Chemists: For Chemists Taking on Tomorrow Organic Synthesis  2022.08  Kansai Branch, The Society of Synthetic Organic Chemistry, Japan; Kansai Branch, The Pharmaceutical Society of Japan

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    Presentation type:Oral presentation (general)  

    Venue:Online  

  • ペルヒドロヒストリオニコトキシンの不斉全合成研究 Domestic conference

    小野陽介,西川慶祐,伏井雄一郎,森本善樹

    日本化学会第102春季年会  2022.03 

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    Presentation type:Oral presentation (general)  

    Venue:西宮  

  • 含窒素スピロ環一挙構築反応を用いたヒストリオニコトキシン235Aの不斉全合成:鍵直鎖分子の検討 Domestic conference

    伏井雄一郎,西川慶祐,松村匡浩,森本善樹

    日本化学会第102春季年会  2022.03 

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    Presentation type:Oral presentation (general)  

    Venue:西宮  

  • ジエポキシドからのジオキサビシクロ[3.2.1]オクタン骨格一挙構築反応の確立 Domestic conference

    林 幹史朗,西川慶祐,寺西智徳,森本善樹

    日本化学会第102春季年会  2022.03 

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    Presentation type:Oral presentation (general)  

    Venue:西宮  

  • 二枚貝の足糸形成を阻害するドラスタン型ジテルペンの不斉全合成研究 Domestic conference

    鶴田智暉,西川慶祐,森本善樹

    日本化学会第102春季年会  2022.03 

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    Presentation type:Oral presentation (general)  

    Venue:西宮  

  • Establishment of "Ring Size Divergant" Synthetic Method of Terpenoids Having Five, Six, and Seven-Membered Ether Rings from Identical Polyepoxides International conference

    Keisuke Nishikawa, Toshiki Niwa, Akihisa Matsuura, Kento Nishikibe, Kengo Morita, Subaru Hashhimoto, Akihiro Hoshino, and Yoshiki Morimoto

    The 2021 International Chemical Congress of Pacific Basin Societies  2021.12 

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    Presentation type:Poster presentation  

    Venue:Online  

  • "リングサイズ発散"合成戦略の確立と天然物合成への応用 Domestic conference

    寺西智徳,西川慶祐,丹羽俊揮,森田健吾,橋本統星,松浦晃久,森本善樹

    第50回複素環化学討論会  2021.10 

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    Presentation type:Oral presentation (general)  

    Venue:オンライン開催  

  • 含窒素スピロ環一挙構築反応を用いたヒストリオニコトキシン235Aの不斉全合成 Domestic conference

    伏井雄一郎,松村匡浩,西川慶祐,森本善樹

    第11回CSJ化学フェスタ2021  2021.10 

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    Presentation type:Poster presentation  

    Venue:オンライン開催  

  • "リングサイズ発散"合成戦略の確立と天然物合成への応用 Domestic conference

    寺西智徳,西川慶祐,丹羽俊揮,森田健吾,橋本統星,松浦晃久,森本善樹

    第11回CSJ化学フェスタ2021  2021.10 

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    Presentation type:Poster presentation  

    Venue:オンライン開催  

  • 含窒素スピロ環一挙構築反応を用いたヒストリオニコトキシン235Aの不斉全合成 Domestic conference

    伏井雄一郎,松村匡浩,西川慶祐,森本善樹

    第50回複素環化学討論会  2021.10 

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    Presentation type:Poster presentation  

    Venue:オンライン開催  

  • Asymmetric Total Synthesis and Structural Determination of Callicladol Domestic conference

    Kento Nishikibe, Keisuke Nishikawa, Momochika Kumagai, and Yoshiki Morimoto

    The 63rd Symposium on the Chemistry of Natural Products  2021.09 

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  • 二枚貝の足糸形成を阻害するドラスタン型ジテルペンの合成研究 Domestic conference

    鶴田智暉,西川慶祐,森本善樹

    第41回有機合成若手セミナー「明日の有機合成を担う人のために」   2021.08 

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    Presentation type:Oral presentation (general)  

    Venue:オンライン開催  

  • カリクラドールの全合成と全立体構造の決定 Domestic conference

    錦部健人,西川慶祐,森本善樹

    第41回有機合成若手セミナー「明日の有機合成を担う人のために」  2021.08 

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    Presentation type:Oral presentation (general)  

    Venue:オンライン開催  

  • 含窒素スピロ環一挙構築反応を用いたヒストリオニコトキシン235Aの不斉全合成 Domestic conference

    伏井雄一郎,松村匡浩,西川慶祐,森本善樹

    第41回有機合成若手セミナー「明日の有機合成を担う人のために」  2021.08 

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    Presentation type:Oral presentation (general)  

    Venue:オンライン開催  

  • "リングサイズ発散"合成戦略の確立とネロリドール型セスキテルペノイド類の発散合成 Domestic conference

    寺西智徳,西川慶祐,松浦晃久,森田健吾,橋本統星,森本善樹

    第41回有機合成若手セミナー「明日の有機合成を担う人のために」  2021.08 

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    Presentation type:Oral presentation (general)  

    Venue:オンライン開催  

  • Studies on Total Synthesis of (–)-Tetrodotoxin Domestic conference

    Rikuto Yasuda, Takayuki Noguchi, Keisuke Nishikawa, and Yoshiki Morimoto

    The 101st CSJ Annual Meeting (2021)  2021.03 

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    Presentation type:Oral presentation (general)  

    Venue:Online Meeting  

  • Asymmetric Total Synthesis of (+)- and (−)-Toxicodenane A Domestic conference

    Koki Kikuta, Tomoki Turuta, Sho Sugahara, Shinji Kume, Keisuke Nishikawa, and Yoshiki Morimoto

    The 101st CSJ Annual Meeting (2021)  2021.03 

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    Presentation type:Oral presentation (general)  

    Venue:Online Meeting  

  • Total Synthesis and Structural Determination of a Marine Natural Product Callicladol with Potent Antitumor Activity against Mouse Leukemia Cells Domestic conference

    Kento Nishikibe, Keisuke Nishikawa, and Yoshiki Morimoto

    日本化学会第101春季年会  2021.03 

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    Presentation type:Oral presentation (general)  

    Venue:オンライン開催  

  • Studies on Total Synthesis of the Dolastane-type Diterpene Utilizing Samarium Iodide Domestic conference

    Tomoki Tsuruta, Koki Kikuta, Keisuke Nishikawa, and Yoshiki Morimoto

    The 101st CSJ Annual Meeting (2021)  2021.03 

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    Presentation type:Oral presentation (general)  

    Venue:Online Meeting  

  • Inhibitory Effect against Absolute Configuration-Specific Cell Proliferation of Bromine-Containing Polyethers Derived from Red Algae Domestic conference

    Momochika Kumagai, Keisuke Nishikawa, Kento Nishikibe, Yuta Ogata, Yoshiki Morimoto, and Sanae Kato

    The 2021 Spring Meetings of JSFS  2021.03 

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    Presentation type:Oral presentation (general)  

    Venue:Online Meeting  

  • Toward Efficient Synthesis of Bromotriterpenoid Middle Molecules with Enantiodivergency Domestic conference

    Yoshiki Morimoto

    2020.10 

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    Presentation type:Poster presentation  

    Venue:Online Meeting  

  • Structural Revision and Cytotoxic Evaluation by Asymmetric Total Synthesis of an Antitumor Marine Polyether (–)-Aplysiol B Domestic conference

    Kento Nishikibe, Momochika Kumagai, Keisuke Nishikawa, and Yoshiki Morimoto

    The 10th CSJ Chemistry Festa 2020  2020.10  Chemical Society of Japan

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    Presentation type:Poster presentation  

    Venue:Online Meeting  

  • Asymmetric Total Synthesis of (+)-Toxicodenane A Domestic conference

    Keisuke Nishikawa, Kouki Kikuta, Hitoshi Nakatsukasa, Yuuka Fukuyama, and Yoshiki Morimoto

    62nd Symposium on the Chemistry of Natural Products  2020.09 

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    Presentation type:Poster presentation  

    Venue:Online Meeting  

  • To an Encounter with a Phenomenon of Enantiodivergence from Total Synthesis of Marine Natural Products Invited Domestic conference

    Yoshiki Morimoto

    2020.08 

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    Presentation type:Oral presentation (invited, special)  

    Venue:Online Meeting  

  • Suggestion of the Relative Configuration of a Red Alga-Derived Polyether Callicladol Based on the Model Synthesis Domestic conference

    Kento Nishikibe, Keisuke Nishikawa, and Yoshiki Morimoto

    日本化学会第100春季年会  2020.03 

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    Presentation type:Oral presentation (general)  

    Venue:野田  

  • Divergent Synthesis and Structural Revision of Nerolidol-Type Sesquiterpenoids Utilizing the Switching Reaction of Cyclization Modes of Diepoxides Domestic conference

    Akihisa Matsuura, Takumi Ikeuchi, Keisuke Nishikawa, and Yoshiki Morimoto

    2020.03 

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  • Asymmetric Total Synthesis of Histrionicotoxin 235A Domestic conference

    Kunihiro Matsumura, Keisuke Nishikawa, Hiroaki Yoshida, Yuichiro Fushii, and Yoshiki Morimoto

    2020.03 

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  • Short-Step Divergent Synthesis and Structural Revision of Feroniellins Domestic conference

    Toshiki Niwa, Kento Nishikibe, Keisuke Nishikawa, and Yoshiki Morimoto

    2020.03 

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  • Asymmetric Total Synthesis of (+)-Toxicodenane A Domestic conference

    2020.03 

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  • 同じポリエポキシドから5~7員環エーテルをもつテルペノイド類のリングサイズ発散合成法の確立 Domestic conference

    森本善樹,西川慶祐

    新学術領域研究「反応集積化が導く中分子戦略:高次生物機能分子の創製」第9回成果報告会  2020.01 

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    Venue:豊中  

  • Studies on Total Synthesis of Polycitorol A Utilizing Hg(OTf)2-Catalyzed Cycloisomerization Reaction International conference

    Priscilla Mei Yen Yoong, Keisuke Nishikawa, and Yoshiki Morimoto

    18th Asian Chemical Congress  2019.12 

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    Venue:Taipei  

  • Asymmetric Total Synthesis and Structural Elucidation of Marine Triterpene Polyethers (–)-Aplysiol B and (+)-Saiyacenol A with Potent Antitumor Activity International conference

    Kento Nishikibe, Moe Tokita, Naoto Taki, Momochika Kumagai, Keisuke Nishikawa, and Yoshiki Morimoto

    18th Asian Chemical Congress  2019.12 

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    Venue:Taipei  

  • Synthesis of a Tetrodotoxin Skeleton Based on One-Step Construction of a Nitrogen-Containing Spiro-cyclic Ring Domestic conference

    Takayuki Noguchi, Rina Takeda, Takahiro Maruyama, Yusuke Araki, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.10 

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  • Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Syntheses and Revised Structures of a Nerolidol-Type Sesquiterpenoid and Feroniellins Domestic conference

    Keisuke Nishikawa, Kengo Morita, Subaru Hashimoto, Akihiro Hoshino, Takumi Ikeuchi, Toshiki Niwa, and Yoshiki Morimoto

    2019.09 

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  • Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water: Syntheses and Revised Structures of a Nerolidol-Type Sesquiterpenoid and Feroniellins Domestic conference

    Keisuke Nishikawa, Kengo Morita, Subaru Hashimoto, Akihiro Hoshino, Kento Nishikibe, Takumi Ikeuchi, Toshiki Niwa, and Yoshiki Morimoto

    2019.09 

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  • Asymmetric Total Syntheses and Structure Determinations of Cytotoxic Marine Triterpene Polyethers (–)-Aplysiol B and (+)-Saiyacenol A Domestic conference

    Kento Nishikibe, Momochika Kumagai, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.09 

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  • Asymmetric Total Synthesis of Toxicodenane A Domestic conference

    Kouki Kikuta, Hitoshi Nakatsukasa, Yuuka Fukuyama, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.09 

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  • Total Synthesis of Histrionicotoxin 235A International conference

    Kunihiro Matsumura, Keisuke Nishikawa, Hiroaki Yoshida, Tomoyuki Koyama, Toshiki Niwa, Mai Takami, and Yoshiki Morimoto

    27th International Society of Heterocyclic Chemistry Congress  2019.09 

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    Venue:Kyoto  

  • Studies on Total Synthesis of Polycitorol A Utilizing Hg(OTf)2-Catalyzed Cycloisomerization Reaction International conference

    Priscilla Mei Yen Yoong, Keisuke Nishikawa, and Yoshiki Morimoto

    27th International Society of Heterocyclic Chemistry Congress  2019.09 

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    Venue:Kyoto  

  • Asymmetric Total Synthesis and Structural Elucidation of Marine Triterpene Polyethers (–)-Aplysiol B and (+)-Saiyacenol A with Poent Antitumor Activity International conference

    Kento Nishikibe, Moe Tokita, Naoto Taki, Momochika Kumagai, Keisuke Nishikawa, and Yoshiki Morimoto

    27th International Society of Heterocyclic Chemistry Congress  2019.09 

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    Venue:Kyoto  

  • Clarification of the Absolute Configuration and Production Mechanism of Products from the Cyclization of Diepoxides in Water Domestic conference

    Takumi Ikeuchi, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.08 

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  • Asymmetric Total Synthesis of Toxicodenane A Domestic conference

    Kouki Kikuta, Hitoshi Nakatsukasa, Yuuka Fukuyama, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.08 

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  • Short-Step Synthesis and Structural Revision of Feroniellins Domestic conference

    Toshiki Niwa, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.08 

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  • Determination of the Entire Stereostructure of a Cytotoxic Polyether Callicladol Produced from Red Algae Domestic conference

    Kento Nishikibe, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.08 

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  • Studies on Asymmetric Total Synthesis of Frog Toxins Histrionicotoxins Domestic conference

    Kunihiro Matsumura, Hiroaki Yoshida, Tomoyuki Koyama, Toshiki Niwa, Mai Takami, Yuichiro Fushii, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.08 

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  • Asymmetric Total Syntheses and Structure Determinations of Cytotoxic Marine Triterpene Polyethers (–)-Aplysiol B and (+)-Saiyacenol A Domestic conference

    Kento Nishikibe, Momochika Kumagai, Keisuke Nishikawa, and Yoshiki Morimoto

    2019.07 

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  • Toward Efficient Synthesis of Bromotriterpenoid Middle Molecules by Integrating Chemical and Enzymatic Synthesis Domestic conference

    Yoshiki Morimoto

    2019.06 

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  • Toward Efficient Synthesis of Bromotriterpenoid Middle Molecules by Integrating Chemical and Enzymatic Synthesis Invited Domestic conference

    Yoshiki Morimoto

    2019.05 

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  • Search for Natural Products with Enantiodivergency and Clarification of Their Production Mechanism Invited Domestic conference

    Yoshiki Morimoto

    2019.04 

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  • Tetrodotoxin骨格の合成 Domestic conference

    野口隆幸,武田莉奈,丸山高弘,荒木勇介,西川慶祐,森本善樹

    日本化学会第99春季年会  2019.03 

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    Venue:神戸  

  • Total Synthesis of Histrionicotoxin 235A International conference

    Kunihiro Matsumura, Hiroaki Yoshida, Tomoyuki Koyama, Toshiki Niwa, Keisuke Nishikawa, and Yoshiki Morimoto

    The 14th International Kyoto Conference on New Aspects of Organic Chemistry  2018.11 

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    Venue:京都  

  • Toward Efficient Synthesis of Cytotoxic Bromotriterpenoid Middle Molecules Integrated by Chemical and Enzymatic Syntheses International conference

    Yoshiki Morimoto

    The 4th International Symposium on Middle Molecular Strategy  2018.11 

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    Venue:仙台  

  • 水銀トリフラート触媒を用いた1-アザスピロ[5.5]ウンデカン骨格の一挙構築によるヒストリオニコトキシン235Aの全合成 Domestic conference

    松村匡浩,吉田浩明,高見麻衣,小山智之,西川慶祐,森本善樹

    第60回天然有機化合物討論会  2018.09 

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    Venue:久留米  

  • ヒストリオニコトキシン235Aの全合成 Domestic conference

    松村匡浩,西川慶祐,吉田浩明,高見麻衣,丹羽俊輝,小山智之,森本善樹

    第38回有機合成若手セミナー「明日の有機合成を担う人のために」  2018.08 

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    Venue:西宮  

  • サイヤセノールAの全合成 Domestic conference

    西川慶祐,錦部健人,森本善樹

    第38回有機合成若手セミナー「明日の有機合成を担う人のために」  2018.08 

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    Venue:西宮  

  • 海洋産細胞毒性ポリエーテル群の構造活性相関研究 Domestic conference

    尾形勇太,錦部健人,滝 直人,熊谷百慶,西川慶祐,森本善樹

    第38回有機合成若手セミナー「明日の有機合成を担う人のために」  2018.08 

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    Venue:西宮  

  • Tetrodotoxin骨格の合成研究 Domestic conference

    野口隆幸,荒木勇介,丸山高広,西川慶祐,森本善樹

    第38回有機合成若手セミナー「明日の有機合成を担う人のために」  2018.08 

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    Venue:西宮  

  • 最近遭遇した海洋天然物のエナンチオ発散現象 Invited Domestic conference

    森本善樹

    第13回化学生態学研究会  2018.06 

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    Venue:函館  

  • 化学合成と酵素合成の反応集積化によるトリテルペノイド中分子の高効率合成 Domestic conference

    森本善樹

    新学術領域研究「反応集積化が導く中分子戦略:高次生物機能分子の創製」第6回成果報告会  2018.06 

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    Venue:東京  

  • ヒストリオニコトキシン類の合成研究 Domestic conference

    松村匡浩,吉田浩明,高見麻衣,小山智之,西川慶祐,森本善樹

    第16回次世代を担う有機化学シンポジウム  2018.05 

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    Venue:吹田  

  • Tetrodotoxinの全合成研究 Domestic conference

    武田莉奈,荒木勇介,菊池正峰,吉山春香,西川慶祐,森本善樹

    日本化学会第98春季年会  2018.03 

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    Venue:船橋  

  • Studies on Total Synthesis of Histrionicotoxins Domestic conference

    Kunihiro Matsumura, Hiroaki Yoshida, Tomoyuki Koyama, Keisuke Nishikawa, and Yoshiki Morimoto

    日本化学会第98春季年会  2018.03 

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    Venue:船橋  

  • 海洋産ポリエーテルSaiyacenol Aの全合成 Domestic conference

    錦部健人,西川慶祐,森本善樹

    日本化学会第98春季年会  2018.03 

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    Venue:船橋  

  • Synthetic Studies on Toxicodenane A Domestic conference

    Hitoshi Nakatsukasa, Yuka Fukuyama, Keisuke Nishikawa, and Yoshiki Morimoto

    日本化学会第98春季年会  2018.03 

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    Venue:船橋  

  • 中性水中環化反応を用いたネロリドール型セスキテルペノイドの不斉全合成 Domestic conference

    森田健吾,橋本統星,星野晃大,竹内絵里子,西川慶祐,森本善樹

    日本化学会第98春季年会  2018.03 

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    Venue:船橋  

  • 中性水中環化反応を用いたネロリドール型セスキテルペンの全合成と構造改訂 Domestic conference

    森田健吾,橋本統星,星野晃大,西川慶祐,森本善樹

    第112回有機合成シンポジウム  2017.12 

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    Venue:東京  

  • 食用ホオズキ(Physalis peruviana)の未利用部位から得られたwithanolide類縁体の3T3-L1細胞脂肪蓄積抑制効果 Domestic conference

    熊谷百慶,吉田 泉,三嶋 隆,井出将博,中村宗知,土江松美,西川慶祐,森本善樹

    日本農芸化学会関西支部例会(第501回講演会)  2017.12 

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    Venue:神戸  

  • Tetrodotoxinの全合成研究 Domestic conference

    武田莉奈,荒木勇介,丸山高広,菊池正峰,吉山春香,西川慶祐,森本善樹

    第47回複素環化学討論会  2017.10 

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    Venue:高知  

  • ヒストリオニコトキシンの形式全合成 Domestic conference

    松村匡浩,吉田浩明,西川慶祐,森本善樹

    第47回複素環化学討論会  2017.10 

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    Venue:高知  

  • ヒストリオニコトキシンの形式全合成 Domestic conference

    松村匡浩,吉田浩明,西川慶祐,森本善樹

    第7回CSJ化学フェスタ2017  2017.10 

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    Venue:東京  

  • 最近遭遇した天然物のエナンチオ発散現象 Invited Domestic conference

    森本善樹

    シンポジウム「天然物化学の新展開」  2017.09 

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    Venue:札幌  

  • チルシフェロール類共通骨格のエナンチオ発散現象:アプリシオールB及び22-ヒドロキシ-15(28)-デヒドロベヌスタトリオールの全合成と構造改訂 Domestic conference

    錦部健人,鴇田百栄,滝 直人,西川慶祐,森本善樹

    第59回天然有機化合物討論会  2017.09 

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    Venue:札幌  

  • チルシフェロール類の共通骨格におけるエナンチオ発散現象—イソデヒドロチルシフェロールの全合成と全立体構造決定を中心として— Invited Domestic conference

    森本善樹

    北海道大学講演会  2017.08 

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    Venue:札幌  

  • ヒストリオニコトキシンの形式全合成 Domestic conference

    松村匡浩,吉田浩明,西川慶祐,森本善樹

    第37回有機合成若手セミナー「明日の有機合成を担う人のために」  2017.08 

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    Venue:京都  

  • 22-ヒドロキシ-15(28)-デヒドロベヌスタトリオールの全合成と構造改訂、およびエナンチオ発散現象 Domestic conference

    西川慶祐,錦部健人,鴇田百栄,滝 直人,森本善樹

    第37回有機合成若手セミナー「明日の有機合成を担う人のために」  2017.08 

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    Venue:京都  

  • トキシコデナンAの全合成研究 Domestic conference

    中務人志,福山裕香,西川慶祐,森本善樹

    第37回有機合成若手セミナー「明日の有機合成を担う人のために」  2017.08 

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    Venue:京都  

  • 中性水中環化反応を用いたネロリドール型セスキテルペンの全合成と構造改訂 Domestic conference

    森田健吾,橋本統星,星野晃大,西川慶祐,森本善樹

    第37回有機合成若手セミナー「明日の有機合成を担う人のために」  2017.08 

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    Venue:京都  

  • 海洋産ポリエーテルAplysiol Bの全合成と構造改訂、および細胞毒性評価 Domestic conference

    錦部健人,鴇田百栄,滝 直人,熊谷百慶,西川慶祐,森本善樹

    第37回有機合成若手セミナー「明日の有機合成を担う人のために」  2017.08 

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    Venue:京都  

  • Tetrodotoxinの全合成研究 Domestic conference

    武田莉奈,荒木勇介,丸山高広,菊池正峰,吉山春香,西川慶祐,森本善樹

    第37回有機合成若手セミナー「明日の有機合成を担う人のために」  2017.08 

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    Venue:京都  

  • 食用ホオズキ(Physalis sp.)廃棄部より得られた3T3-L1細胞脂肪蓄積抑制物質の同定と作用機序の解明 Domestic conference

    熊谷百慶,西川慶祐,三嶋 隆,吉田 泉,井出将博,小泉慶子,中村宗知,森本善樹

    第71回日本栄養・食糧学会大会  2017.05 

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    Venue:宜野湾  

  • 42 Total Synthesis and Determination of the Entire Stereostructure of (-)-Isodehydrothyrsiferol and Dehydrothyrsiferol(Oral Presentation) Domestic conference

    Nakai Haruka, Hoshino Akihiro, Morino Miyako, Kambara Hitomi, Kodama Takeshi, Kikuchi Seiho, Tachi Yoshimitsu, Morimoto Yoshiki

    Symposium on the Chemistry of Natural Products, symposium papers  2012  Symposium on the Chemistry of Natural Products Steering Committee

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    Isodehydrothyrsiferol, one of the possible structures of which was shown as 1, was isolated from the red alga Laurencia viridis by Norte et al. in 1996 (Scheme 1). The plane structure of isodehydrothyrsiferol and the relative configuration of the D-ring were determined by the NMR analysis. The stereostructure of the A,B,C-ring system was elucidated by comparing the NMR data with those of dehydrothyrsiferol (2), isolated from the red alga Laurencia pinnatifida by Martin et al. in 1984. However, the stereochemical relationship between the A,B,C- and the D-ring systems due to the intervening methylene chain and the absolute configuration have never been determined. Both of isodehydrothyrsiferol and 2 exhibit cytotoxic activity with IC_<50> = 0.01 μg/mL against murine leukemia P388. To determine the entire stereostructure of isodehydrothyrsiferol, we embarked on the total synthesis. We planned convergent strategy that united the common B,C-ring system 4 with the D-ring 5 or 6 by Suzuki-Miyaura cross coupling (Scheme 1). The common B,C-ring system 4 was constructed from the known epoxy alcohol 10^4 through two 6-exo oxacyclizations of appropriate epoxy alcohols (Scheme 2). After hydroborating D-ring 22, prepared as shown in Schemes 3 and 4, with an excess of 9-BBN, Suzuki-Miyaura cross coupling with triflate 4 in the presence of LiCl and Ph_3As^<12> afforded a coupling product 23 in 66% yield (Scheme 4). Removal of protective groups and subsequent 6-endo bromoetherification gave target molecule 1, ^1H and ^<13>C NMR spectra of which were inconsistent with those of natural isodehydrothyrsiferol. Another possible diastereomer 25 was synthesized from ent-22. ^1H and ^<13>C NMR spectra of synthetic 25 was identical to those of natural isodehydrothyrsiferol except for a sign of the optical rotation. Thus, it was found that the entire stereostructure of natural (+)-isodehydrothyrsiferol is shown as ent-25 including the absolute configuration. We have also achieved the total synthesis of dehydrothyrsiferol (2) and 15(28)-anhydrothyrsiferyl diacetate (3).

    DOI: 10.24496/tennenyuki.54.0_247

    CiNii Article

  • 42 Total Synthesis of Oxacyclic Terpenoids Based on the Hypothetical Biomimetic Oxacyclization Triggered by Hydrolysis of an Epoxide(Oral Presentation) Domestic conference

    Kodama Takeshi, Aoki Shingo, Matsuo Tomoki, Takeuchi Eriko, Hoshino Akihiro, Tachi Yoshimitsu, Morimoto Yoshiki

    Symposium on the Chemistry of Natural Products, symposium papers  2011  Symposium on the Chemistry of Natural Products Steering Committee

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    In the course of our synthetic and structural studies on highly oxidized and structurally diverse cytotoxic triterpene polyethers, which are thought to be biogenetically squalene-derived natural products (oxasqualenoids), isolated from both marine and terrestrial organisms, we have been interested in the biogenesis of polyTHF rings-containing oxasqualenoids which might be synthesized in a single event by the cascade oxacyclization from acyclic precursor squalene polyepoxides.3 In this symposium, we report that the chemical synthesis of some THE rings-containing oxacyclic terpenoids, (-)-neroplofurol (1), (+)-ekeberin D4 (2), and (±)-glabrescol (3), has been accomplished on the basis of the hypothetical biomimetic oxacyclization triggered by acidic hydrolysis of the terminal epoxide (Scheme 2). In conclusion, we demonstrated that the biomimetic epoxide-opening cascades from acyclic precursor polyepoxides 4-6 to oxacyclic terpenoids 1-3, respectively, can be reproduced in a single event by chemical reaction (Scheme 3-5). These results experimentally support the Cane-Celmer-Westley hypothesis' as a general biogenesis of natural polyethers and accumulate chemical basis for the cyclization mechanism relative to the epoxide hydrolase Lsd19^2 in the biosynthesis of lasalocid A (Scheme 1).

    DOI: 10.24496/tennenyuki.53.0_247

    CiNii Article

  • Synthetic Studies on Haouamine B Domestic conference

    Tanaka Takeshi, Inui Hiromi, Kida Hiroshi, Kodama Takeshi, Okamoto Takuya, Takeshima Aki, Tachi Yoshimitsu, Morimoto Yoshiki

    Symposium on the Chemistry of Natural Products, symposium papers  2010  Symposium on the Chemistry of Natural Products Steering Committee

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    Haouamines A (1) and B (2) were isolated from the marine ascidian Aplidium haouarianum collected off the coast of southern Spain. They belong to an unprecedented class of alkdaloids. A unique feature of haouamines is an eleven-membered 3-aza-[7]-paracyclophane moiety, which is so highly strained. The B ring of paracyclophane moiety is non planar and exists in a pseudo-boat conformation. Other features are a diaryl-substituted stereogenic quaternary center and an anti-Bredt double bond. In solution, each haouamine exists as an inseparable mixture of two interconverting isomers. Haouamine A exibits cytotoxic activity against the HT-29 human colon carcinoma cell, and haouamine B does against the MS-1 mice endothelial cells. The novel molecular architecture, the kinetic aspect in the molecule, and the biological activity of haouamines atract a lot of chemists. Therefore, haouamines are challenging synthetic targets. Baran and Burns reported the synthesis of (±)-haouamine A in 2006, and the asymmetric synthesis of (+)-haouamine A in 2008. Recently Baran and co-workers accomplished the synthesis of an atropisomer of haouamine A, and indicated that the inseparable mixture oftwo interconverting isomers in solution was no due to atropisomerism. Weinreb's, Furstner's, and Ishibashi's groups have achieved the formal total synthesis. In this symposium, we report synthetic studies on haouamine B (2) by our original approach. We envisioned that the stereogenic quaternary center could be construced via an intramolecular palladium-catalyzed α-C-arylation, and the anti-Bredt doule bond introduced from a vinylogous amide by TsNHNH_2. The C2-C3 bond formation should be carried out through Suzuki-Miyaura coupling. Construction of the piperidine segment 5 could be completed by the regioselective introductoin of aryl substituents to 4-methoxypyridine (6) usin 3-methoxyphenylboronic acid (7) and 3,5-dimethoxybenzylzinc chloride (8). We also report an introducton of the stereogenic center at C17 position by Comins method.

    DOI: 10.24496/tennenyuki.52.0_247

    CiNii Article

  • 32 Structure and Total Synthesis Based on the Biogenetic Hypothesis of Poly THF Rings-Containing Triterpene Polyethers Domestic conference

    Takeuchi Eriko, Kambara Hitomi, Yata Hiromi, Okita Tatsuya, Morimoto Yoshiki, Matsuo Yoshihide, Suzuki Minoru, Masuda Michio

    Symposium on the Chemistry of Natural Products, symposium papers  2007  Symposium on the Chemistry of Natural Products Steering Committee

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    Presentation type:Oral presentation (general)  

    During this decade, we have been engaged in synthetic and structural studies on highly oxidized and structurally diverse cytotoxic triterpene polyethers, which are thought to be biogenetically squalene-derived natural products (oxasqualenoids), isolated form both marine and terrestrial organisms. In particular, we have been interested in the biogenesis of polyTHF rings-containing oxasqualenoids which might be synthesized in a single step by the sequential oxacyclization from acyclic precursors squalene polyepoxides. In this symposium, we report that a novel oxasqualenoid omaezakianol (1) was isolated from the red alga Laurencia omaezakiana Masuda sp. by Suzuki et al. in 1994, and the structure including the absolute configuration has recently been found to be shown by a structural formula 6 through spectroscopic methods (Figure 1), the derivatization experiments (Scheme 1), and the asymmetric total synthesis (Scheme 2). We also report that the total synthesis of neighboring tri- and tetraTHF rings-containing teurilene (7) (Scheme 3) and (+)-omaezalcianol (6) (Scheme 4), respectively, has been accomplished on the basis of the biogenetic hypothesis (Scheme 1).

    DOI: 10.24496/tennenyuki.49.0_187

    CiNii Article

  • P-195 STRUCTURES, SYNTHESES, AND BIOLOGICAL ACTIVITIES OF NEW MODIFIED FURANOEREMOPHILANE-TYPE SESQUITERPENES FROM TRICHILIA CUNEATA International conference

    Doe Matsumi, Hirai Yoshinori, Shibue Taku, Akiyama Tomonari, Haraguchi Hiroyuki, Morimoto Yoshiki

    International Symposium on the Chemistry of Natural Products  2006  天然有機化合物討論会実行委員会

     More details

    Presentation type:Poster presentation  

    DOI: 10.24496/intnaturalprod.2006.0__P-195_

    CiNii Article

  • P-9 Structures, Syntheses, and Biological Activities of New Modified Furanoeremophilane-Type Sesquiterpenes from Trichilia Cuneata Domestic conference

    Doe Matsumi, Hirai Yoshinori, Shibue Taku, Akiyama Tomonari, Haraguchi Hiroyuki, Morimoto Yoshiki

    Symposium on the Chemistry of Natural Products, symposium papers  2006  Symposium on the Chemistry of Natural Products Steering Committee

     More details

    Presentation type:Poster presentation  

    Herein we report the structures of eight compounds 1〜8 isolated from Trichilia cuneata, which belongs to Maliaceae Trichilia family. This plant is one of shrubs composing the endemic medicinal plant complex in Mexico, and the crude extract exhibited the highly antioxidative activity in our bioactivity-screening. The methanol extract of dried stem bark and leaves of T. cuneata was successively purified by column chromatography on silica gel and by recycling preparative GPC (gel permeation chromatography). Among the compounds, 1, 3, and 7 were novel modified furanoeremophilane-type sesquiterpenes, and others were known compounds. Next, the antioxidative activities were evaluated for those compounds with the mitochondria and the microsomes prepared from the rat livers. As the result, both the NADH-dependent mitochondrial and NADPH-dependent microsomal lipid peroxidations were strongly inhibited by these natural products. So it is thought that those compounds might be useful as the lead compounds in the field of medicinal chemistry. Therefore, we planned total syntheses of the three new compounds 1, 3, and 7. First, as for the compounds 3 and 7, we devised a highly convergent route based on the regioselective trisubstituted furan synthesis using a palladium-catalyzed three-component coupling reaction developed by Balme et al. The naphthofuran A,B,C-ring framework could be constructed by an intramolecular Friedel-Crafts acylation of carboxylic acid 12. Next, as for the compound 1 which has a substituent at C-6 position, the different strategy from that for the compounds 3 and 7 would be needed. So we envisaged the brominated tetralin as the possible intermediate, which would be derived from the tetralone 19 via the furan ring formation. The tetralone 19 will be constructed from commercially available γ-valerolactone 20 and 4-bromoveratrole 21 by Friedel-Crafts reactions. As the result we achieved the first total syntheses of compounds 1, 3, and 7, and the spectral characteristics of three synthetic compounds were consistent with those observed for the natural products, respectively.

    DOI: 10.24496/tennenyuki.48.0_265

    CiNii Article

  • P-211 TOTAL SYNTHESIS AND COMPLETE ASSIGNMENT OF THE STEREOSTRUCTURE OF A CYTOTOXIC BROMOTRITERPENE POLYETHER (+)-AURILOL International conference

    Nishikawa Yoshihiro, Tanaka Takeshi, Yata Hiromi, Ueba Chigusa, Takaishi Mamoru, Morimoto Yoshiki

    International Symposium on the Chemistry of Natural Products  2006  天然有機化合物討論会実行委員会

     More details

    Presentation type:Poster presentation  

    DOI: 10.24496/intnaturalprod.2006.0__P-211_

    CiNii Article

  • 8 Complete Assignment of the Stereostructures by Total Synthesis of Marine Bromine-Containing Oxasqualenoids (+)-Intricatetraol and (+)-Enshuol Domestic conference

    Okita Tatsuya, Yata Hiromi, Takaishi Mamoru, Adachi Noriko, Nishikawa Yoshihiro, Morimoto Yoshiki

    Symposium on the Chemistry of Natural Products, symposium papers  2005  Symposium on the Chemistry of Natural Products Steering Committee

     More details

    Presentation type:Oral presentation (general)  

    Recently, highly oxidized and structurally unique triterpene polyethers, which are thought to be biogenetically squalene-derived natural products (oxasqualenoids), have been isolated from both marine and terrestrial lives. Among them are intricatetraol (1) isolated from the red alga Laurencia intricata in 1993 and enshuol (2) isolated from the red alga Laurencia omaezakiana Masuda sp. in 1995 by Suzuki et al. A crude fraction including intricatetraol (1) as a major component exhibits cytotoxic activity against P388 with IC_<50> of 12.5μg/mL. There have also been many other types of oxasqualenoids; however, it is often difficult to determine their stereostructures even by the current highly advanced spectroscopic methods, especially in acyclic systems including quaternary carbon centers. In such cases, it is effective to predict and synthesize the possible stereoisomers. Although the plane structures and partial stereochemistries of 1 and 2 were also elucidated by NMR methods as shown in 1 and 2, determination of the entire stereochemistries of compounds 1 and 2 has not been reached. In this symposium, we report that the total assignment of the incomplete stereostructures of unique bromine-containing (+)-intricatetraol (1) and (+)-enshuol (2) to the structural formulas 3 and 4, respectively, has been achieved through their first asymmetric total syntheses featuring biogenetic-like regioselective ether ring formations to secure the stereochemical pathway (Schemes 2 and 3).

    DOI: 10.24496/tennenyuki.47.0_43

    CiNii Article

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Grant-in-Aid for Scientific Research

  • 含窒素スピロ環を一挙構築する不斉環化異性化反応の開発:アルカロイド合成の新戦略

    Grant-in-Aid for Scientific Research(C)  2019.04

  • アレルギー様食中毒防止のためのヒスタミン解毒効果のある嗜好的調理法の確立

    挑戦的研究(萌芽)  2019.04

  • Efficient Synthesis of Triterpenoid Middle Molecules by Integrating Chemical and Enzymatic Syntheses

    Grant-in-Aid for Scientific Research on Innovative Areas  2018.04

  • Chemical Biology of Halogenated Antifouling Compounds

    Grant-in-Aid for Scientific Research(B)  2016.04

  • Studies on Molecular Science of Biologically Active Natural Products Based on Chemical Synthesis

    Grant-in-Aid for Scientific Research(B)  2008.04

  • Molecular Scientific Research on Cytotoxic Oxasqualenoids Based on Chemical Synthesis

    Grant-in-Aid for Scientific Research(C)  2005.04

  • Synthesis of Cytotoxic Biofunctional Oxasqualenoids Using a Cascade Cyclization Reaction

    Grant-in-Aid for Scientific Research on Priority Areas  2005.04

  • Structures and Dynamics of Water Clusters Stabilized by Molecular Porous Coordination Space

    Grant-in-Aid for Scientific Research on Priority Areas  2005.04

  • Development of Efficient Synthetic Strategy for Marine Biologically Active Macrocyclic Alkaloids

    Grant-in-Aid for Scientific Research on Priority Areas (A)  2001.04

  • Chemical Synthetic Approach towards Clarifying Mechanism of Action for Cytotoxicity of Squalene-Derived Polyethers

    Grant-in-Aid for Scientific Research(C)  2001.04

  • Synthetic Studies on Antitumor Alkaloids Manzamines by a Biogenetic-like Route

    Grant-in-Aid for Encouragement of Young Scientists (A)  1999.04

  • Studies on Asymmetric Synthesis of Biologically Active Alkaloids Tuberostemonines with Specific Skeletons

    Grant-in-Aid for Encouragement of Young Scientists (A)  1997.04

  • Studies on Asymmetric Synthesis of Biologically Active Alkaloids Tuberostemonines with Specific Skeletons

    Grant-in-Aid for Encouragement of Young Scientists (A)  1996.04

  • Studies on Asymmetric Synthesis of Biologically Active Alkaloids Tuberostemonines with Specific Skeletons

    Grant-in-Aid for Encouragement of Young Scientists (A)  1995.04

  • Studies on Asymmetric Synthesis of Biologically Active Alkaloids Tuberostemonines with Specific Skeletons

    Grant-in-Aid for Encouragement of Young Scientists (A)  1994.04

  • Development of an Asymmetric Aziridination Reaction and the Application to Natural Product Synthesis

    Grant-in-Aid for JSPS Fellows  1991.04

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Incentive donations / subsidies

  • Exploration of Natural Molecules Bearing the Substructure in Relationship between Right and Left Hands and Clarification of the Significance

    Koyanagi Foundation  Koyanagi Foundation Research Grant  2024.04

  • Exploration of Natural Products with Enantiodivergency and Clarification of Their Production Mechanism

    Nagase Science Technology Foundation  2018.04

  • Creation of Molecular Technology towards Development of Pharmaceuticals for Complex Molecules

    Astellas Foundation for Research on Metabolic Disorders  2013

  • Studies on the Biomimetic Key Reaction of Triterpene Polyethers

    The Asahi Glass Foundation  2010.04

  • Studies on Chemical Synthesis of Structurally Novel Cytotoxic Alkaloids Haouamines toward Pharmaceuticals

    The Szuki Memorial Foundation  2007

  • Synthetic Studies on Marine Cytotoxic Halogen-Containing Oxasqualenoids

    The Novartis Foundation  2004.04

  • Structural Studies on Cytotoxic Oxasqualenoids by Chemical Synthesis

    Saneyoshi Scholarship Foundation  2003

  • Synthetic Studies on Polyethers Isolated from Plants and Clarification of the Functions and Construction of the Artificial Molecules

    Saneyoshi Scholarship Foundation  2001

  • Chemical Synthetic Approach towards Clarifying Mechanism of Action for Cytotoxicity of Squalene-Derived Polyethers

    Shorai Foundation for Science and Technology  2000

  • Development of Oxidation Reactions Using Rhenium at High Oxidation State and the Application to Organic Synthesis

    The Society of Synthetic Organic Chemistry, Japan  1999.03

  • Synthetic Chemical Approach towards Clarifying Mechanism of Action for Cytotoxicity of Squalene-Derived Polyethers

    The Naito Foundation  1998

  • Organic Synthetic Approach towards Clarifying Mechanism of Action for Cytotoxicity of Squalene-Derived Polyethers

    Suntory Institute for Bioorganic Research  1998

  • Synthetic Studies on Antitumor Alkaloids Manzamines by a Biogenetic-like Route

    Saneyoshi Scholarship Foundtion  1997

  • Synthesis of Biologically Active Polyethers and Clarification of the Functions

    1997

  • Synthetic Studies on Polyethers Isolated from Plants and Clarification of the Functions and Construction of the Artificial Molecules

    Shorai Foundation for Science and Technology  1996

  • Studies on Asymmetric Synthesis of Biologically Active Alkaloids Tuberostemonines with Specific Skeletons

    Saneyoshi Scholarship Foundation  1995

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Other subsidies, etc.

  • Studies on Molecular Science of Marine Antitumor Bromotriterpenoids with Enantiodivergency

    Osaka Metropolitan University  The 2022 Osaka Metropolitan University (OMU) Strategic Research Promotion Project (STEP-UP Research)  2022.06

  • Dynamic Molecular Science Innovation

    University  2010

  • Synthetic Studies on Cytotoxic Biofunctional Alkaloid Haouamine with a New Skeleton

    University  2006

  • Development of Oxidation Reactions Using Rhenium at High Oxidation State and the Application to Organic Synthesis

    University  2000

Acceptance of Researcher

  • 2023  Number of researchers:2

  • 2022  Number of researchers:2

Outline of education staff

  • 1.全学教育:受験勉強的な発想はやめてもらい、近代合理主義に裏打ちされた自然科学における物の見方や考え方を、化学を通して伝えるよう努めている。 2.専門教育:化学の学問体系を全体的に理解してもらい、化学科卒業に必要な専門的知識及び技術を身につけてもらうようにしている。 3.大学院教育:最新の文献内容が理解できる程度に、より高度な専門的知識を習得してもらい、研究者としての自覚を持ってもらうよう心掛けている。 4.研究室での指導:毎日の議論を通じて、目の前で起こる現象を自分で考えることができ、自分の研究がうまく行くためにはどうすればよいかを常に意識してもらうよう努めている。

Charge of on-campus class subject

  • 海外特別研究2

    2023   Intensive lecture   Graduate school

  • 海外特別研究1

    2023   Intensive lecture   Graduate school

  • 有機化学特論

    2023   Weekly class   Graduate school

  • 化学特別演習2A

    2023   Intensive lecture   Graduate school

  • 化学特別演習1A

    2023   Intensive lecture   Graduate school

  • 化学特別研究2A

    2023   Intensive lecture   Graduate school

  • 化学特別研究1A

    2023   Intensive lecture   Graduate school

  • 研究企画ゼミナール

    2023   Intensive lecture   Graduate school

  • 海外特別研究4

    2023   Intensive lecture   Graduate school

  • 海外特別研究3

    2023   Intensive lecture   Graduate school

  • 化学特別演習4A

    2023   Intensive lecture   Graduate school

  • 化学特別演習3A

    2023   Intensive lecture   Graduate school

  • 化学特別研究4A

    2023   Intensive lecture   Graduate school

  • 化学特別研究3A

    2023   Intensive lecture   Graduate school

  • プロポーザルディフェンス

    2023   Intensive lecture   Graduate school

  • 化学前期特別研究Ⅱ

    2023   Intensive lecture   Graduate school

  • 化学前期特別研究Ⅰ

    2023   Intensive lecture   Graduate school

  • 機能分子科学演習

    2023   Intensive lecture   Graduate school

  • 創成分子科学演習

    2023   Intensive lecture   Graduate school

  • 後期海外特別研究2

    2023   Intensive lecture   Graduate school

  • 機能分子科学ゼミナール

    2023   Intensive lecture   Graduate school

  • 創成分子科学ゼミナール

    2023   Intensive lecture   Graduate school

  • 海外特別研究

    2023   Intensive lecture   Undergraduate

  • 特別研究

    2023   Intensive lecture   Undergraduate

  • 前期海外特別研究1

    2023   Intensive lecture   Graduate school

  • 化学特別演習4B

    2023   Intensive lecture   Graduate school

  • 化学特別演習3B

    2023   Intensive lecture   Graduate school

  • 化学特別研究4B

    2023   Intensive lecture   Graduate school

  • 化学特別研究3B

    2023   Intensive lecture   Graduate school

  • 化学特別演習2B

    2023   Intensive lecture   Graduate school

  • 化学特別演習1B

    2023   Intensive lecture   Graduate school

  • 化学特別研究2B

    2023   Intensive lecture   Graduate school

  • 化学特別研究1B

    2023   Intensive lecture   Graduate school

  • 化学実験Ⅲ

    2023   Weekly class   Undergraduate

  • 有機化学4

    2023   Weekly class   Undergraduate

  • Graduate Research in Chemistry 3A

    2022   Intensive lecture   Graduate school

  • Graduate Seminar in Chemistry 3A

    2022   Intensive lecture   Graduate school

  • Graduate Research in Chemistry 1A

    2022   Intensive lecture   Graduate school

  • Research Proposal Seminar

    2022   Intensive lecture   Graduate school

  • Advanced Organic Chemistry

    2022   Weekly class   Graduate school

  • Graduate Seminar in Chemistry 1A

    2022   Intensive lecture   Graduate school

  • Graduate Research in Chemistry 1B (Sugimoto)

    2022   Intensive lecture   Graduate school

  • Graduate Research Overseas 1 (Sugimoto)

    2022   Intensive lecture   Graduate school

  • Graduate Seminar in Chemistry 1B (Sugimoto)

    2022   Intensive lecture   Graduate school

  • Selected Topics in Functional Organic Chemistry 2

    2022   Intensive lecture   Graduate school

  • Graduate Research Overseas 3 (Sugimoto)

    2022   Intensive lecture   Graduate school

  • Graduate Seminar in Chemistry 3B (Sugimoto)

    2022   Intensive lecture   Graduate school

  • Graduate Research in Chemistry 3B (Sugimoto)

    2022   Intensive lecture   Graduate school

  • Proposal Defense (Sugimoto)

    2022   Intensive lecture   Graduate school

  • Advanced Research Course for Master's Thesis of Chemistry (M2)

    2022   Intensive lecture   Graduate school

  • Advanced Research Course for Master's Thesis of Chemistry (M1)

    2022   Intensive lecture   Graduate school

  • Exercises in Functional Molecular Science (M2)

    2022   Intensive lecture   Graduate school

  • International Advanced Research Course for Doctoral Thesis of Science 1 (Material and Molecular Science)

    2022   Intensive lecture   Graduate school

  • Selected Topics in Functional Organic Chemistry 2

    2022   Intensive lecture   Graduate school

  • Seminar in Functional Molecular Science

    2022   Intensive lecture   Graduate school

  • Seminar in Creative Molecular Science

    2022   Intensive lecture   Graduate school

  • Advanced Research Course for Doctoral Thesis of Science (D3 in Material and Molecular Science)

    2022   Intensive lecture   Graduate school

  • Advanced Research Course for Doctoral Thesis of Science (D2 in Material and Molecular Science)

    2022   Intensive lecture   Graduate school

  • International Advanced Research Course (Chemistry)

    2022   Intensive lecture   Undergraduate

  • Advanced Experiments in Chemistry

    2022   Weekly class   Undergraduate

  • Organic Chemistry 4

    2022   Weekly class   Undergraduate

  • Senior Thesis Project (Chemistry)

    2022   Intensive lecture   Undergraduate

  • International Advanced Research Coursefor Master's Thesis of Science 2 (Material and Molecular Science)

    2022   Intensive lecture   Graduate school

  • Exercises in Functional Molecular Science (M1)

    2022   Intensive lecture   Graduate school

  • Exercises in Creative Molecular Science (M2)

    2022   Intensive lecture   Graduate school

  • Exercises in Creative Molecular Science (M1)

    2022   Intensive lecture   Graduate school

  • 化学前期特別研究II

    2021     Graduate school

  • 化学前期特別研究I

    2021     Graduate school

  • 機能分子科学演習(M2)

    2021     Graduate school

  • 機能分子科学演習(M1)

    2021     Graduate school

  • 後期特別研究(D3物質分子系)

    2021     Graduate school

  • 機能分子科学ゼミナール

    2021     Graduate school

  • 機能有機分子科学特論II

    2021     Graduate school

  • 化学産業論

    2021     Graduate school

  • 特別研究

    2021     Undergraduate

  • 化学実験III

    2021     Undergraduate

  • 基礎化学実験I

    2021     Undergraduate

  • 基礎有機化学I

    2021     Undergraduate

  • Advanced Research Course for Master's Thesis of Chemistry II

    2020     Graduate school

  • Advanced Research Course for Master's Thesis of Chemistry I

    2020     Graduate school

  • Exercises in Functional Molecular Science

    2020     Graduate school

  • Exercises in Functional Molecular Science

    2020     Graduate school

  • Advanced Research Course for Doctoral Thesis of Science (D2)

    2020     Graduate school

  • Seminar in Functional Molecular Science

    2020     Graduate school

  • Senior Thesis Project

    2020     Undergraduate

  • Advanced Experiments in Chemistry III

    2020     Undergraduate

  • Practice in Organic Chemistry 2

    2020     Undergraduate

  • Basic Experiments in Chemistry I

    2020     Undergraduate

  • Basic Organic Chemistry I

    2020     Undergraduate

  • 機能分子科学ゼミナール

    2019     Graduate school

  • 後期特別研究

    2019     Graduate school

  • 機能分子科学演習

    2019     Graduate school

  • 化学前期特別研究I

    2019     Graduate school

  • 前期特別研究

    2019     Graduate school

  • 基幹有機化学

    2019     Graduate school

  • 特別研究

    2019     Undergraduate

  • 化学実験S

    2019     Undergraduate

  • 化学実験III

    2019     Undergraduate

  • 有機化学1

    2019     Undergraduate

  • 化学セミナー

    2019     Undergraduate

  • 基礎化学実験I

    2019     Undergraduate

  • 基礎化学実験I

    2018     Undergraduate

  • 有機化学1

    2018     Undergraduate

  • 化学実験III

    2018     Undergraduate

  • 特別研究

    2018     Undergraduate

  • 基幹有機化学

    2018     Graduate school

  • 前期特別研究

    2018     Graduate school

  • 機能分子科学演習

    2018     Graduate school

  • 後期特別研究

    2018     Graduate school

  • 機能分子科学ゼミナール

    2018     Graduate school

  • 化学実験S

    2018     Undergraduate

  • 化学セミナー

    2018     Undergraduate

  • 理科基礎セミナー

    2017     Undergraduate

  • 有機化学1

    2017     Undergraduate

  • 化学実験III

    2017     Undergraduate

  • 特別研究

    2017     Undergraduate

  • 基幹有機化学

    2017     Graduate school

  • 機能分子科学演習

    2017     Graduate school

  • 機能分子科学ゼミナール

    2017     Graduate school

  • 基礎有機化学II

    2017     Undergraduate

  • 基礎化学実験I

    2017     Undergraduate

  • 後期特別研究

    2017     Graduate school

  • 前期特別研究

    2017     Graduate school

  • 有機化学3-2

    1900     Undergraduate

  • 分子有機化学特論 I

    1900    

  • 化学情報とスペクトル演習

    1900     Undergraduate

  • 有機化学2

    1900     Undergraduate

  • 有機化学演習

    1900     Undergraduate

  • 実験で知る自然の世界

    1900     Undergraduate

  • 基礎有機化学I

    1900     Undergraduate

  • 基礎化学実験II

    1900     Undergraduate

  • 天然物有機化学

    1900     Undergraduate

  • 化学セミナ-2

    1900     Undergraduate

  • 有機化学実験

    1900     Undergraduate

  • 応用機器分析

    1900     Undergraduate

  • 卒業研究

    1900     Undergraduate

  • 分子有機化学ゼミナ-ル

    1900    

  • 分子有機化学演習

    1900    

  • 分子有機化学特論 II

    1900    

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Charge of off-campus class subject

  • 有機化学共通特論

    2022.12
    Institution:Kyushu University

     More details

    Level:Postgraduate  Country:Japan

  • 有機化学共通特論

    2022.12
    Institution:Kyushu University

     More details

    Level:Postgraduate  Country:Japan

  • 環境物質科学特別講義II

    2017.08
    Institution:Hokkaido University

     More details

    Level:Postgraduate  Country:Japan

Faculty development activities

  • 教育方法の改善  2023

     More details

    担当専門教育科目及び大学院担当科目受講生による授業アンケートを行い,授業の充実と改善に役立てた.

  • 教育方法の改善  2022

     More details

    担当専門教育科目及び大学院担当科目受講生による授業アンケートを行い,授業の充実と改善に役立てた.

  • 教育方法の改善  2021

     More details

    担当全学共通科目,専門教育科目及び大学院担当科目受講生による授業アンケートを行い,授業の充実と改善に役立てた.

  • 教育方法の改善  2020

     More details

    担当全学共通科目,専門教育科目及び大学院担当科目受講生による授業アンケートを行い,授業の充実と改善に役立てた.

  • 教育方法の改善  2019

     More details

    担当専門教育及び大学院担当科目受講生による授業アンケートを行い,授業の充実と改善に役立てた.

  • 教育方法の改善  2018

     More details

    担当専門教育及び大学院担当科目受講生による授業アンケートを行い,授業の充実と改善に役立てた.

  • 教育方法の改善  2017

     More details

    担当全学共通,専門教育及び大学院担当科目受講生による授業アンケートを行い,授業の充実と改善に役立てた.

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Number of papers published by graduate students

  • 2023

    Number of undergraduate student / college student presentations:Number of graduate students presentations:5

  • 2022

    Number of undergraduate student / college student presentations:Number of graduate students presentations:4

Number of instructed thesis, researches

  • 2023

    Number of instructed the graduation thesis:

    [Number of instructed the Master's Program] (previous term):[Number of instructed the Master's Program] (letter term):2

    [Number of master's thesis reviews] (chief):[Number of master's thesis reviews] (vice-chief):4

    [Number of doctoral thesis reviews] (chief):[Number of doctoral thesis reviews] (vice-chief):0

  • 2022

    Number of instructed the graduation thesis:

    [Number of instructed the Master's Program] (previous term):[Number of instructed the Master's Program] (letter term):1

    [Number of master's thesis reviews] (chief):[Number of master's thesis reviews] (vice-chief):6

    [Number of doctoral thesis reviews] (chief):[Number of doctoral thesis reviews] (vice-chief):2

  • 2021

    Number of instructed the graduation thesis:

    [Number of instructed the Master's Program] (previous term):[Number of instructed the Master's Program] (letter term):1

    [Number of master's thesis reviews] (chief):[Number of master's thesis reviews] (vice-chief):4

    [Number of doctoral thesis reviews] (chief):[Number of doctoral thesis reviews] (vice-chief):0

  • 2020

    Number of instructed the graduation thesis:

    [Number of instructed the Master's Program] (previous term):[Number of instructed the Master's Program] (letter term):1

    [Number of master's thesis reviews] (chief):[Number of master's thesis reviews] (vice-chief):2

    [Number of doctoral thesis reviews] (chief):[Number of doctoral thesis reviews] (vice-chief):0

  • 2019

    Number of instructed the graduation thesis:

    [Number of instructed the Master's Program] (previous term):[Number of instructed the Master's Program] (letter term):2

    [Number of master's thesis reviews] (chief):[Number of master's thesis reviews] (vice-chief):5

    [Number of doctoral thesis reviews] (chief):[Number of doctoral thesis reviews] (vice-chief):0

  • 2018

    Number of instructed the graduation thesis:

    [Number of instructed the Master's Program] (previous term):[Number of instructed the Master's Program] (letter term):1

    [Number of master's thesis reviews] (chief):[Number of master's thesis reviews] (vice-chief):4

    [Number of doctoral thesis reviews] (chief):[Number of doctoral thesis reviews] (vice-chief):0

  • 2017

    Number of instructed the graduation thesis:

    [Number of instructed the Master's Program] (previous term):[Number of instructed the Master's Program] (letter term):2

    [Number of master's thesis reviews] (chief):[Number of master's thesis reviews] (vice-chief):5

    [Number of doctoral thesis reviews] (chief):[Number of doctoral thesis reviews] (vice-chief):0

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Original item・Special report (Education Activity)

  • 2021

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    Original item:教育推進本部経費申請に協力し「研究科横断型での国際化推進教育によるグローバル科学技術人材育成」のプログラムが採択された.本経費でM1とM2学生の日本化学会秋季事業 第11回CSJ化学フェスタ2021への参加・発表を支援した.2022年度まで支援対象専攻に採択されている日本化学工業協会の化学人材育成プログラムの専攻内選考委員を務めプログラムの推進に努めた.

  • 2021

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    Original item:外部の外国人留学生の大学院一般入試を支援し合格した.来年度当研究室で受け入れ予定.

  • 2021

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    Original item:M1学生が第11回CSJ化学フェスタ2021優秀ポスター発表賞受賞.D3学生がJST次世代研究者挑戦的プログラム「リゾーム型研究人材育成プログラム」に採択された.

  • 2020

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    Original item:教育推進本部経費申請「能動的学習支援による研究科横断型での科学技術人材育成」に協力したが惜しくも不採択であった.2022年度まで支援対象専攻に採択されている日本化学工業協会の化学人材育成プログラムにおいて,22年度以降の支援対象専攻と奨学金給付対象の採択に協力した.

  • 2020

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    Original item:D2学生が「海洋汚損生物に対して忌避作用を示す天然物を模倣した、環境にやさしい船底防汚剤の開発」の研究課題で2020年度笹川科学研究助成に採択されるのを支援した.

  • 2019

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    Original item:教育推進本部経費申請に協力し「研究科横断型での国際化教育推進による科学技術人材育成」のプログラムが採択された.本経費でD1学生の台湾で開催されたThe 18th Asian Chemical Congressへの参加・発表を支援した.2022年度まで支援対象専攻に採択されている日本化学工業協会の化学人材育成プログラムの推進に努めた.

  • 2019

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    Original item:M1学生が第39回有機合成若手セミナー優秀研究発表賞受賞.M2外国人留学生がThe 18th Asian Chemical CongressでBest Prize受賞.B4学生の他大学院受験を支援し合格した.

  • 2019

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    Original item:M2の外国人留学生1名の修士修了を支援した.2019年度開始の英語のみで修了できる大学院課程の入試がうまく行くよう前向きな議論を行った.

  • 2018

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    Original item:M1の外国人留学生を1名受け入れた.2019年度開始予定の英語のみで修了できる大学院課程の開設へ向けて前向きな議論を行った.

  • 2018

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    Original item:D2学生が第38回有機合成若手セミナー優秀研究発表賞受賞.B4学生が化学科卒業研究発表会ベストプレゼンテーション賞受賞.B4学生の他大学院受験を支援し合格した.

  • 2018

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    Original item:教育推進本部経費申請に協力し「研究科横断型での国際化教育推進による化学生物系人材育成」のプログラムが採択された.2022年度まで支援対象専攻に採択されている日本化学工業協会の化学人材育成プログラムの推進に努めた.

  • 2017

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    Original item:2019年度開始予定の英語のみで修了できる大学院課程の開設へ向けて前向きな議論を行った.

  • 2017

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    Original item:教育推進本部経費申請に協力し「研究科横断型大学院教育改革の推進と化学人材育成」のプログラムが採択された.2022年度まで支援対象専攻に採択されている日本化学工業協会の化学人材育成プログラムの推進に努めた.

  • 2017

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    Original item:北海道大学大学院環境科学院の非常勤講師として環境物質科学特別講義Ⅱの集中講義を10コマ担当した.D1学生が第7回CSJ化学フェスタ2017優秀ポスター発表賞受賞.M2学生が第37回有機合成若手セミナー優秀研究発表賞受賞.社会人ドクターの学生が標準修業年限の3年で学位を取得.B4学生の他大学院受験を支援し合格した.

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Social Activities

  • The World of Natural Organic Compounds Produced by Organisms

    Role(s): Lecturer

    Academic Education Center, Osaka Metropolitan University  Expert Seminar  2023.12

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    SDGs:

    Audience: General public

    Type:Seminar, workshop

    Number of participants:21(人)

  • Toward Encounter with a Phenomenon of Enantiodivergence from Total Synthesis of Marine Natural Products

    Role(s): Lecturer

    Yokohama City University  Yokohama City University Seminar  2023.01

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    SDGs:

    Type:Seminar, workshop

    Number of participants:20(人)

  • Toward Encounter with a Phenomenon of Enantiodivergence from Total Synthesis of Marine Natural Products

    Role(s): Lecturer

    Kyushu University  Lecture at Graduate School of Science, Kyushu University  2022.12

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    SDGs:

    Type:Lecture

    Number of participants:30(人)

  • Toward Encounter with a Phenomenon of Enantiodivergence from Total Synthesis of Marine Natural Products

    Role(s): Lecturer

    Kyushu University  Lecture at Institute of Materials Chemistry and Engineering, Kyushu University  2022.12

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    SDGs:

    Type:Lecture

    Number of participants:30(人)

  • 新学術領域研究「中分子戦略」取りまとめシンポジウム

    Role(s): Official expert, Investigater, Report author

    2020.10

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    Audience: Graduate students, Researchesrs, General public

    Type:Seminar, workshop

    Number of participants:100(人)

  • 第40回有機合成若手セミナー「明日の有機合成を担う人のために」

    Role(s): Lecturer, Official expert

    2020.08

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    Audience: University students, Graduate students, Researchesrs, Scientific organization, Company

    Type:Lecture

    Number of participants:200(人)

  • 新学術領域研究「中分子戦略」第8回成果報告会

    Role(s): Lecturer, Contributor

    新学術領域研究「中分子戦略」  京都大学桂キャンパス  2019.05 - 2019.06

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    Audience: University students, Graduate students, Researchesrs, Governmental agency

    Type:Seminar, workshop

    Number of participants:100(人)

  • 公益財団法人長瀬科学技術振興財団平成30年度受賞者研究成果発表会

    Role(s): Lecturer, Official expert, Report author, Contributor

    公益財団法人長瀬科学技術振興財団  大阪科学技術センター  2019.04

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    Audience: Researchesrs, Scientific organization, Company

    Type:Seminar, workshop

    Number of participants:200(人)

  • 第16回高校化学グランドコンテスト

    Role(s): Official expert, Logistic support, Investigater

    大阪市立大学  大阪市立大学  2019

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    Audience: High school students, Teachers, Parents/Guardians, General public, Media

    Type:Science festival

    Number of participants:300(人)

  • 米子高専学生の合成有機化学研究室見学

    Role(s): Consultant, Official expert, Logistic support

    大阪市立大学  2019

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    Audience: High school students, Teachers, Researchesrs

    Type:University open house

    Number of participants:10(人)

  • 第13回化学生態学研究会

    Role(s): Lecturer

    2018.06

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    Audience: University students, Graduate students, Teachers, Researchesrs, General public

    Type:Lecture

  • 第15回高校化学グランドコンテスト

    Role(s): Official expert, Logistic support, Investigater

    2018

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    Audience: High school students, Teachers, Parents/Guardians, General public, Scientific organization, Company, Governmental agency, Media

    Type:Science festival

  • シンポジウム「天然物化学の新展開」

    Role(s): Lecturer

    2017.09

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    Audience: University students, Graduate students, Teachers, Researchesrs, General public

    Type:Lecture

  • 米子高専学生の合成有機化学研究室見学

    Role(s): Consultant, Official expert, Planner

    2017.09

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    Audience: High school students, University students, Teachers, Researchesrs, Scientific organization

    Type:University open house

  • 北海道大学講演会

    Role(s): Lecturer

    2017.08

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    Audience: University students, Graduate students, Teachers, Researchesrs, General public

    Type:Lecture

  • 地方独立行政法人大阪産業技術研究所と共同研究

    Role(s): Consultant, Official expert, Planner, Logistic support

    2017.04 - Now

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    Audience: University students, Graduate students, Researchesrs, Scientific organization, Company, Governmental agency

    Type:Cooperation with government and educational institutions

  • 第14回高校化学グランドコンテスト

    Role(s): Official expert, Logistic support, Investigater

    2017

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    Audience: High school students, Teachers, Parents/Guardians, General public, Scientific organization, Company, Governmental agency, Media

    Type:Science festival

  • 有機合成セミナー

    Role(s): Lecturer

    有機合成化学協会  静岡県立大学  2016.06

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    Audience: University students, Graduate students, Researchesrs, Company

    Type:Seminar, workshop

    Number of participants:100(人)

  • 第13回高校化学グランドコンテスト

    Role(s): Official expert, Logistic support, Investigater

    大阪市立大学  大阪市立大学  2016

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

    Number of participants:300(人)

  • 横浜市大シンポジウム『天然物有機化学研究の最前線』

    Role(s): Lecturer

    横浜市立大学  2015.09

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    Audience: University students, Graduate students, Researchesrs

    Type:Seminar, workshop

    Number of participants:30(人)

  • 第12高校化学グランドコンテスト

    Role(s): Consultant, Official expert, Logistic support, Investigater

    大阪市立大学  大阪市立大学  2015

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

    Number of participants:300(人)

  • 理研シンポジウム「第15回分析・解析技術と化学の最先端」

    Role(s): Lecturer, Official expert

    理化学研究所  2014.12

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    Audience: University students, Graduate students, Researchesrs, Scientific organization, Company

    Type:Lecture

    Number of participants:150(人)

  • 公益財団法人アステラス病態代謝研究会第45回研究報告会

    Role(s): Lecturer, Official expert, Report author

    公益財団法人アステラス病態代謝研究会  日本工業倶楽部  2014.10

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    Audience: Researchesrs, Scientific organization

    Type:Seminar, workshop

    Number of participants:150(人)

  • 大阪市立大学教職員労働組合

    Role(s): Official expert, Logistic support

    大阪市立大学  2014.04 - 2015.03

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    Audience: Teachers, Researchesrs, General public, Scientific organization, Company

    Type:Other

  • 第11高校化学グランドコンテスト

    Role(s): Official expert, Logistic support, Investigater

    2014

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 第10回高校化学グランドコンテスト

    Role(s): Commentator, Official expert, Planner, Logistic support, Investigater

    2013

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • オープンキャンパス学科説明会

    Role(s): Lecturer, Consultant, Official expert, Planner, Logistic support

    大阪市立大学  大阪市立大学  2012.08

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    Audience: High school students, Teachers, Parents/Guardians, General public

    Type:Cooperation with government and educational institutions

  • 第9回高校化学グランドコンテスト

    Role(s): Consultant, Official expert, Planner, Logistic support, Investigater

    大阪市立大学  大阪市立大学  2012

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

    Number of participants:300(人)

  • オープンキャンパス体験実験

    Role(s): Consultant, Official expert, Planner, Logistic support, Performer

    大阪市立大学  大阪市立大学  2011.08

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    Audience: High school students, Teachers, Parents/Guardians

    Type:Cooperation with government and educational institutions

  • 2011旭硝子財団助成研究発表会

    Role(s): Lecturer, Official expert, Report author

    旭硝子財団  ホテルグランドヒル市ヶ谷  2011.07

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    Audience: Researchesrs, Scientific organization

    Type:Seminar, workshop

    Number of participants:200(人)

  • 第8回高校化学グランドコンテスト

    Role(s): Official expert, Logistic support, Investigater

    2011

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 第7回高校化学グランドコンテスト

    Role(s): Official expert, Logistic support, Investigater

    2010

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 住友化学講演会

    Role(s): Lecturer, Official expert

    住友化学株式会社農業化学品研究所  2009.09

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    Audience: Researchesrs, Company

    Type:Lecture

    Number of participants:100(人)

  • 有機合成夏期セミナー「明日の有機合成化学」

    Role(s): Lecturer, Official expert, Contributor

    有機合成化学協会関西支部  大阪科学技術センター  2009.09

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    Audience: University students, Graduate students, Researchesrs, Scientific organization, Company

    Type:Seminar, workshop

    Number of participants:200(人)

  • 新化学科の将来像を探るシンポジウム

    Role(s): Lecturer, Official expert

    大阪市立大学  2009.08

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    Audience: University students, Graduate students, Researchesrs

    Type:Seminar, workshop

    Number of participants:100(人)

  • 第6回高校化学グランドコンテスト

    Role(s): Consultant, Official expert, Planner, Logistic support, Investigater

    2009

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 三井化学講演会

    Role(s): Lecturer, Official expert

    三井化学触媒科学研究所  2008.01

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    Audience: Researchesrs, Company

    Type:Lecture

    Number of participants:30(人)

  • 第5回高校化学グランドコンテスト

    Role(s): Consultant, Official expert, Planner, Logistic support, Investigater, Contributor

    2008 - 2009

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 分子精密制御の高次物質化学

    Role(s): Lecturer, Official expert

    大阪市立大学  2007.12

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    Audience: University students, Graduate students, Teachers, Researchesrs

    Type:Seminar, workshop

    Number of participants:100(人)

  • 秋の市大授業

    Role(s): Lecturer, Consultant, Official expert, Contributor

    大阪市立大学  大阪市立大学  2007.11

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    Audience: High school students, Scientific organization

    Type:Visiting lecture

    Number of participants:150(人)

  • 第10回有機分子構築法夏の学校

    Role(s): Lecturer, Official expert

    ながさき式見ハイツ  2007.06

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    Audience: Teachers, Researchesrs

    Type:Seminar, workshop

    Number of participants:50(人)

  • 第4回高校化学グランドコンテスト

    Role(s): Commentator, Consultant, Official expert, Logistic support, Investigater

    2007

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 分子精密制御の物質化学2006

    Role(s): Lecturer, Official expert

    大阪市立大学  2006.12

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    Audience: University students, Graduate students, Teachers, Researchesrs

    Type:Seminar, workshop

    Number of participants:50(人)

  • 大阪市立大学化学セミナー

    Role(s): Lecturer, Consultant, Official expert

    大阪市立大学  2006.11

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    Audience: University students

    Type:Seminar, workshop

    Number of participants:50(人)

  • 大塚有機合成シンポジウム

    Role(s): Lecturer, Official expert

    大塚製薬能力開発研究所  2006.09

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    Audience: Graduate students, Researchesrs, Company

    Type:Lecture

    Number of participants:100(人)

  • 大阪市立大学化学セミナー

    Role(s): Lecturer, Consultant, Official expert

    大阪市立大学  2006.08

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    Audience: High school students, Teachers

    Type:Visiting lecture

    Number of participants:100(人)

  • 第9回有機分子構築法夏の学校

    Role(s): Lecturer, Official expert

    ながさき式見ハイツ  2006.06

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    Audience: Teachers, Researchesrs

    Type:Seminar, workshop

    Number of participants:50(人)

  • 第3回高校化学グランドコンテスト

    Role(s): Consultant, Official expert, Logistic support, Investigater

    2006

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 大阪市立大学オープンキャンパス

    Role(s): Consultant, Official expert, Planner, Logistic support, Investigater

    2005.08

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    Audience: High school students, Teachers, Parents/Guardians, General public

    Type:Cooperation with government and educational institutions

  • 第2回高校化学グランドコンテスト

    Role(s): Consultant, Official expert, Logistic support, Investigater

    2005

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 大阪市立大学大学院理学研究科化学科・物質科学科談話会

    Role(s): Lecturer, Official expert

    大阪市立大学  2004.01

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    Audience: University students, Graduate students, Teachers, Researchesrs

    Type:Lecture

    Number of participants:50(人)

  • 第1回高校化学グランドコンテスト

    Role(s): Consultant, Official expert, Planner, Logistic support, Investigater

    2004

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    Audience: High school students, University students, Graduate students, Teachers, Parents/Guardians, Researchesrs, General public, Company, Media

    Type:Science festival

  • 第1回有機合成化学協会関西支部賞受賞講演会

    Role(s): Lecturer, Official expert

    有機合成化学協会関西支部  大阪科学技術センター  2003.11

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    Audience: University students, Graduate students, Teachers, Researchesrs, Scientific organization, Company

    Type:Lecture

    Number of participants:100(人)

  • 第30回有機反応懇談会

    Role(s): Lecturer, Official expert, Contributor

    神戸大学  2003.08

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    Audience: University students, Graduate students, Teachers, Researchesrs, Scientific organization, Company

    Type:Lecture

    Number of participants:200(人)

  • 第9回大阪市立大学最先端研究講座

    Role(s): Lecturer, Consultant, Official expert

    大阪市立大学文化交流センター  2001.08

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    Audience: General public

    Type:Visiting lecture

    Number of participants:100(人)

  • 日本化学会第79春季年会若い世代の特別講演

    Role(s): Lecturer, Official expert, Contributor

    日本化学会  甲南大学  2001.03

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    Audience: University students, Graduate students, Teachers, Researchesrs, Company

    Type:Lecture

    Number of participants:100(人)

  • 第27回有機反応懇談会

    Role(s): Lecturer, Official expert, Contributor

    大阪市立大学  2000.08

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    Audience: University students, Graduate students, Teachers, Researchesrs, Company

    Type:Lecture

    Number of participants:200(人)

  • 第3回有機分子構築法夏の学校

    Role(s): Lecturer, Official expert

    京都薬科大学セミナーハウス  2000.07

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    Audience: Teachers, Researchesrs

    Type:Seminar, workshop

    Number of participants:50(人)

  • 日本化学会第77秋季年会

    Role(s): Lecturer, Official expert, Contributor

    日本化学会  北海道大学  1999.09

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    Audience: University students, Graduate students, Teachers, Researchesrs, Company

    Type:Lecture

    Number of participants:150(人)

  • 研究シーズ集へ記事掲載

    Role(s): Official expert, Contributor

    1999 - Now

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    Audience: Researchesrs, General public, Scientific organization, Company, Governmental agency, Media

    Type:Cooperation with government and educational institutions

  • 大阪市立大学理学部化学科談話会

    Role(s): Lecturer, Official expert

    大阪市立大学  1992.04

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    Audience: University students, Graduate students, Teachers, Researchesrs

    Type:Lecture

    Number of participants:100(人)

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Foreigner acceptance

  • 2023

    foreigners accepted :0

    International Students :0

  • 2022

    foreigners accepted :0

    International Students :1

  • 2021

    foreigners accepted :0

    International Students :0

  • 2020

    foreigners accepted :0

    International Students :0

  • 2019

    foreigners accepted :0

    International Students :1

  • 2018

    foreigners accepted :0

    International Students :1

  • 2017

    foreigners accepted :0

    International Students :0

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International exchange activities

  • サンパウロ大学とブタンタン研究所(ブラジル),ノートルダム大学とジョンキャロル大学(アメリカとの共同研究で,我々が合成したカエル毒ヒストリオニコトキシン235Aとデカヒドロキノリン(DHQ)のセマダラヤドクガエルAdelphobates galactonotus内での体内隔離についての研究をJ. Exp. Zool. A Ecol. Integr. Physiol.に発表した.

    Field category :Research

    Country name :Brazi and USA   2022.06

  • サンパウロ大学(ブラジル),ジョンキャロル大学(アメリカ),ヨーク大学(カナダ)との共同研究で,カエル毒ヒストリオニコトキシンの毒ガエル体内分布に関する研究をJ. Mass Spectrom.に発表した.

    Field category :Research

    Country name :Brazil, USA, and Canada   2020.06

  • サンパウロ大学(ブラジル),ヨーク大学(カナダ)及びジョンキャロル大学(アメリカ)とカエル毒ヒストリオニコトキシンに関する共同研究を開始した.

    Field category :Research

    Country name :Brazil, Canada, and USA   2018.06 - Now

Other

  • Job Career

    2022.04 - Now

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    Osaka Metropolitan University Graduate School of Science Professor

  • Job Career

    2007.04 - 2022.03

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    Osaka City University Graduate School of Science Professor

  • Job Career

    2001.04 - 2007.03

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    Osaka City University Graduate School of Science Associate Professor

  • Job Career

    1999.04 - 2001.03

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    Osaka City University School of Science Associate Professor

  • Job Career

    1995.10 - 1999.03

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    Osaka City University School of Science Lecturer

  • Job Career

    1992.04 - 1995.09

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    Osaka City University School of Science Research Associate

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