Updated on 2024/04/09

写真a

 
NISHIKAWA Keisuke
 
Organization
Graduate School of Science Department of Chemistry Lecturer
School of Science Department of Chemistry
Title
Lecturer
Affiliation
Institute of Science
Homepage
http://www.sci.osaka-cu.ac.jp/chem/org2/index.html
Affiliation campus
Sugimoto Campus

Position

  • Graduate School of Science Department of Chemistry 

    Lecturer  2022.04 - Now

  • School of Science Department of Chemistry 

    Lecturer  2022.04 - Now

Degree

  • Docter ( Environmental Science ) （ Hokkaido University ）

  • Master ( Environmetal Earth Science ) （ Hokkaido University ）

  • Bachelor ( Engineering ) （ Hokkaido University ）

Research Areas

  • Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry

  • Life Science / Bioorganic chemistry

  • Nanotechnology/Materials / Synthetic organic chemistry

  • Nanotechnology/Materials / Chemistry and chemical methodology of biomolecules

Research Interests

  • Organic Synthesis

  • Natural Product Synthesis

  • Nitrogen-containing Spirocyclic Compound

  • Cytotoxic Polyether

  • Terpenoid

  • Alkaloid

Research subject summary

  • My research interests include the total synthesis of bioactive natural products, its biological activities, the structure-activity relationship study and new synthesis method for the total synthesis.

Research Career

  • 糖尿病腎症の創薬シード化合物を志向した新規三環性骨格をもつセスキテルペノイドの合成研究

    セスキテルペノイド  Individual

    2015.04 - Now 

  • Synthetic Studies on Diterpenoid Possessing Strong Antifouling Activity

    Diterpenoid  Joint Research in Japan

    2014.04 - Now 

  • 中性水中環化反応を応用したネロリドール型セスキテルペノイドの全合成

    水中環化反応  Individual

    2014.04 - 2017.03 

  • 月桃由来の骨芽細胞分化促進物質 5,6-dehydrokawain の作用機序解明に向けた研究

    骨粗鬆症  Joint Research in Japan

    2014.04 - 2018.03 

  • 直鎖分子から含窒素スピロ環を一挙構築する環化異性化反応の開発と天然物合成への応用

    含窒素スピロ環  Individual

    2013.04 - Now 

  • テトロドトキシンの効率的全合成に向けた研究

    テトロドトキシン  Individual

    2013.04 - Now 

  • スクアレン由来の含臭素細胞毒性ポリエーテル類の全合成と構造活性相関研究、ケミカルバイオロジーへの展開

    細胞毒性ポリエーテル類  Joint Research in Japan

    2013.04 - Now 

  • 高機能カルボアニオン種イノラートを用いたステモナアルカロイド類の合成研究

    イノラート  Joint Research in Organization

    2012.04 - 2013.03 

  • アレロケミカルの構造活性相関研究と、そのケミカルバイオロジー研究

    アレロケミカル  Joint Research in Japan

    2010.07 - 2012.03 

  • Synthesis of Natural Antifouling Comopound for the Development of Environmental Friendly Antifouling Agent

    Antifouling Compound  Joint Research in Organization

    2006.04 - 2010.06 

  • ヨウ化サマリウムのキレーション効果を用いた立体選択的環化反応の開発

    ヨウ化サマリウム  Individual

    2004.04 - 2006.03 

Professional Memberships

  • The Chemical Society of Japan

      Domestic

  • The Society of Synthetic Organic Chemistry, Japan

      Domestic

  • The Pharmaceutical Society of Japan

      Domestic

  • Japanese Society for Chemical Biology

      Domestic

Awards

  • 第 19 回有機合成化学協会関西支部賞

    2021.11  

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    Country：Japan

  • 日本化学会第 100 春季年会 ( 2020 ) 第 34 回若い世代の特別講演会 特別講演証

    2020.03   公益社団法人 日本化学会   直鎖分子からの環骨格一挙構築をコン セプトとした天然物合成戦略

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    Country：Japan

  • 公益社団法人 有機合成化学協会 第一三共研究企画賞

    2019.02   公益財団法人 有機合成化学協会   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

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    Country：Japan

Job Career (off-campus)

  • Kyushu University   Institute for Materials Chemistry and Engineering   Research Assistant Professor

    2012.04 - 2013.03

  • Kyushu University   Institute for Materials Chemistry and Engineering   Post-doctoral Fellow

    2011.04 - 2012.03

  • Kyushu University   Research and Education Center of Carbon Resources   Post-doctoral Fellow

    2010.10 - 2011.03

  • Kyushu University   Institute for Materials Chemistry and Engineering   Post-doctoral Fellow

    2010.07 - 2010.09

  • Hokkaido University   Research Assistant

    2008.11 - 2009.03

  • Hokkaido University   Research Assistant

    2006.04 - 2007.03

▼display all

Education

  • Hokkaido University   Doctor's Course   Graduated/Completed

    2006.04 - 2010.06

  • Hokkaido University   Master's Course   Graduated/Completed

    2004.04 - 2006.03

  • Hokkaido University     Graduated/Completed

    2000.04 - 2004.03

Papers

  • 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, and Biochemistry   2024.03

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

    In this study, we explored anti-inflammatory compounds from the brown alga Dictyopteris polypodioides and isolated 7 meroterpenoids. Their anti-inflammatory activities were evaluated using the lipopolysaccharide (LPS)-stimulated mouse macrophage cell line, RAW264. Yahazunol (1) exhibited similar nitric oxide (NO) production inhibitory activity as zonarol (2), which has previously been shown to be an anti-inflammatory compound. Yahazunol (1), zonarol (2), and isozonarol (3) inhibited not only nitric oxide production but also inducible nitric oxide synthase (iNOS), interleukin-6 (IL6), and C-C motif chemokine ligand 2 (CCL2) mRNA expression in RAW264 cells. The structure-activity relationships of the 11 compounds, including their synthetic analogs, revealed the significance of the hydroquinone moiety in the anti-inflammatory activity of these sesquiterpenoids in RAW264 cells. Diacetylated zonarol (9) exhibited an activity comparable to that of zonarol as a result of intracellular deacetylation. These results provide new insights into the anti-inflammatory activity of hydroquinone-containing natural products.

    DOI： 10.1093/bbb/zbae038/7637781

    DOI： 10.1093/bbb/zbae038/7637781

    Other URL： https://academic.oup.com/bbb/advance-article/doi/10.1093/bbb/zbae038/7637781

  • Halogenated Cyclic Monoterpenoids with Anti-biofouling Activity from the Okinawan Red Marine Algae 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 and Biodiversity   e202400436 - e202400436   2024.03

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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： 10.1002/cbdv.202400436

    DOI： 10.1002/cbdv.202400436

    Other URL： https://onlinelibrary.wiley.com/doi/10.1002/cbdv.202400436

  • Divergent Nine-Step Syntheses of Perhydrohistrionicotoxin Analogs and Their Inhibition Activity Toward Chicken α4β2-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   2024.02

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    Authorship：Lead 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： 10.1021/acs.joc.3c02988

    DOI： 10.1021/acs.joc.3c02988

    Other URL： https://pubs.acs.org/doi/10.1021/acs.joc.3c02988

  • 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

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    Authorship：Lead 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 epoxonium-ion 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 anti-inflammatory activities of the synthetic samples were evaluated.

    DOI： 10.1021/acs.joc.3c01913

    DOI： 10.1021/acs.joc.3c01913

    Other URL： https://pubs.acs.org/doi/10.1021/acs.joc.3c01913

  • Two New Eremophilane-Type Sesquiterpenoids from Japanese Liverwort Bazzania japonica Reviewed

    Ryosuke Fukada, Jin Kawano, Tomoki Tsuruta, Takuto Nonaka, Kosuke Sato, Susumu Miyajima, Shinnosuke Ishigami, Takahiro Ishii, Keisuke Nishikawa, Yoshinori Asakawa, and Takashi Kamada

    Chemistry and Biodiversity   e202300131 - e202300131   2023.03

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    Publishing type：Research paper (scientific journal)   International / domestic magazine：International journal  

    Two new eremophilane-type sesquiterpenoids, fusumaols A (1) and B (2), were isolated from the stem-leafy liverwort, Bazzania japonica collected in Mori-Machi, Shizuoka, Japan. Their structures were established using extensive spectroscopic (IR, MS, and 2D NMR) data, and the absolute configuration of 1 was determined by the modified Mosher's method. This is the first time eremophilanes have been discovered in the liverwort genus Bazzania. Compounds 1 and 2 were evaluated for their repellent activity against the adult population of the rice weevil Sitophilus zeamais using the modified filter paper impregnation method. Both sesquiterpenoids showed moderate repellent activities.

    DOI： doi/10.1002/cbdv.202300131

    DOI： doi/10.1002/cbdv.202300131

    Other URL： https://onlinelibrary.wiley.com/doi/10.1002/cbdv.202300131

  • 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 Teranishi, Keisuke Nishikawa, Akihisa Matsuura, Momochika Kumagai, and Yoshiki Morimoto

    Chemistry Letters   51 ( 11 )   1062 - 1066   2022.11（ ISSN:03667022 ） （ eISSN:13480715 ）

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    Authorship：Corresponding author   Publishing type：Research paper (scientific journal)   International / domestic magazine：International journal  

    <p>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 <i>trans</i>,<i>trans</i>-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.</p>

    DOI： 10.1246/cl.220390

    Repository URL： http://hdl.handle.net/10466/0002000404

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

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

    Chemistry Letters   51 ( 10 )   1000 - 1003   2022.10（ ISSN:03667022 ） （ eISSN:13480715 ）

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    Authorship：Lead author,　Corresponding author   Publishing type：Research paper (scientific journal)   International / domestic magazine：International journal  

    <p>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-<i>exo</i> 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.</p>

    DOI： 10.1246/cl.220312

    Repository URL： http://hdl.handle.net/10466/0002000405

  • Furanocembranoid from the Okinawan Soft Coral Sinularia sp. Reviewed

    Misaki Nagasaka, Kazuki Tani, Keisuke Nishikawa, Riri Kinjo, and Takahiro Ishii

    Natural Products and Bioprospecting   12   1 - 7   2022.03

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    Publishing type：Research paper (scientific journal)   International / domestic magazine：International journal  

    DOI： 10.1007/s13659-022-00330-7

    DOI： 10.1007/s13659-022-00330-7

    Other URL： https://link.springer.com/article/10.1007/s13659-022-00330-7

  • 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   2022.02

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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

    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, Yoshiki Morimoto

    Organic Letters   24   531 - 535   2022.01

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

    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   e202101137 - e202101137   2021.10（ ISSN:1861-4728 ）

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

    DOI： 10.1002/asia.202101137

    PubMed

  • 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:0947-6539 ）

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

    DOI： 10.1002/chem.202101603

    PubMed

  • 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

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

    Chemistry-An Asian Journal   16 ( 14 )   1882 - 1886   2021.07（ ISSN:1861-4728 ）

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

    DOI： 10.1002/asia.202100383

    PubMed

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

    DOI： 10.1021/acs.orglett.1c00125

    PubMed

  • 十字路 ”エナンチオ発散現象”

    西川 慶祐、森本 善樹

    公益社団法人 有機合成化学協会・有機合成化学協会誌   79 ( 3 )   249 - 249   2021.03（ ISSN:0037-9980 ）

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

    DOI： 10.5059/yukigoseikyokaishi.79.249

    CiNii Article

  • 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

    The Society of Synthetic Organic Chemistry, Japan, Journal of Synthetic Organic Chemistry, Japan   79 ( 3 )   197 - 209   2021.03

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

  • 4β‑Hydroxywithanolide E and Withanolide E from Physalis peruviana L. Inhibit Adipocyte Diferentiation 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   2021.01（ ISSN:1340-3443 ）

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

    DOI： 10.1007/s11418-020-01458-x

    PubMed

  • 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   2020.05（ ISSN:1076-5174 ）

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

    DOI： 10.1002/jms.4520

    PubMed

  • 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

    公益社団法人 日本薬学会・Biological & Pharmaceutical Bulletin   43 ( 5 )   898 - 903   2020.05（ ISSN:0918-6158 ）

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

    抗破骨細胞形成剤としての修飾カバラクトン類似体を発見することを目的として、破骨細胞の分化に及ぼす26の類似体の影響をin vitroで評価した。最も強力な化合物である(E)-6-(2-フルオロスチリル)-4-メトキシ-2H-ピラン-2-オン(I)は、RAW264細胞のreceptor activator of nuclear factor-κB ligand(RANKL)誘発性破骨細胞分化を4.3μMのIC50で阻害した。部分的構造活性相関研究により、5,6-デヒドロカイン骨格内のフッ素とその位置の重要性が明らかになった。ピット形成アッセイより、Iは破骨細胞形成を阻害することにより破骨細胞の骨吸収を防ぐと考えられた。Iは、RANKL誘発性nuclear factor of activated T cells c1と破骨細胞形成関連遺伝子のmRNA発現レベルを下方制御した。以上より、I足場が新しい抗吸収剤の特定につながると考えられた。

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

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

    Angewandte Chemie (International ed. in English)   58 ( 30 )   10168 - 10172   2019.07（ ISSN:1433-7851 ）

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    Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    DOI： 10.1002/anie.201906039

    PubMed

  • Antioxidants from the Brown Alga Dictyopteris undulata Reviewed International coauthorship

    Kumagai Momochika, Nishikawa Keisuke, Matsuura Hiroshi, Umezawa Taiki, Matsuda Fuyuhiko, Okino Tatsufumi

    MDPI　MOLECULES   23 ( 5 )   1214 - 1214   2018.05（ ISSN:1420-3049 ）

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    Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    An investigation of anti-oxidative compounds from the brown alga Dictyopteris undulata has led to the isolation and identification of isozonarol, isozonarone, chromazonarol, zonaroic acid and isozonaroic acid. Their structures were identified by comparison of MS and NMR spectra. Full NMR assignment and absolute configuration of isozonaroic acid are described. Isozonarol showed the most potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity among the compounds isolated.

    DOI： 10.3390/molecules23051214

    PubMed

    CiNii Article

  • Formal total synthesis of histrionicotoxin alkaloids via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion Reviewed International coauthorship

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

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

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    Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    DOI： 10.1039/c8ra02011f

  • Asymmetric Total Synthesis of (-)-Stemonamine and Its Stereochemical Stability Reviewed International coauthorship

    Fujita Satoshi, Nishikawa Keisuke, Iwata Takayuki, Tomiyama Taishi, Ikenaga Hiroshi, Matsumoto Kenji, Shindo Mitsuru

    CHEMISTRY-A EUROPEAN JOURNAL   24 ( 7 )   1539 - 1543   2018.02（ ISSN:0947-6539 ）

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    Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    DOI： 10.1002/chem.201706057

    PubMed

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

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

    Biological Pharmaceutical Bulletin   41 ( 1 )   132 - 137   2018.01

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    <p>Anti-inflammatory activity of aculeatin and toddaculin, which are coumarins with a similar structure isolated from <i>Toddalia asiatica</i> (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 <i>via</i> 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.</p>

    DOI： 10.1248/bpb.b17-00607

    CiNii Article

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

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

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

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    Authorship：Lead author   Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    DOI： 10.1002/chem.201701475

  • Synthesis of novel 5,6-dehydrokawain analogs as osteogenic inducers and their action mechanisms Reviewed International coauthorship

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

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

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    Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    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 International coauthorship

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

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

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    Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    DOI： 10.1002/anie.201611829

  • 19-Step Total Synthesis of Phorbol Utilizing a Concept of Innovative Strategy "Two-phase Synthesis" Invited Reviewed

    Nishikawa Keisuke

    The Society of Synthetic Organic Chemistry, Japan, Journal of Synthetic Organic Chemistry, Japan   75 ( 3 )   257 - 258   2017

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    Authorship：Corresponding author   Publishing type：Research paper (scientific journal)   Kind of work：Single Work  

    <p>Phorbol, a diterpene isolated in 1934 from hydrolysis products of croton oil, exhibits immunoregulatory, antiviral, and anticancer activities, and has a highly oxygenated tigliane skeleton that is too difficult to synthesize. In past studies, Wender and Cha groups reported the total synthesis of phorbol, but the syntheses require many steps (40∼52 steps). In 2016, Baran group achieved the enantioselective total synthesis of (+)-phorbol in only 19 steps from commercially available (+)-3-carene by using a concept of innovative strategy "two-phase terpene synthesis".</p>

    DOI： 10.5059/yukigoseikyokaishi.75.257

    CiNii Article

  • Total synthesis of nitropyrrolins A, B, and D Reviewed

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

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

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tet.2016.09.058

  • Synthesis of fluorescent molecular probes based on cis-cinnamic acid and molecular imaging of lettuce roots Reviewed

    Fukuda Hiroshi, Nishikawa Keisuke, Fukunaga Yukihiro, Okuda Katsuhiro, Kodama Kozue, Matsumoto Kenji, Kano Arihiro, Shindo Mitsuru

    TETRAHEDRON   72 ( 41 )   6492 - 6498   2016.10（ ISSN:0040-4020 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tet.2016.08.060

  • 5,6-Dehydrokawain from Alpinia zerumbet promotes osteoblastic MC3T3-E1 cell differentiation Reviewed

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

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   80 ( 7 )   1425 - 1432   2016.07（ ISSN:0916-8451 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1080/09168451.2016.1153959

  • Total Synthesis of Natural Antifouling Products Reviewed

    Umezawa Taiki, Nishikawa Keisuke, Okino Tatsufumi, Matsuda Fuyuhiko

    The Society of Synthetic Organic Chemistry, Japan, Journal of Synthetic Organic Chemistry, Japan   74 ( 7 )   689 - 699   2016（ ISSN:0037-9980 ）

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    Publishing type：Research paper (scientific journal)   Kind of work：Joint Work  

    Biofouling is adverse growth of marine organisms on manmade submersible structures such as ships' hulls and cause significant economic and environmental problems. As a fouling inhibitor, tributyltin (TBT) has been widely used for controlling the sessile organisms since the early 1960s. Unfortunately, serious pollution of the marine environment due to the deleterious effect of TBT prompted the International Maritime Organization (IMO) to call in 2008 for a ban on the use of tributyltin (TBT) on ships. Since marine invertebrates prevent settlement of other benthic marine organisms through the use of natural substances with antifouling properties without causing serious environmental problems, natural antifouling products with good antifouling properties but without biocidal properties have attracted considerable attention. Among these, 10-isocyano-4-cadinene and omaezallene show promise as lead compounds for the development of new environmentally friendly antifouling agents due to its potent antifouling activity against the cypris larvae of the barnacle <i>Amphibalanus amphitrite</i> and low toxicity. 10-Isocyano-4-cadinene, an isocyanosesquiterpene, was isolated from nudibranchs of the family <i>Phyllidiidae</i>. On the other hand, omaezallene is a bromoallene-containing C<sub>15</sub>-acetogenin isolated from the red alga <i>Laurencia</i> sp. Herein, we wish to describe our research on the isolations, structure elucidations, total syntheses, and evaluation of the antifouling activities of the natural products and their derivatives. The absolute configurations of the natural products were unambiguously established through our asymmetric total syntheses.

    DOI： 10.5059/yukigoseikyokaishi.74.689

    CiNii Article

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

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

    ORGANIC LETTERS   17 ( 23 )   5772 - 5775   2015.12（ ISSN:1523-7060 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1021/acs.orglett.5b02867

  • Total synthesis and complete stereochemical assignment of heronapyrroles A and B Reviewed

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

    TETRAHEDRON LETTERS   56 ( 39 )   5345 - 5348   2015.09（ ISSN:0040-4039 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tetlet.2015.07.094

  • Structural Revision of Iubol and Determination of the Entire Stereostructure of 22-Hydroxy-15(28)-dehydrovenustatriol by Total Synthesis

    Taki Naoto, Tokita Moe, Nakai Haruka, Hoshino Akihiro, Morino Miyako, Kodama Takeshi, Nishikawa Keisuke, Tachi Yoshimitsu, Morimoto Yoshiki

    Symposium on the Chemistry of Natural Products Steering Committee, Symposium on the Chemistry of Natural Products, symposium papers   57 ( 0 )   2015

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    Publishing type：Research paper (other academic)   Kind of work：Joint Work  

    <p>Iubol and 22-hydroxy-15(28)-dehydrovenustatriol, each one of the possible structures of which was shown as 1a and 2a respectively, were isolated from the red alga Laurencia viridis by Fernandez et al. in 2011 (Scheme 1)<sup>2</sup>. The plane structures of iubol and 22-hydroxy-15(28)-dehydrovenustatriol and the relative configuration of the D-ring were determined by NMR analysis. The stereostructure of the A,B,C-ring system was elucidated by comparing the NMR data with those of dehydrothyrsiferol<sup>3</sup>, whose absolute stereostructure was known. However, the stereochemical relationship between the A,B,C-ring system and D-ring systems due to the intervening methylene chain and their absolute configuration have never been determined. To determine the entire stereostructures of iubol and 22-hydroxy-15(28)-dehydrovenustatriol, we embarked on their total synthesis.</p><p>We planned the convergent strategy that united the common B,C-ring system 3 with the D-ring 4 or 5 by Suzuki-Miyaura cross coupling (Scheme 1). The ring system 3 was constructed from the known epoxy alcohol 9<sup>4</sup> through two 6-exo oxacyclizations of appropriate epoxy alcohols (Scheme 2). After hydroborating D-rings 20 and 25 prepared as shown in Schemes 3 and 4, Suzuki-Miyaura coupling of 4 and 5 with the triflate 3 afforded coupling products 21 and 26, respectively (Schemes 3 and 4). Removal of protecting groups and subsequent 6-endo bromoetherification gave the target molecules 1a and 2a. </p><p>The NMR spectra and the optical rotation of 2a were consistent with those of natural 22-hydroxy-15(28)-dehydrovenustatriol, but the NMR spectra of 1a were not identical with those of natural iubol. We also synthesized 1b~f, possible diastereomers of 1a, and the NMR spectra of 1e were in good agreement with those of natural iubol. Although a sign of the optical rotation was consistent with that of natural iubol, the absolute value was slightly different. Thus, we synthesized the enantiomer ent-1e and confirmed the validity of an optical rotation of 1e. Diastereomer 2b (another possible diastereomer of 2a) was also synthesized, and we confirmed that the NMR spectra disagreed with those of natural 22-hydroxy-15(28)-dehydrovenustatriol.</p>

    DOI： 10.24496/tennenyuki.57.0_Oral27

    CiNii Article

  • Biomimetic Total Synthesis of (-)-Neroplofurol and (+)-Ekeberin D-4 Triggered by Hydrolysis of Terminal Epoxides Reviewed

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

    The Chemical Society of Japan　CHEMISTRY LETTERS   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 (<b>1</b>) and (+)-ekeberin D<sub>4</sub> (<b>2</b>) were accomplished by protic acid-catalyzed hydrolysis of the terminal epoxide from nerolidol diepoxide <b>3</b> and squalene tetraepoxide <b>4</b> through single and double 5-<i>exo</i> cyclizations in intermediates <b>5</b> and <b>6</b>, 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

  • Total Synthesis of 4-Farnesyl-2-Nitropyrrole Natural Products

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

    Symposium on the Chemistry of Natural Products Steering Committee, Symposium on the Chemistry of Natural Products, symposium papers   56 ( 0 )   2014

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    Publishing type：Research paper (other academic)   Kind of work：Joint Work  

    <p>Heronapyrroles A–C (1–3) are secondary metabolites produced by a marine-derived Streptomyces sp. (CMB-M0423) isolated from beach sand off Heron Island, Australia, by Capon and co-workers in 2010 (Figure 1).<sup>1</sup>Heronapyrroles A–C exhibit activity against the Gram-positive bacteria Staphylococcus aureus ATCC 9144 (IC<sub>50</sub>0.6–1.1 mM) and Bacillus subtilis ATCC 6633 (IC<sub>50</sub>1.1–6.5 mM), while they display no cytotoxicity toward mammalian cell lines and are inactive against the Gram-negative bacteria. The rare structures as naturally occurring members, 4-farnesylated-2-nitropyrroles which have ever been limited to cytotoxic nitropyrrolins A–E (4–8) reported by Fenical and co-workers (Figure 2),<sup>2</sup> were revealed on the basis of spectroscopic analysis. The absolute configurations at C7 and C15 in heronapyrrole A (1) were determined to be 7S and 15R by the modified Mosher method.<sup>3</sup> The same 7S and 15R absolute configurations for heronapyrroles B (2) and C (3) were inferred on biogenetic grounds.</p><p>The unique structures and incomplete stereostructures combined with the promising and selective biological activity prompted synthetic chemists to synthesize the heronapyrroles. In 2012 Schmidt and Stark reported the total synthesis of (–)-heronapyrrole C, an antipode of natural (+)-heronapyrrole C, and proposed the relative and absolute stereochemistry of the natural product.<sup>4</sup>Recently, the total synthesis of (+)-heronapyrrole C (11) was reported by Brimble and co-workers, and they confirmed the correct stereochemical assignment of natural (+)-heronapyrrole C as shown in 11 (Scheme 1).<sup>5</sup> Considering the plausible biogenetic relationship between heronapyrroles A–C proposed by Capon and co-workers in Scheme 1,<sup>1</sup> the research results by Stark and Brimble might raise a new problem regarding the stereochemistry originlly assigned for heronapyrroles A and B. Thus, we decided to carry out the synthesis of heronapyrroles A and B and solve the stereochemical problem. In this symposium, we report the total synthesis and complete stereochemical assignment of natural (+)-heronapyrroles A (9) and B (10) (Schemes 2 and 3).<sup>11</sup></p><p>We also report the total synthesis of nitropyrrolins A (4), B (5), and D (7) (Scheme 4) and (+)-heronayrrole C (11).<sup>12</sup></p>

    DOI： 10.24496/tennenyuki.56.0_Poster48

    CiNii Article

  • cis-Cinnamic Acid Selective Suppressors Distinct from Auxin Inhibitors Reviewed

    Okuda Katsuhiro, Nishikawa Keisuke, Fukuda Hiroshi, Fujii Yoshiharu, Shindo Mitsuru

    公益社団法人 日本薬学会　Chemical and Pharmaceutical Bulletin   62 ( 6 )   600 - 607   2014（ ISSN:0009-2363 ）

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    The activity of cis-cinnamic acid (cis-CA), one of the allelochemicals, in plants is very similar to that of indole-3-acetic acid (IAA), a natural auxin, and thus cis-CA has long been believed to be an analog of auxin. We have reported some structure–activity relationships studies by synthesizing over 250 cis-CA derivatives and estimating their inhibitory activities on root growth inhibition in lettuce. In this study, the compounds that showed low- or no-activity on root growth inhibition were recruited as candidates suppressors against cis-CA and/or auxin and tested for their activity. In the presence of cis-CA, lettuce root growth was inhibited; however, the addition of some cis-CA derivatives restored control-level root growth. Four compounds, (Z)-3-(4-isopropylphenyl)acrylic acid, (Z)-3-(3-butoxyphenyl)acrylic acid, (Z)-3-[3-(pentyloxy)phenyl]acrylic acid, and (Z)-3-(naphthalen-1-yl)acrylic acid were selected as candidates for a cis-CA selective suppressor they allowed the recovery of root growth from inhibition by cis-CA treatment without any effects on the IAA-induced effect or elongating activity by themselves. Three candidates significantly ameliorated the root shortening by the potent inhibitor derived from cis-CA. In brief, we have found some cis-CA selective suppressors which have never been reported from inactive cis-CA derivatives for root growth inhibition. cis-CA selective suppressors will play an important role in elucidating the mechanism of plant growth regulation.

    DOI： 10.1248/cpb.c14-00169

    CiNii Article

  • Transcriptomic evaluation of the enhanced plant growth-inhibitory activity caused by derivatization of cis-cinnamic acid Reviewed

    Wasano Naoya, Sugano Mami, Nishikawa Keisuke, Okuda Katsuhiro, Shindo Mitsum, Park So-Young, Hiradate Syuntaro, Kamo Tsunashi, Fujii Yoshiharu

    Pesticide Science Society of Japan　JOURNAL OF PESTICIDE SCIENCE   39 ( 1-2 )   85 - 90   2014（ ISSN:1348-589X ）

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    To establish a rapid high-throughput evaluation system for the enhanced plant growth-inhibitory activity caused by modifications of <i>cis</i>-cinnamic acid's (<i>cis</i>-CA's) chemical structure, a DNA microarray assay was used to analyze the changes in early gene responses of <i>Arabidopsis thaliana</i> seedlings. After a 6-hr exposure to (<i>Z</i>)-3-(3-iodophenyl)acrylic acid, we observed an upregulation in three classes of early auxin-responsive genes, which was similar to the transcriptional response to indole-3-acetic acid (IAA), together with an upregulation of the genes related to environmental stress and toxin detoxification responses. Gene responses to 2-(3,4-dihydronaphthalen-1-yl)acetic acid were similar to those to IAA. In contrast, fewer genes were upregulated in response to its double-bond isomer, (<i>Z</i>)-2-[3,4-dihydronaphthalen-1(2<i>H</i>)-ylidene]acetic acid, than to <i>cis</i>-CA. DNA microarray data suggest that the structurally different <i>cis</i>-CA analogues trigger diverse gene responses.

    DOI： 10.1584/jpestics.D13-090

    CiNii Article

  • Substituent effects of cis-cinnamic acid analogues as plant growh inhibitors Reviewed

    Nishikawa Keisuke, Fukuda Hiroshi, Abe Masato, Nakanishi Kazunari, Taniguchi Tomoya, Nomura Takashi, Yamaguchi Chihiro, Hiradate Syuntaro, Fujii Yoshiharu, Okuda Katsuhiro, Shindo Mitsuru

    PHYTOCHEMISTRY   96   132 - 147   2013.12（ ISSN:0031-9422 ）

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    DOI： 10.1016/j.phytochem.2013.08.013

    PubMed

  • Design and synthesis of conformationally constrained analogues of cis-cinnamic acid and evaluation of their plant growth inhibitory activity Reviewed

    Nishikawa Keisuke, Fukuda Hiroshi, Abe Masato, Nakanishi Kazunari, Tazawa Yuta, Yamaguchi Chihiro, Hiradate Syuntaro, Fujii Yoshiharu, Okuda Katsuhiro, Shindo Mitsuru

    PHYTOCHEMISTRY   96   223 - 234   2013.12（ ISSN:0031-9422 ）

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    DOI： 10.1016/j.phytochem.2013.10.001

    PubMed

  • A convergent total synthesis of antiplasmodial C-2 symmetric (+)-ekeberin D-4 Reviewed

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

    TETRAHEDRON LETTERS   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

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

    ORGANIC LETTERS   15 ( 12 )   2966 - 2969   2013.06（ ISSN:1523-7060 ）

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    DOI： 10.1021/ol401081e

  • 新規環化異性化反応を応用したヒストリオニコトキシンの全合成研究

    西川 慶祐

    日揮・実吉奨学会　研究助成金受給者研究報告集   32   121 - 127   2013

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    Publishing type：Research paper (other academic)   Kind of work：Single Work  

    CiNii Article

  • Root-specific induction of early auxin-responsive genes in Arabidopsis thaliana by cis-cinnamic acid Reviewed

    Wasano Naoya, Sugano Mami, Nishikawa Keisuke, Okuda Katsuhiro, Shindo Mitsuru, Abe Hiroshi, Park So-Young, Hiradate Syuntaro, Kamo Tsunashi, Fujii Yoshiharu

    Japanese Society for Plant Cell and Molecular Biology　PLANT BIOTECHNOLOGY   30 ( 5 )   465 - 471   2013（ ISSN:1342-4580 ）

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    <i>cis</i>-Cinnamoyl glucosides are the allelochemicals in Thunberg's meadowsweet (<i>Spiraea thunbergii</i>). The essential chemical structure responsible for the bioactivity of <i>cis</i>-cinnamoyl glucosides, <i>cis</i>-cinnamic acid (<i>cis</i>-CA), strongly inhibits the root growth of several plant species; however, its mode of action has not been characterized at the gene expression level. We conducted a time–course microarray analysis of gene expression in Arabidopsis in response to 20 µM <i>cis</i>-CA. Comparison of the microarray profiles revealed a 10-fold upregulation of several auxin-responsive <i>GRETCHEN HAGEN-3</i> (<i>GH3</i>) genes and <i>LATERAL ORGAN BOUNDARIES DOMAIN</i>/<i>ASYMMETRIC LEAVES2-LIKE</i> (<i>LBD</i>) genes from 2 h to 6 h post-treatment. Two early auxin-responsive gene families, the <i>Aux</i>/<i>IAA</i> family (<i>IAA1</i>, <i>IAA5</i>) and the <i>GH3</i> family (<i>GH3.1</i>, <i>GH3.2</i>, <i>GH3.3</i>), and an <i>LBD</i> gene (<i>LBD16</i>) were markedly upregulated at 2 h after treatment in the roots, but not in the shoots, of Arabidopsis and remained highly expressed for 4 h. The influence of an exogenous application of <i>cis</i>-CA on the indole-3-acetic acid pathway strongly suggests that a root-targeted induction of auxin-responsive genes is involved in the <i>cis</i>-CA-mediated plant growth inhibition.

    DOI： 10.5511/plantbiotechnology.13.0718a

    CiNii Article

  • Synthetic Studies on Azatricyclic Alkaloid (-)-Lepadiformine A Utilizing Mercuric Triflate-Catalyzed Novel Cycloisomerization Reaction as a Key Step

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

    Symposium on the Chemistry of Natural Products Steering Committee, Symposium on the Chemistry of Natural Products, symposium papers   55 ( 0 )   2013

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    <p>An azatricyclic alkaloid (–)-lepadiformine A (1) was isolated from the marine tunicate Clavelina lepadiformis Muller in the Mediterranean near Tunisia by Biard and co-workers in 1994 (Scheme 1).<sup>1</sup> 1 exhibits cytotoxicities against various tumor cells [IC<sub>50</sub>= 9.20 mg/mL (KB), 0.75 mg/mL (HT29), 3.10 mg/mL (P388), 6.30 mg/mL (doxorubicin-resistant), and 6.10 mg/mL (NSCLS-N6)] and also possesses antiarrhythmic and antihypertensive properties. The complex skeleton structure is characterized by the trans-1-azadecalin AB ring system fused with the AC spiro cyclic ring, four asymmetric centers including nitrogen-substituted stereogenic quaternary carbon, and the B ring as a boat form. Although the specific skeleton structure and the eminent biological activities have prompted many synthetic organic chemists to promote the total synthesis so far,<sup>2,3</sup> we embarked on the total synthesis of (–)-1 based on our original synthetic methodology.</p><p>The retrosynthetic analysis of (–)-1 is shown in Scheme 1. The key feature is construction of the AC spiro cyclic ring system 3 from acyclic enone substrate 4 by a novel Hg(OTf)<sub>2</sub>-catalyzed cycloisomerization reaction developed in our laboratory.<sup>5</sup> Treatment of 4with 0.05 equiv of Hg(OTf)<sub>2</sub> in MeCN at rt for 45 min afforded the desired AC ring system 3 as a single diastereomer in 74% yield (Scheme 2). Conversion of 3 into Kim's intermediate 2resulted in the formal total synthesis of (–)-1.<sup>3e</sup> To modify the problem in the formal synthesis by Kim et al. (Scheme 3),<sup>2b</sup> we tried to carry out the key cycloisomerization reaction with a new substrate 13 bearing required all carbon atoms (Scheme 5). The Hg(OTf)<sub>2</sub>-catalyzed cycloisomerization reaction of 13diastereoselectively proceeded as well to give the AC spiro cyclic ring system 21 in 71% yield. The cycloisomerization product 21 was converted into (–)-lepadiformine A (1) via deoxygenation of the carbonyl group and the stereoselective B ring formation. Thus, we have accomplished the total synthesis of azatricyclic alkaloid (–)-lepadiformine A (1) utilizing our original Hg(OTf)<sub>2</sub>-catalyzed cycloisomerization reaction of 13 to 21 as a key step. This novel Hg(OTf)<sub>2</sub>-catalyzed cycloisomerization reaction could be useful for construction of complex natural products.</p>

    DOI： 10.24496/tennenyuki.55.0_Oral2

    CiNii Article

  • Confirmation of the Configuration of 10-Isothiocyanato-4-cadinene Diastereomers through Synthesis Reviewed

    Nishikawa Keisuke, Umezawa Taiki, Garson Mary J., Matsuda Fuyuhiko

    JOURNAL OF NATURAL PRODUCTS   75 ( 12 )   2232 - 2235   2012.12（ ISSN:0163-3864 ）

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    DOI： 10.1021/np300439e

    PubMed

  • Key structural features of cis-cinnamic acid as an allelochemical Reviewed

    Abe Masato, Nishikawa Keisuke, Fukuda Hiroshi, Nakanishi Kazunari, Tazawa Yuta, Taniguchi Tomoya, Park So-young, Hiradate Syuntaro, Fujii Yoshiharu, Okuda Katsuhiro, Shindo Mitsuru

    PHYTOCHEMISTRY   84   56 - 67   2012.12（ ISSN:0031-9422 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.phytochem.2012.08.001

    PubMed

  • Synthetic Study on Stemona Alkaloids using Ynolate ( Oral Presentation )

    Nishikawa Keisuke, Ikenaga Hiroshi, Cui Xianghua, Yaji Kentaro, Matsumoto Kenji, Shindo Mitsuru

    Symposium on the chemistry of natural products, Symposium on the Chemistry of Natural Products, symposium papers   ( 54 )   235 - 240   2012.09

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    Publishing type：Research paper (other academic)   Kind of work：Joint Work  

    Stemonamine (1) was isolated from the roots of Stemona japonica Miq. as a member of the Stemona alkaloid family. Although the racemic total syntheses of 1 or stemonamide (3) have been reported by three groups, its enantioselective synthesis has not been reported so far. In this presentation, the total synthesis of 1 using the reactions that we have developed, such as the ynolate-initiated tandem reaction and the intramolecular acylation, is described. Our synthesis commenced with condensation of the known optically active carboxylic acid 16 and the lactone 17 to give the iodide 15 in 4 steps. The intramolecular acylation of 15 using ^tBuLi afforded the 7-member ring 22 in high yield as the first key reaction. The TBS protection of 22 and the oxidative cleavage of the terminal alkene, followed by esterification, provided the methyl ester 14c. As the second key step, the tandem [2+2]cycloaddition-Dieckmann condensation using ynolate anion 6 and 14c was performed to successfully provide the enone 28c in high yield. After transformation of 28c to the diacetate 31, the acetoxy group on the C-ring was removed via the SmI_2-mediated reduction in good yield to afford the Tu's synthetic intermediate 33. At last, the total synthesis of 1 was achieved via the Tu's method. The spectroscopic data of our synthetic 1 were in good agreement with those recorded in the literature. [chemical formula]

    DOI： 10.24496/tennenyuki.54.0_235

    CiNii Article

  • Stereoselective synthesis of beta-glycosyl esters of cis-cinnamic acid and its derivatives using unprotected glycosyl donors Reviewed

    Matsuo Kazumasa, Nishikawa Keisuke, Shindo Mitsuru

    Elsevier　TETRAHEDRON LETTERS   52 ( 43 )   5688 - 5692   2011.10（ ISSN:0040-4039 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tetlet.2011.08.104

    CiNii Article

  • The Structure-Activity Relationship Study of cis-Cinnamic Acid to Develop New Plant Growth Regulator ( Poster Presentation )

    Nishikawa Keisuke, Abe Masato, Nakanishi Kazunari, Taniguchi Tomoya, Tazawa Yuta, Matsuo Kazumasa, Fukuda Hiroshi, Park So-young, Hiradate Syuntaro, Fujiie Yoshiharu, Shindo Mitsuru

    Symposium on the chemistry of natural products, Symposium on the Chemistry of Natural Products, symposium papers   ( 53 )   607 - 612   2011.09

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    Publishing type：Research paper (other academic)   Kind of work：Joint Work  

    l -0-cis-Cinnamoyl-β-D-glucopyranose, an allelochemical isolated from Spiraea thunbergii, exhibits potent plant growth inhibitory activity. cis-Cinnamic acid is the essential portion structure of 1-0-cis-cinnamoyl-β-D-glucopyranose responsible for the growth inhibitory activity. cis-Cinnamic acid exhibited potent inhibitory activity against the elongation of lettuce roots, and the half maximal effective concentration (EC_<50>) of cis-cinnamic acid was 2.2 μM. In this project we adopted cis-cinnamic acid as a novel lead compound, and examined the structure-activity relationship of cis-cinnamic acid to develop the environmentally friendly agrochemical. Moreover, we synthesized the fluorescent probes of cis-cinnamic acid aiming at the clarification of the mechanism of the activity expression. At first, we synthesized 1-0-cis-cinnamoyl-β-D-glucopyranose by the Hanessian protocol, and the synthetic compound showed similar inhibitory activity (EC_<50> 6.4 μg/mL) with that of the natural product (EC_<50> 4.0 μg/rnL). Next, we synthesized the cis-cinnamic acid analogues, and evaluated the inhibitory activities on the elongation of lettuce roots. Some analogues were found to be more potent than cis-cinnamic acid. Moreover, we found that the analogues having an oxime ether substituent at the meta position on the aromatic ring maintained strong inhibitory activity even if a sterically bulky substituent was on the ether moiety. This result is very important for the probe design because the direct substitution on the aromatic ring with the bulky ether group resulted in loss of the activity. The synthesis of the fluorescent probes, in which the core cis-cinnamic acid was connected with a fluorescent group with the oxime linkage, was achieved, and some probes exhibited potent inhibitory activity comparable to cis-cinnamic acid.

    DOI： 10.24496/tennenyuki.53.0_607

    CiNii Article

  • Total Synthesis of 10-Isocyano-4-cadinene and Its Stereoisomers and Evaluations of Antifouling Activities Reviewed

    Nishikawa Keisuke, Nakahara Hiroshi, Shirokura Yousuke, Nogata Yasuyuki, Yoshimura Erina, Umezawa Taiki, Okino Tatsufumi, Matsuda Fuyuhiko

    JOURNAL OF ORGANIC CHEMISTRY   76 ( 16 )   6558 - 6573   2011.08（ ISSN:0022-3263 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1021/jo2008109

    PubMed

  • Total Synthesis of 10-Isocyano-4-cadinene and Determination of Its Absolute Configuration Reviewed

    Nishikawa Keisuke, Nakahara Hiroshi, Shirokura Yousuke, Nogata Yasuyuki, Yoshimura Erina, Umezawa Taiki, Okino Tatsufumi, Matsuda Fuyuhiko

    ORGANIC LETTERS   12 ( 5 )   904 - 907   2010.03（ ISSN:1523-7060 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1021/ol9027336

    PubMed

▼display all

MISC

  • リングサイズ発散合成を応用した植物天然物の量的供給と構造活性相関研究への展開 Invited International journal

    西川 慶祐

    公益財団法人 松籟科学技術振興財団 2019 年度助成研究研究報告書 第 34 集   34   30 - 35   2023.03

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    Publishing type：Internal/External technical report, pre-print, etc.   International / domestic magazine：Domestic journal  

  • 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 International journal

    Keisuke Nishikawa and Yoshiki Morimoto

    月刊ファインケミカル   52   36 - 44   2023.01

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    Publishing type：Article, review, commentary, editorial, etc. (scientific journal)   International / domestic magazine：Domestic journal  

  • 直鎖分子からの環骨格一挙構築 を基盤とした天然物合成戦略 Invited

    西川 慶祐

    J. Synth. Org. Chem., Jpn.   79   1088 - 1088   2021.11

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    Authorship：Corresponding author   Publishing type：Article, review, commentary, editorial, etc. (scientific journal)   Kind of work：Single Work  

  • 飛翔する若手研究者 "環骨格一挙構築を基盤とした天然物合成戦略: 直鎖分子からのアプローチ" Invited Reviewed

    西川 慶祐

    化学と工業   73 ( 11 )   883 - 884   2020.11

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    Publishing type：Article, review, commentary, editorial, etc. (scientific journal)   Kind of work：Single Work  

  • 2014 年の化学 注目の論文 “第三級アルコールをひっくり返す！立体反転による第三級アルキルイソニトリルの合成” Invited

    西川 慶祐

    月刊化学   69   59 - 60   2014

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    Publishing type：Article, review, commentary, editorial, etc. (trade magazine, newspaper, online media)   Kind of work：Single Work  

Presentations

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

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

    2024.03 

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    Presentation type：Oral presentation (general)  

    Other Link： https://pub.confit.atlas.jp/ja/event/csj104th

  • ロリトレム B の合成研究 Domestic conference

    寺西 智徳、西川 慶祐、森本 善樹

    日本化学会第 104 春季年会  2024.03  公益社団法人 日本化学会

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    Presentation type：Oral presentation (general)  

    Venue：日本大学理工学部 船橋キャンパス  

    Other Link： https://pub.confit.atlas.jp/ja/event/csj104th

  • 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

    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 第 49 回大会組織委員会

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    Presentation type：Oral presentation (general)  

    Venue：近畿大学 奈良キャンパス  

    Other Link： https://pssj2.jp/congresses/49/taikai49.html

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

    T. Teranishi, K. Nishikawa, T. Niwa, K. Morita, S. Hashimoto, A. Hoshino, and Y. Morimoto

    The 15th International Kyoto Conference on New Aspects of Organic Chemistry ( IKCOC-15 )  2023.11  IKCOC-15 Organizing Committee

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    Presentation type：Poster presentation  

    Venue：Rihga Royal Hotel Kyoto  

    Other Link： https://ikcoc15.org/index.html

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

    T. Tsuruta, Y. Yoshino, K. Nishikawa, and Y. Morimoto

    The 15th International Kyoto Conference on New Aspects of Organic Chemistry ( IKCOC-15 )  2023.11  IKCOC-15 Organizing Committee

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    Presentation type：Poster presentation  

    Venue：Rihga Royal Hotel Kyoto  

    Other Link： https://ikcoc15.org/index.html

  • 含臭素トリテルペノイド、カリクラドールの不斉全合成、立体構造の決定、細胞毒性評価 Domestic conference

    西川 慶祐、錦部 健人、熊谷 百慶、森本 善樹

    第 67 回香料・テルペンおよび精油化学に関する討論会  2023.10  香料・テルペンおよび精油化学に関する討論会

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    Presentation type：Oral presentation (general)  

    Venue：千葉大学 西千葉キャンパス  

    Other Link： https://chem.tf.chiba-u.jp/gacb06/67teac/top.html

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

    S. Mori, K. Nishikawa, Y. Ono, K. Takayama, M. Ihara, K. Matsuda, and Y. Morimoto

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

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    Presentation type：Oral presentation (general)  

    Venue：Queens' College  

    Other Link： https://www.vectorspestsandparasites.com/

  • アザ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類の不斉全合成とニコチン性アセチルコリン受容体の阻害活性 Domestic conference

    小野 陽介、西川 慶祐、松村 匡浩、森 澄海人、高山 浩一、伊原 誠、松田 一彦、森本 善樹

    第 65 回天然有機化合物討論会  2023.09  第 65 回天然有機化合物討論会実行委員会

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    Venue：東京大学 安田講堂京  

    Other Link： https://cdsympo.com/cnp2023/index.html

  • イガイの足糸形成を阻害する seco-ドラスタン型ジテルペン Isolinearol の合成研究 Domestic conference

    鶴田 智暉、吉野 優季花、西川 慶祐、森本 善樹

    第 43 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」  2023.08  有機合成化学協会 関西支部、日本薬学会 関西支部

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    Presentation type：Poster presentation  

    Venue：京都工芸繊維大学 60 周年記念館  

    Other Link： http://www.soc-kansai.org/event/2023/2023wakate.html

  • Lolitrem B の合成研究 Domestic conference

    寺西 智徳、西川 慶祐、森本 善樹

    第 43 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」  2023.08  有機合成化学協会 関西支部、日本薬学会 関西支部

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    Presentation type：Poster presentation  

    Venue：京都工芸繊維大学 60 周年記念館  

    Other Link： http://www.soc-kansai.org/event/2023/2023wakate.html

  • フグ毒テトロドトキシンの不斉全合成研究 Domestic conference

    小野 陽介、西川 慶祐、安田 陸人、森本 善樹

    第 43 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」  2023.08  有機合成化学協会 関西支部、日本薬学会 関西支部

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    Presentation type：Poster presentation  

    Venue：京都工芸繊維大学 60 周年記念館  

    Other Link： http://www.soc-kansai.org/event/2023/2023wakate.html

  • 紅藻由来トリテルペンポリエーテル、ニバリオールの全合成研究 Domestic conference

    中尾 信之介、西川 慶祐、林 幹史朗、森本 善樹

    第 43 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」  2023.08  有機合成化学協会 関西支部、日本薬学会 関西支部

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    Presentation type：Poster presentation  

    Venue：京都工芸繊維大学 60 周年記念館  

    Other Link： http://www.soc-kansai.org/event/2023/2023wakate.html

  • 褐藻シワヤハズ由来抗炎症物質の構造活性相関 Domestic conference

    松田 明奈、椎葉 望実、鶴田 智暉、西川 慶祐、加藤 早苗、熊谷 百慶

    第 60 回化学関連支部合同九州大会  2023.07  第 60 回化学関連支部合同九州大会実行委員会

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    Presentation type：Poster presentation  

    Venue：北九州国際会議場  

    Other Link： https://godo-kyushu.jp/godo/index.html

  • 直鎖分子を鍵中間体とするテトロドトキシン類の全合成研究 Invited Domestic conference

    西川 慶祐

    静岡理工科大学 研究交流セミナー  2023.06  静岡理工科大学

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    Presentation type：Oral presentation (invited, special)  

    Venue：静岡理工科大学 豊沢キャンパス 教育棟 104 号室  

  • 6-epi-テトロドトキシンの不斉全合成研究 Domestic conference

    西川 慶祐、小野 陽介、田村 真一朗、森本 善樹

    日本化学会第 103 春季年会  2023.03 

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    Presentation type：Oral presentation (general)  

    Venue：東京理科大学 野田キャンパス  

  • トキシコデナン C の不斉合成研究 Domestic conference

    鶴田 智暉、中尾 信之介、西川 慶祐、森本 善樹

    日本化学会第 103 春季年会  2023.03 

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    Presentation type：Oral presentation (general)  

    Venue：東京理科大学 野田キャンパス  

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

    小野 陽介、西川 慶祐、奥村 光浩、森本 善樹

    日本化学会第 103 春季年会  2023.03 

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    Presentation type：Oral presentation (general)  

    Venue：東京理科大学 野田キャンパス  

  • 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、小林 謙太、西川 慶祐、森本 善樹

    第 66 回 香料・テルペンおよび精油化学に関する討論会  2022.11 

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    Presentation type：Oral presentation (general)  

    Venue：琉球大学 千原キャンパス  

  • 細胞毒性含臭素トリテルペノイド、ユーボールの全合成 Domestic conference

    西川 慶祐、滝 直人、熊谷 百慶、森本 善樹

    第 66 回 香料・テルペンおよび精油化学に関する討論会  2022.11 

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    Presentation type：Oral presentation (general)  

    Venue：琉球大学 千原キャンパス  

  • “リングサイズ発散” 合成法の確立: 5 ～ 7 員環エーテルをもつテルペノイド類の全合成、構造改訂、絶対配置の決定、生物活性 Domestic conference

    西川 慶祐, 寺西 智徳, 林 幹史郎, 丹羽 俊揮, 森田 健吾, 橋本 統星, 熊谷 百慶, 森本 善樹

    第 64 回天然有機化合物討論会  2022.09 

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    Presentation type：Oral presentation (general)  

    Venue：静岡市清水文化会館マリナート  

  • 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, 奥村 光浩, 森本 善樹

    第 42 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 」  2022.08 

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    Presentation type：Oral presentation (general)  

    Venue：オンライン発表  

  • 6-epiテトロドトキシンの全合成研究 Domestic conference

    田村 真一朗、西川 慶祐、森本 善樹

    第 42 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 」  2022.08 

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    Presentation type：Oral presentation (general)  

    Venue：オンライン発表  

  • 分子内還元的求核付加を鍵とするドラスタン型ジテルペンの合成研究 Domestic conference

    鶴田 智暉, 小林 謙太, 西川 慶祐, 森本 善樹

    第 42 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 」  2022.08 

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    Presentation type：Oral presentation (general)  

  • 直鎖状分子からの環骨格一挙構築を基盤とした天然物合成戦略 Invited Domestic conference

    西川 慶祐

    若手研究者のための有機化学札幌セミナー  2022.07 

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    Presentation type：Oral presentation (invited, special)  

    Venue：オンライン発表  

  • 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：オンライン発表  

  • 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：オンライン発表  

  • 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：オンライン発表  

  • 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：オンライン発表  

  • 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, Yoshiki Morimoto

    The 2021 International Chemical Congress of Pacific Basin Societies  2021.12 

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    Presentation type：Poster presentation  

    Venue：オンライン発表  

  • 直鎖分子からの環骨格一挙構築を基盤とした天然物合成戦略 Invited Domestic conference

    西川 慶祐

    第 19 回有機合成化学協会関西支部賞受賞講演会  2021.11 

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    Presentation type：Oral presentation (general)  

    Venue：オンライン発表  

  • 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  

  • “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  

  • “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)  

  • 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  

  • “紆余曲折を経て今日に至る ～ 大阪の大学教員が、北海道の院生に伝えたいこと ～ Invited Domestic conference

    西川 慶祐

    「 北海道大学 大学院環境科学院・環境科学同窓会 」イベント ホームカミングデー 2021  2021.09 

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    Venue：オンライン発表  

  • カリクラドールの不斉全合成と構造決定 Domestic conference

    錦部 健人、西川 慶祐、熊谷 百慶、 森本 善樹

    第 63 回天然有機化合物討論会  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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  • 含窒素スピロ環一挙構築反応による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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  • ”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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  • 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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  • 紅藻由来含臭素ポリエーテル類縁体の絶対立体配置特異的な細胞増殖抑制効果 Domestic conference

    熊谷 百慶，西川 慶祐，錦部 健人，尾方 勇太，森本 善樹，加藤 早苗

    令和 3 年度公益社団法人日本水産学会春季大会  2021.03 

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    Venue：オンライン発表  

  • 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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  • (–)-Tetrodotoxin の合成研究 Domestic conference

    安田 陸人、野口 隆幸、西川 慶祐、森本 善樹

    日本化学会第 101 春季年会  2021.03 

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  • (+)- および (−)-トキシコデナン A の不斉全合成 Domestic conference

    菊田 弘毅、鶴田 智暉、菅原 翔、 久米 真司、西川 慶祐、森本 善樹

    日本化学会第 101 春季年会  2021.03 

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  • ヨウ化サマリウムを用いたドラスタン型ジテルペンの合成研究 Domestic conference

    鶴田 智暉、菊田 弘毅、西川 慶 祐、森本 善樹

    日本化学会第 101 春季年会  2021.03 

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  • 直鎖分子からの環骨格一挙構築を 鍵工程とした天然物合成戦略 Invited Domestic conference

    西川 慶祐

    一般社団法人 近畿化学協会 合成部会 主催 第 2 回合成フォーラム ［ テーマ：若い世 代の有機合成 ］  2021.01 

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  • 毒をもって毒を制す！複雑な構造をもつ天然物の化学合成に挑む！ Invited Domestic conference

    西川 慶祐

    理学部教員による職員向け談話会  2020.12 

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  • 抗腫瘍活性を示す海洋産ポリエーテル (–)-アプリシオール B の不斉全合成による構造改訂と細胞毒性評価 Domestic conference

    錦部 健人、熊谷 百慶、西川 慶祐、森本 善樹

    第 10 回 CSJ 化学フェスタ 2020  2020.10 

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  • (+)-トキシコデナン A の不斉全合成 Domestic conference

    西川 慶祐、菊田 弘毅、中務 人誌、福山 裕香、森本 善樹

    第 62 回天然有機化合物討論会  2020.09 

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  • ジエポキシドの環化モードの切り替え反応を用いた、ネロリドール型セスキテルペノイド類の発散的合成と構造改訂 Domestic conference

    松浦 晃久、池内 拓海、西川 慶祐、森本 善樹

    日本化学会第 100 春季年会  2020.03 

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  • 第 34 回若い世代の特別講演会: 直鎖分子からの環骨格一挙構築をコンセプトとした天然物合成戦略 Invited Domestic conference

    西川 慶祐

    日本化学会第 100 春季年会  2020.03 

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  • (+)-トキシコデナン A の不斉全合成 Domestic conference

    菊田 弘毅、西川 慶祐、森本 善樹

    日本化学会第 100 春季年会  2020.03 

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  • Feroniellin 類の単段階発散的合成と構造改訂 Domestic conference

    丹羽 俊揮、錦部 健人、西川 慶祐、森本 善樹

    日本化学会第 100 春季年会  2020.03 

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

    松村 匡浩、西川 慶祐、吉田 浩明、伏井 雄一郎、森本 善樹

    日本化学会第 100 春季年会  2020.03 

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  • 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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  • 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

    西川 慶祐、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 9 回成果報告会  2020.01 

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

    Priscilla Yoong Mei Yen, Keisuke Nishikawa, and Yoshiki Morimoto

    18th Asian Chemical Congress ( 18th ACC )  2019.12 

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

    18th Asian Chemical Congress ( 18th ACC )  2019.12 

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  • Synthesis of Tetrodotoxin Framework Utilizing Direct Construction of Nitrogen-Containing Spirocyclic Compound Domestic conference

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

    Synthesis of Tetrodotoxin Framework Utilizing Direct Construction of Nitrogen-Containing Spirocyclic Compound  2019.10 

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  • Asymmetric Total Synthesis of Toxicodenane A Domestic conference

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

    The 63rd Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics  2019.09 

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  • Critical Switching of Cyclization Modes of Polyepoxides in Acidic Aqueous Media and Neutral Water Domestic conference

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

    The 63rd Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics  2019.09 

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

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

    The 63rd Symposium on the Chemistry of Terpenes, Essential Oils and Aromatics  2019.09 

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  • シス桂皮酸を起点とした植物根に対する重力屈性阻害剤の開発 Domestic conference

    岩田 隆幸、古澤 佑貴、牧川 早希、福田 洋、児玉 梢、和佐野 直也、福永 幸裕、 奥田 勝博、孫 軍、西川 慶祐、河本 ひとみ、松本 健司、狩野 有宏、森田 ( 寺尾 ) 美代、藤井 義晴、新藤 充

    第 61 回天然有機化合物討論会  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, Takumi Ikeuchi, Toshiki Niwa, and Yoshiki Morimoto

    61th Symposium on the Chemistry of Natural Products  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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    Presentation type：Poster presentation  

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

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

    27th International Society of Heterocyclic Chemistry Congress  2019.09 

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    Presentation type：Poster presentation  

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

    Priscilla Yoong Mei Yen, Keisuke Nishikawa, and Yoshiki Morimoto

    27th International Society of Heterocyclic Chemistry Congress  2019.09 

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    Presentation type：Poster presentation  

  • Short-Step Synthesis and Structure Detremination of Feroniellins Domestic conference

    Toshiki Niwa, Keisuke Nishikawa, Yoshiki Morimoto

    Short-Step Synthesis and Structure Detremination of Feroniellins  2019.08 

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  • Determination of All Stereochemistries of Cytotoxic Polyether Callicladol Derived from Red Alga Domestic conference

    Kento Nishikibe, Keisuke Nishikawa, Yoshiki Morimoto

    Determination of All Stereochemistries of Cytotoxic Polyether Callicladol Derived from Red Alga  2019.08 

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    Presentation type：Oral presentation (general)  

  • Asymmetric Total Synthesis of Toxicodenane A Domestic conference

    Koki Kikuta, Hitoshi Nakatsukasa, Yuka Fukuyama, Keisuke Nishikawa, Yoshiki Morimoto

    Asymmetric Total Synthesis of Toxicodenane A  2019.08 

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  • Elucidation of Absolute Configuration and Formation Mechanism of Cyclized Product by Cyclization of Diepoxide in Water Domestic conference

    Ikumi Ikeuchi, Keisuke Nishikawa, Yoshiki Morimoto

    Elucidation of Absolute Configuration and Formation Mechanism of Cyclized Product by Cyclization of Diepoxide in Water  2019.08 

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  • Asymmetric Total Synthetic Study of Poison Frog Histrionicotoxin Alkaloids Domestic conference

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

    Asymmetric Total Synthetic Study of Poison Frog Histrionicotoxin Alkaloids  2019.08 

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  • Synthesis of Tetrodotoxin Framework Domestic conference

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

    The 99th Annual Meeting of The Chemical Society of Japan  2019.03 

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  • Total Synthesis of Histrionicotoxin 235A International conference

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

    The 14th International Kyoto Conference on New Aspects of Organic Chemistry ( IKCOC-14 )  2018.11 

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    Presentation type：Poster presentation  

    Venue：Rihga Royal Hotel Kyoto  

  • 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：久留米シティプラザ  

  • 含窒素スピロ環を一挙構築する環化異性化反応の開発と天然物合成 Invited Domestic conference

    西川 慶祐

    遷移金属若手の会と天然物合成勉強会の合同勉強会  2018.09 

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    Presentation type：Oral presentation (general)  

    Venue：横浜国立大学  

  • 細胞毒性含臭素トリテルペノイド、サイヤセノール A の全合成 Domestic conference

    西川 慶祐

    第 5 回 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 」 若手シンポジウム  2018.08 

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    Presentation type：Oral presentation (general)  

    Venue：シーパル須磨  

  • Total Synthesis of Saiyacenol A Domestic conference

    Keisuke Nishikawa、Kento Nishikibe、Yoshiki Morimoto

    2018.08 

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  • Tetrodotoxin 骨格の合成研究 Domestic conference

    野口 隆幸、荒木 勇介、丸山 高弘、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：関西学院大学  

  • 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

    尾方 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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    Presentation type：Poster presentation  

    Venue：関西学院大学  

  • Total Synthesis of Histrionicotoxine 235A Domestic conference

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

    2018.08 

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  • スクアレン由来トリテルペンポリエーテルの全合成と、それらの細胞毒性 Domestic conference

    西川 慶祐

    第 23 回生理活性をあまり意図しない自由な天然物合成勉強会  2018.05 

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    Venue：ホテル新大阪  

  • Synthetic Study of Histrionicotoxin Alkaloid Domestic conference

    Kunihiro Matsumura、Hiroaki Yoshida、Mai Takami、Tomoyuki Koyama、Keisuke Nishikawa、Yoshiki Morimoto

    2018.05 

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  • プロの化学構造式の書き方教えます！「 身の回りの化学物質を書いてみよう 」 Domestic conference

    西川 慶祐

    大阪市立大学 市大授業  2018.04 

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

    Venue：大阪市立大学  

  • Formal Total Synthesis of Histrionicotoxin Domestic conference

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

    日本化学会第 98 春季年会  2018.03 

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    Presentation type：Oral presentation (general)  

    Venue：日本大学  

  • Total Synthesis of Marine Cytotoxic Polyether Saiyacenol A Domestic conference

    Kento Nishikibe、Keisuke Nishikawa、Yoshiki Morimoto

    The 98th Annual Meeting of The Chemical Society of Japan  2018.03 

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  • 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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    Presentation type：Oral presentation (general)  

    Venue：日本大学  

  • Synthetic Studies on Tetrodotoxin Domestic conference

    Rina Takeda、Araki Yusuke、Seiho Kikuchi、Haruka Yoshiyama、Keisuke Nishikawa、Yoshiki Morimoto

    The 98th Annual Meeting of The Chemical Society of Japan  2018.03 

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  • Synthetic Studies on Toxicodenane A Domestic conference

    Hitoshi Nakatsukasa, Yuuka Fukuyama, Keisuke Nishikawa, Yoshiki Morimoto

    日本化学会第 98 春季年会  2018.03 

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    Presentation type：Poster presentation  

    Venue：Nihon University  

  • Total Syntheses of Natural Products with Enantiodivergency, and Their Cytotoxic Activities Invited Domestic conference

    Keisuke Nishikawa

    2018.02 

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    Presentation type：Oral presentation (invited, special)  

  • 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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    Presentation type：Oral presentation (general)  

    Venue：神戸大学  

  • 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 年 【 秋 】  2017.12 

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    Presentation type：Poster presentation  

    Venue：早稲田大学  

  • Total Synthetic Studies on Tetrodotoxin Domestic conference

    Rina Takeda、Araki Yusuke、Takahiro Maruyama、Seiho Kikuchi、Haruka Yoshiyama、Keisuke Nishikawa、Yoshiki Morimoto

    The 47th Congress of Heterocyclic Chemistry  2017.10 

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  • Formal Total Synthesis of Histrionicotoxin Domestic conference

    Kunihiro Matsumura、Hiroaki Yoshida、Keisuke Nishikawa、Yoshiki Morimoto

    The 47th Congress of Heterocyclic Chemistry  2017.10 

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  • Formal Total Synthesis of Histrionicotoxin Domestic conference

    Kunihiro Matsumura、Hiroaki Yoshida、Keisuke Nishikawa、Yoshiki Morimoto

    2017.10 

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  • Phenomenon of Enantiodivergence in the Common Skeleton of the Thyrsiferol Family: Total Synthesis and Revised Structures of Aplysiol B and 22-Hydroxy-15(28)-dehydrovenustatriol Domestic conference

    Kento Nishikibe、Moe Tokita、Naoto Taki、Keisuke Nishikawa、Yoshiki Morimoto

    59th Symposium on the Chemistry of Natural Products  2017.09 

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    Presentation type：Oral presentation (general)  

  • Total Synthesis of Aplysiol B Domestic conference

    Keisuke Nishikawa

    2017.08 

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  • 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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    Presentation type：Poster presentation  

    Venue：立命館大学  

  • Formal Total Synthesis of Histrionicotoxin Domestic conference

    Kunihiro Matsumura、Hiroaki Yoshida、Keisuke Nishikawa、Yoshiki Morimoto

    2017.08 

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  • 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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    Presentation type：Poster presentation  

    Venue：立命館大学  

  • Total Synthetic Studies on Tetrodotoxin Domestic conference

    Rina Takeda、Araki Yusuke、Takahiro Maruyama、Seiho Kikuchi、Haruka Yoshiyama、Keisuke Nishikawa、Yoshiki Morimoto

    2017.08 

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    Presentation type：Poster presentation  

  • Total Synthetic Studies on Toxicodenane A Domestic conference

    Nakatsukasa Hitoshi、Yuka Fukuyama、Keisuke Nishikawa、Yoshiki Morimoto

    2017.08 

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    Presentation type：Poster presentation  

  • プロの化学構造式の書き方教えます！～身の回りの化学物質を書いてみよう～ Domestic conference

    西川 慶祐

    大阪市立大学 化学セミナー  2017.07 

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

    Venue：大阪市立大学  

  • 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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    Presentation type：Oral presentation (general)  

    Venue：沖縄コンベンションセンター  

  • 5,6-Dehydrokawain 誘導体の合成と破骨細胞分化抑制作用 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

    日本農芸化学会 2017 年度大会  2017.03 

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    Presentation type：Poster presentation  

  • Total Synthesis and Structural Revision of Marine Polyether Aplysiol B Domestic conference

    Kento Nishikibe、Moe Tokita、Naoto Taki、Keisuke Nishikawa、Yoshiki Morimoto

    The 97th Annual Meeting of the Chemical Society of Japan  2017.03 

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    Presentation type：Oral presentation (general)  

  • ポリエポキシドの水中環化反応の開発と天然物合成への応用 Domestic conference

    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 97 春季年会  2017.03 

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    Presentation type：Oral presentation (general)  

  • Synthetic Study of Histrionicotoxin through Hg(OTf)2-mediated Cyclization to Give the 6,6-Spirocyclic Product Domestic conference

    Hiroaki Yoshida、Tomoyuki Koyama、Keisuke Nishikawa、Yoshiki Morimoto

    The 97th Annual Meeting of the Chemical Society of Japan  2017.03 

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    Presentation type：Poster presentation  

  • Total Synthetic Studies on Tetrodotoxin Domestic conference

    Rina Takeda、Hiroshi Hattori、Araki Yusuke、Seiho Kikuchi、Haruka Yoshiyama、Keisuke Nishikawa、Yoshiki Morimoto

    The 97th Annual Meeting of the Chemical Society of Japan  2017.03 

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    Presentation type：Oral presentation (general)  

  • Synthetic Studies on Histrionicotoxin Domestic conference

    Kunihiro Matsumura、Tomoyuki Koyama、Keisuke Nishikawa、Yoshiki Morimoto

    The 97th Annual Meeting of the Chemical Society of Japan  2017.03 

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    Presentation type：Oral presentation (general)  

  • Structure-Activity Relationship Studies on Marine Cytotoxic Polyethers Domestic conference

    Yuta Ogata, Kento Nishikibe, Moe Tokita, Naoto Taki, Keisuke Nishikawa, Yoshiki Morimoto

    日本化学会第 97 春季年会  2017.03 

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    Presentation type：Poster presentation  

  • Synthetic Studies on Tetrodotoxin Skeleton Domestic conference

    Araki Yusuke、Takahiro Maruyama、Seiho Kikuchi、Tomoyuki Koyama、Keisuke Nishikawa、Yoshiki Morimoto

    The 97th Annual Meeting of the Chemical Society of Japan  2017.03 

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  • ポリエポキシドを仮想生合成中間体とするテルペノイドの全合成 Domestic conference

    西川 慶祐

    第 21 回生理活性をあまり意図しない自由な天然物合成勉強会  2017.03 

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    Presentation type：Oral presentation (general)  

  • エナンチオ発散性天然物群の合成と細胞毒性評価 Domestic conference

    西川 慶祐

    一般財団法人 日本食品分析センター研究交流会  2017.01 

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    Presentation type：Oral presentation (general)  

  • 着生阻害活性をもつ海洋天然有機化合物の化学構造を模倣した船底防汚剤の開発研究 Domestic conference

    西川 慶祐

    第 5 回ネイチャー・インダストリー・アワード  2016.11 

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    Presentation type：Oral presentation (general)  

  • π電子親和性触媒を用いたスピロ環骨格構築法を鍵とするカエル毒の全合成研究 Domestic conference

    松村 匡浩、西川 慶祐、舘 祥光、森本 善樹

    第 6 回 CSJ 化学フェスタ 2016  2016.11 

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  • Synthetic Studies on Histrionicotoxin through the Hg(OTf)2-catalyzed Cycloisomerization Domestic conference

    Kunihiro Matsumura、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2016.11 

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    Presentation type：Poster presentation  

  • Total Synthesis and Structural Revision of Aplysiol B Domestic conference

    Kento Nishikibe、Moe Tokita、Haruka Nakai、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2016.11 

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    Presentation type：Oral presentation (general)  

  • 月桃由来 5,6-dehydrokawain の骨粗鬆症予防効果とその作用機序解明に向けた構造活性相関研究 Domestic conference

    熊谷 百慶、三嶋 隆、吉田 泉、井出 将博、小泉 慶子、渡井 正俊、西川 慶祐、森本 善樹

    第 58 回天然有機化合物討論会  2016.09 

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  • Studies on Total Synthesis of Dolastane-type Diterpenes Possessing Antifouling Activity Domestic conference

    Yuka Fukuyama, Keisuke Nishikawa, Yshimitsu Tachi, Yoshiki Morimoto

    The 20th Osaka City University International Conference ( 20th OCUIC ) on Molecular Spins and Quantum Technology  2016.08 

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    Presentation type：Poster presentation  

  • Total Synthesis and Structural Revision of Marine Polyether Aplysiol B International conference

    Kento Nishikibe, Moe Tokita, Naoto Taki, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 20th Osaka City University International Conference ( 20th OCUIC ) on Molecular Spins and Quantum Technology  2016.08 

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    Presentation type：Poster presentation  

  • Synthetic Studies on Tetrodotoxin Model Compound International conference

    Yusuke Araki, Takahiro Maruyama, Seiho Kikuchi, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 20th Osaka City University International Conference ( 20th OCUIC ) on Molecular Spins and Quantum Technology  2016.08 

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  • Total Synthesis of Lepadiformine Marine Alkaloids and the Evaluation of Cytotoxic Activities International conference

    Kengo Yamauchi, Seiho Kikuchi, Shinnosuke Ezaki, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 20th Osaka City University International Conference ( 20th OCUIC ) on Molecular Spins and Quantum Technology  2016.08 

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  • Synthesis of 6,6-Spiro Cyclic Products Utilizing Mercury(II) Triflate-Catalyzed Cycloisomerization International conference

    Hiroaki Yoshida, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 20th Osaka City University International Conference ( 20th OCUIC ) on Molecular Spins and Quantum Technology  2016.08 

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  • Studies on Total Synthesis of Histrionicotoxins International conference

    Kunihiro Matsumura, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 20th Osaka City University International Conference ( 20th OCUIC ) on Molecular Spins and Quantum Technology  2016.08 

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    Presentation type：Poster presentation  

  • Total Synthetic Studies on Histrionicotoxin Utilizing the Hg(OTf)2-catalyzed Cycloisomerization Domestic conference

    Keisuke Nishikawa

    2016.08 

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    Presentation type：Oral presentation (general)  

  • 月桃に含まれる骨芽細胞分化促進物質 5,6-dehydrokawain の作用機序解明に向けた分子プローブの創生 Domestic conference

    熊谷 百慶、三嶋 隆、吉田 泉、井出 将博、小泉 慶子、渡井 正俊、西川 慶祐、森本 善樹

    日本食品科学工学会第 63 回大会  2016.08 

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    Presentation type：Oral presentation (general)  

  • Synthetic Studies on Tetrodotoxin Skeleton Utilizing the Hg(OTf)2-catalyzaed Cycloisomerization Domestic conference

    Yusuke Araki、Takahiro Maruyama、Seiho Kikuchi、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2016.08 

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    Presentation type：Poster presentation  

  • Synthetic Studies on Histrionicotoxin Domestic conference

    Kunihiro Matsumura、Hiroaki Yoshida、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2016.08 

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  • Aplysiol B の全合成研究 Domestic conference

    錦部 健人、鴇田 百栄、滝 直人、中井 遥、西川 慶祐、舘 祥光、森本 善樹

    第 36 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」  2016.08 

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  • Synthesis of the 6,6-Spirocyclic Product Utilizing the Hg(OTf)2-catalyzed Cycloisomerization Domestic conference

    Hiroaki Yoshida、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2016.08 

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  • Synthetic Studies on Lapidilectine B Domestic conference

    Kenogo Morita、Kazuhiro Iwasaki、Keisuke Nishikawa、Yoshimitu Tachi、Yoshiki Morimoto

    2016.08 

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  • レパジホルミン類の全合成と細胞毒性評価 Domestic conference

    山内 健吾、菊池 正峰、江崎 伸之介、小山 智之、野久保 春華、西川 慶祐、舘 祥光、森本 善樹

    第 36 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」  2016.08 

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  • Synthetic Studies on Dolastane-type Diterpene Possessing Antifouling Activity Domestic conference

    Yuka Fuyukuma、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2016.08 

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  • 紅藻マギレソゾ Laurencia saitoi 由来トリテルペノイドの臭素付加機構 Domestic conference

    正木 志良、金子 賢介、西川 慶祐、森本 善樹、鷲尾 健司、森川 正章、沖野 龍文

    第 11 回化学生態学研究会  2016.07 

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  • 紅藻マギレソゾ Laurencia saitoi 由来ブロモペルオキシダーゼの臭素化反応 Domestic conference

    正木 志良、金子 賢介、小林 大毅、石川 高史、西川 慶祐、森本 善樹、鷲尾 健司、森川 正章、沖野 龍文

    日本農芸化学会 2016 年度大会  2016.03 

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  • 月桃 ( Alpinia zerumbet ) 由来 5,6-dehydrokawain によるマウス骨芽細胞様 MC3T3-E1 細胞の分化促進作用 Domestic conference

    熊谷 百慶、三嶋 隆、渡辺 章夫、原田 哲平、井出 将博、小泉 慶子、吉田 泉、藤田 和弘、渡井 正俊、多和田 真吉、西川 慶祐、森本 善樹

    日本農芸化学会 2016 年度大会  2016.03 

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  • Synthesis of the 6,6-Spirocyclic Product Utilizing the Hg(OTf)2-catalyzed Cycloisomerization Domestic conference

    Hiroaki Yoshida、Takahiro Maruyama、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 96th Annual Meeting of the Chemical Society of Japan  2016.03 

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    Presentation type：Oral presentation (general)  

  • Total Synthetic Studies on Lepadiformine C Domestic conference

    Kengo Yamauchi、Seiho Kikuchi、Shinnosuke Ezaki、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 96th Annual Meeting of the Chemical Society of Japan  2016.03 

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    Presentation type：Oral presentation (general)  

  • Total Synthetic Studies on Dolastane-type Diterpene Possessing Antifouling Activity Domestic conference

    Yuka Fukuyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 96th Annual Meeting of the Chemical Society of Japan  2016.03 

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  • 海洋産紅藻 Laurencia viridis から単離された 22-ヒドロキシ-15(28)-デヒドロベヌスタトリオールの不斉全合成研究 Domestic conference

    鴇田 百栄、滝 直人、中井 遥、星野 晃大、森野 光耶子、西川 慶祐、舘 祥光、森本 善樹

    日本化学会第 96 春季年会  2016.03 

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  • Examination of the New Synthetic Strategy for Tetrodotoxins on the Basis of Mercury(II) Triflate-catalayzed Cycloisomerization Domestic conference

    Takahiro Maruyama, Seiho Kikuchi, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    日本化学会第 96 春季年会  2016.03 

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  • Elucidation of Formation Mechanism for Coordination Polymer Supported by Copper-Tripodal Triheteroaryl Ligand System Domestic conference

    Kairi Kakutaka, Ryo Enomoto, Keisuke Nishikawa, Yoshiki Morimoto, Yoshimitsu Tachi

    日本化学会第 96 春季年会  2016.03 

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  • アルキル鎖を伸長した三脚型配位子を用いた銅錯体の合成と置換基効果 Domestic conference

    榎本 凌、角髙 海理、西川 慶祐、森本 善樹、舘 祥光

    日本化学会第 96 春季年会  2016.03 

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    Presentation type：Oral presentation (general)  

  • Synthetic Studies on Natural Product Utilizing the Hg(OTf)2-catalyzed Cycloisomerization Domestic conference

    Keisuke Nishikawa

    2016.03 

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  • Evaluation of the Action of the Solvent Molecules to the Weak Interaction Between the Large-sized γ-Cyclodextrin and the Chiral Lipoic Acid International conference

    Matsumi Doe, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 2015 International Chemical Congress of Pacific Basin Societies ( Pacifichem2015 )  2015.12 

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  • Studies on the Formation Process of Coordination Polymer for Photoluminescence International conference

    Kairi Kakutaka, Keisuke Nishikawa, Yoshiki Morimoto, Yoshimitsu Tachi

    The 2015 International Chemical Congress of Pacific Basin Societies ( Pacifichem2015 )  2015.12 

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  • Comparison of Vanadium Dependent Bromoperoxidases from Three Species of the Red Algal Genus Laurencia International conference

    Kensuke Kaneko, Kenji Washio, Daiki Kobayashi, Takashi Ishikawa, Taiki Umezawa, Fuyuhiko Matsuda, Keisuke Nishikawa, Yoshiki Morimoto, Masaaki Morikawa, Tatsufumi Okino

    The 2015 International Chemical Congress of Pacific Basin Societies ( Pacifichem2015 )  2015.12 

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  • Aculeatin and Toddaculin from Toddalia asiatica ( L. ) Lam. Suppress Lipopolysaccharide Induced Inflammation of RAW264 Macrophages through Different Modes of Action International conference

    Momochika Kumagai, Akio Watanabe, Takashi Mishima, Izumi Yoshida, Keiko Koizumi, Masahiro Ide, Kazuhiro Fujita, Masatoshi Watai, Keisuke Nishikawa, Yoshiki Morimoto

    The 2015 International Chemical Congress of Pacific Basin Societies ( Pacifichem2015 )  2015.12 

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    Presentation type：Oral presentation (general)  

  • Synthetic Studies on Tetrodotoxin Model Compound Using Mercury(II) Triflate-Catalyzed Novel Cycloisomerization International conference

    Takahiro Maruyama, Seiho Kikuchi, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 2015 International Chemical Congress of Pacific Basin Societies ( Pacifichem2015 )  2015.12 

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  • Total Syntheses of Lepadiformines Using Hg(OTf)2-Catalyzed Novel Cycloisomerization Domestic conference

    Keisuke Nishikawa, Kengo Yamauchi, Seiho Kikuchi, Shinnosuke Ezaki, Tomoyuki Koyama, Takeshi Kodama, Yoshimitsu Tachi, Yoshiki Morimoto

    The 2015 International Chemical Congress of Pacific Basin Societies ( Pacifichem2015 )  2015.12 

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  • Total Synthetic Studies on Lepadiformine Alkaloids Utilizing the Mercuric Triflate-catalyzed Cycloisomerization Domestic conference

    Kengo Yamauchi、Seiho Kikuchi、Shinnosuke Ezaki、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 45th Congress of Heterocyclic Chemistry  2015.11 

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  • ヘロナピ ロール A 及び B の不斉全合成と全立体化学の決定 Domestic conference

    橋本 統星、松尾 知樹、西川 慶祐、児玉 猛、菊池 正峰、舘 祥光、森本 善樹

    第 45 回複素環化学討論会  2015.11 

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  • 5,6-Dehydrokawain and Synthetic Analogs Stimulate Osteoblastic MC3T3-E1 Cells International conference

    Momochika Kumagai, Takashi Mishima, Akio Watanabe, Teppei Harada, Masahiro Ide, Keiko Koizumi, Izumi Yoshida, Kazuhiro Fujita, Masatoshi Watai, Keisuke Nishikawa, Yoshiki Morimoto

    The 19th Osaka City University International Workshop on Advanced Molecular Materials Science ( 19th OCUIC )  2015.11 

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  • Synthesis of 6,6-Spiro Compound Using Mercury(II) Triflate-Catalyzed Novel Cycloisomerization International conference

    Hiroaki Yoshida, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 19th Osaka City University International Workshop on Advanced Molecular Materials Science ( 19th OCUIC )  2015.11 

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  • Studies on Total Synthesis of (–)-Histrionicotoxin International conference

    Kunihiro Matsumura, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 19th Osaka City University International Workshop on Advanced Molecular Materials Science ( 19th OCUIC )  2015.11 

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  • Total Syntheses of Lepadiformines International conference

    Kengo Yamauchi, Seiho Kikuchi, Shinnosuke Ezaki, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 19th Osaka City University International Workshop on Advanced Molecular Materials Science ( 19th OCUIC )  2015.11 

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  • Asymmetric Total Synthesis and Determination of Absolute Configuration of Heronapyrroles A and B International conference

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

    The 19th Osaka City University International Workshop on Advanced Molecular Materials Science ( 19th OCUIC )  2015.11 

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  • Asymmetric Total Synthesis of 22-Hydroxy-15(28)-dehydrovenustatriol International conference

    Moe Tokita, Naoto Taki, Haruka Nakai, Akihiro Hoshino, Miyako Morino, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 13th International Kyoto Conference on New Aspects of Organic Chemistry ( IKCOC-13 )  2015.11 

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  • Hg(OTf)2 触媒による環化異性化反応を用いたレパジホルミン類の全合成研究 Domestic conference

    西川 慶祐

    第 18 回生理活性をあまり意図しない自由な天然物合成勉強会  2015.10 

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  • 密度汎関数法を用いた三脚型トリピリジン−銅系配位高分子生成機構に関する研究 Domestic conference

    角髙 海理、榎本 凌、西川 慶祐、森本 善樹、舘 祥光

    錯体化学会第 65 回討論会  2015.09 

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  • 全合成によるユーボールの構造改訂及び 22-ヒドロキシ-15(28)-デヒドロベヌスタトリオールの全立体構造決定 Domestic conference

    滝 直人、鴇田 百栄、中井 遥、星野 晃大、森野 光耶子、児玉 猛、西川 慶祐、舘 祥光、 森本 善樹

    第 57 回 天然有機化合物討論会  2015.09 

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  • Total Synthetic Studies on Dolastane-type Diterpene Possessing Antifouling Activity Domestic conference

    Yuka Fukuyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    59th Symposium on the Chemistry of Terpenes, Essential Oils, and Aromatics  2015.09 

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  • Total Synthetic Studies on Dolastane-type Diterpene Possessing Antifouling Activity Domestic conference

    Yuka Fukuyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2015.08 

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  • 全合成による海洋産細胞毒性ポリエーテル iubol の全立体構造の決定 Domestic conference

    滝 直人、鴇田 百栄、中井 遥、星野 晃大、森野 光耶子、西川 慶祐、舘 祥光、森本 善樹

    第 35 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」  2015.08 

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  • Synthetic Studies on 6-epi-Tetrodotoxin Domestic conference

    Yusuke Araki、Seiho Kikuchi、Takahiro Maruyama、Haruka Yoshiyama、Keisuke NIshikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2015.08 

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  • Synthetic Studies on Tetrodotoxin Skeleton Utilizing the Hg(OTf)2-catalyzaed Cycloisomerization Domestic conference

    Takahiro Maruyama、Seiho Kikuchi、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2015.08 

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  • Synthesis of the 6,6-Spirocyclic Product Utilizing the Hg(OTf)2-catalyzed Cycloisomerization Domestic conference

    Hiroaki Yoshida、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2015.08 

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  • 22-Hydroxy-15(28)-dehydrovenustatriol の不斉全合成と全立体構造の決定 Domestic conference

    鴇田 百栄、滝 直人、中井 遥、星野 晃大、森野 光耶子、西川 慶祐、舘 祥光、森本 善樹

    第 35 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」  2015.08 

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  • Total Synthetic Studies on Marine Alkaloid Lepadiformines B and C Domestic conference

    Kengo Yamauchi、Seiho Kikuchi、Shinnosuke Ezaki、Tomoyuki Koyama、Haruka Nokubo、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2015.08 

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  • Diffusion Coefficient as an Evaluation Factor of Interaction and Behavior of the Each Chiral Lipoic Acid/Cyclodextrin Inclusion Complex International conference

    Matsumi Doe, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    12th Asian Congress of Nutrition  2015.05 

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  • 三脚型トリヘテロアリール配位子を用いた 配位高分子形成過程における多核銅錯体種の置換基効果 Domestic conference

    角髙 海理、西川 慶祐、森本 善樹、舘 祥光

    日本化学会第 95 春季年会  2015.03 

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  • Synthetic Studies on Tetrodotoxin Model Compound Using Mercury( II ) Triflate-catalyzed Novel Cycloisomerization Domestic conference

    Takahiro Maruyama, Seiho Kikuchi, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, and Yoshiki Morimoto

    日本化学会第 95 春季年会  2015.03 

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  • 海洋産紅藻 Laurencia viridis から単離された 22-ヒドロキシ-15(28)-デヒドロベヌスタトリオールの不斉全合成 Domestic conference

    鴇田 百栄、滝 直人、中井 遥、星野 晃大、森野 光耶子、西川 慶祐、舘 祥光、森本 善樹

    日本化学会第 95 春季年会  2015.03 

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  • 海洋産細胞毒性ポリエーテル iubol の不斉全合成と立体化学の訂正 Domestic conference

    滝 直人、鴇田 百栄、中井 遥、星野 晃大、森野 光耶子、西川 慶祐、舘 祥光、森本 善樹

    日本化学会第 95 春季年会  2015.03 

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  • Synthetic Studies on Lepadiformine Alkaloids Utilizing the Mercuric (II) Triflate-catalyzed Cycloisomerization Domestic conference

    Kengo Yamauchi、Seiho Kikuchi、Shinnosuke Ezaki、Tomoyuki Koyama、Haruka Nokubo、Takeshi Kodama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 95th Annual Meeting of the Chemical Society of Japan  2015.03 

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  • Synthetic Studies on Tetrodotoxin Domestic conference

    Seiho Kikushi、Yusuke Araki、Takahiro Maruyama、Haruka Yoshiyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 95th Annual Meeting of the Chemical Society of Japan  2015.03 

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  • 酵素の非対称構造を摸倣した多核鉄錯体の合成 Domestic conference

    中尾 拓人、西川 慶祐、森本 善樹、舘 祥光

    日本化学会第 95 春季年会  2015.03 

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  • Studies on Total Synthesis of Tetrodotoxin International conference

    Seiho Kikuchi, Haruka Yoshiyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 18th Osaka City University International Conference ( 18th OCUIC )  2015.03 

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  • Studies on Total Synthesis of Lepadiformines Using Mercury(II) Triflate-Catalyzed Novel Cycloisomerization as a Key Step International conference

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

    The 18th Osaka City University International Conference ( 18th OCUIC )  2015.03 

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  • Asymmetric Total Synthesis of 22-Hydroxy-15(28)-dehydrovenustatriol Isolated from Marine Red Alga Laurencia viridis International conference

    Moe Tokita, Naoto Taki, Haruka Nakai, Akihiro Hoshino, Miyako Morino, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 18th Osaka City University International Conference ( 18th OCUIC )  2015.03 

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  • Synthetic Studies on Tetrodotoxin Model Compound Using Mercury(II) Triflate-Catalyzed Novel Cycloisomerization International conference

    Takahiro Maruyama, Seiho Kikuchi, Tomoyuki Koyama, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 18th Osaka City University International Conference ( 18th OCUIC )  2015.03 

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  • Asymmetric Total Synthesis of Marine Cytotoxic Polyether Iubol and the Structural Revision of Its Stereochemistry International conference

    Naoto Taki, Moe Tokita, Haruka Nakai, Akihiro Hoshino, Miyako Morino, Keisuke Nishikawa, Yoshimitsu Tachi, Yoshiki Morimoto

    The 18th Osaka City University International Conference ( 18th OCUIC )  2015.03 

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  • Synthetic Studies on Tetrodotoxin Domestic conference

    Keisuke Nishikawa

    2015.02 

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  • Total Synthesis of (–)-Lepadiformine A Utilizing the Mercuric Triflate-catalyzed Cycloisomerization Domestic conference

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

    2014.11 

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  • 非対称型配位子を用いた多核鉄錯体の構造及びその反応性 Domestic conference

    中尾 拓人、西川 慶祐、森本 善樹、舘 祥光

    錯体化学会第 64 回討論会  2014.10 

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  • 三脚型トリヘテロアリール配位子を用いた銅錯体形成過程の構造解明 Domestic conference

    角髙 海理、田村 哲平、西川 慶祐、森本 善樹、舘 祥光

    錯体化学会第 64 回討論会  2014.10 

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  • 4-ファルネシル-2-ニトロピロール天然物の全合成 Domestic conference

    松尾 知樹、三谷 光、児玉 猛、西川 慶祐、舘 祥光、森本 善樹

    第 56 回 天然有機化合物討論会  2014.10 

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  • α-リポ酸光学活性体／γ-シクロデキストリン包接複合体の溶液中での挙動 Domestic conference

    土江 松美、西川 慶祐、舘 祥光、森本 善樹

    第 31 回シクロデキストリンシンポジウム  2014.09 

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  • Asymmetric Total Synthesis of the Proposed Structure of Marine Cytotoxic Polyether Iubol Domestic conference

    Naoto Taki、Haruka Nakai、Akihiro Hoshino、Miyako Morino、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 44th Congress of Heterocyclic Chemistry  2014.09 

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  • Synthetic Studies on Tetrodotoxin Model Compound Utilizing the Mercuric(II) Triflate-catalyzed Cycloisomerization Domestic conference

    Takahiro Maruyama、Seiho Kikuchi、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 44th Congress of Heterocyclic Chemistry  2014.09 

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  • Synthetic Studies on Tetrodotoxin Model Compound Utilizing the Mercuric(II) Triflate-catalyzed Cycloisomerization Domestic conference

    Takahiro Maruyama、Seiho Kikuchi、Tomoyuki Koyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2014.08 

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  • Synthetic Studies on Tetrodotoxin Domestic conference

    Seiho Kikuchi、Haruka Yoshiyama、Keisuke Nishikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2014.08 

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  • Asymmetric Total Synthesis of the Proposed Structure of Marine Cytotoxic Polyether Iubol Domestic conference

    Naoto Taki、Haruka Nakai、Akihiro Hoshino、Miyako Morino、Keisuke NIshikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    2014.08 

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  • 水銀トリフラート触媒による新奇環化異性化反応を鍵工程としたアザ三環性アルカロイド (–)-レパジホルミン A の全合成 Domestic conference

    菊池 正峰、江崎 伸之介、小山 智之、野久保 春華、児玉 猛、西川 慶祐、舘 祥光、森本 善樹

    日本化学会第 94 春季年会  2014.03 

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  • Total Synthesis of Stemona Alkaloid Domestic conference

    Hiroshi Ikenaga

    2014.03 

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  • 三脚型ヘテロトリアリール配位子を用いた錯体形成過程におけるコア構造の効果 Domestic conference

    角髙 海理、西川 慶祐、森本 善樹、舘 祥光

    日本化学会第 94 春季年会  2014.03 

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  • 三脚型トリヘテロアリール配位子を用いた配位高分子形成過程の解明 Domestic conference

    田村 哲平、西川 慶祐、森本 善樹、舘 祥光

    日本化学会第 94 春季年会  2014.03 

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  • L-Proline から誘導される不斉配位子を導入した鉄錯体の電気化学な酸化反応の検討 Domestic conference

    溝口 晃平、西川 慶祐、森本 善樹、舘 祥光

    日本化学会第 94 春季年会  2014.03 

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  • ジプロリン骨格を有する新規鉄錯体の合成と機能 Domestic conference

    山口 颯人、西川 慶祐、森本 善樹、舘 祥光

    日本化学会第 94 春季年会  2014.03 

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  • Synthetic Studies on Dehydrothyrsiferol and the Relative Compounds Domestic conference

    Haruka Nakai、Akihiro Hoshino、Miyako Morino、Hitomi Kanbara、Naoto Taki、Keisuke NIshikawa、Yoshimitsu Tachi、Yoshiki Morimoto

    The 94th Annual Meeting of The Chemical Society of Japan  2014.03 

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  • トランスクリプトームによるシス桂皮酸誘導体群の構造活性相関評価 Domestic conference

    和佐野 直也、加茂 綱嗣、平舘 俊太郎、西川 慶祐、奥田 勝博、新藤 充、藤井 義晴

    第 55 回日本植物生理学会年会  2014.03 

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  • 不均一な配位場を有する三脚型配位子を用いた配位高分子合成と発光特性 Domestic conference

    田村 哲平、西川 慶祐、森本 善樹、舘 祥光

    錯体化学会第 63 回討論会  2013.11 

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  • L-Proline から誘導される新規不斉合成触媒の合成と酸化反応活性の検討 Domestic conference

    溝口 晃平、西川 慶祐、森本 善樹、舘 祥光

    錯体化学会第 63 回討論会  2013.11 

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  • 非対称ペンタピリジン配位子を用いた鉄錯体の合成と構造及びその反応性 Domestic conference

    中尾 拓人、西川 慶祐、森本 善樹、舘 祥光

    錯体化学会第 63 回討論会  2013.11 

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  • 水銀トリフラート触媒による新奇環化異性化反応を鍵工程としたアザ三環性アルカロイド (－)-レパジホルミン A の全合成 Domestic conference

    菊池 正峰、江崎 伸之介、小山 智之、野久保 春華、児玉 猛、西川 慶祐、舘 祥光、森本 善樹

    第 55 回天然有機化合物討論会  2013.09 

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  • α–リポ酸シクロデキストリン包接複合体の溶液中での挙動 Domestic conference

    土江 松美、河井 昌裕、西川 慶祐、舘 祥光、森本 善樹

    第 30 回シクロデキストリンシンポジウム  2013.09 

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  • Stemonamine の全合成 Invited Domestic conference

    池永 大、西川 慶祐、松本 健司、新藤 充

    第 25 回若手研究者のためのセミナー  2013.08 

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  • Total Synthesis of Stemonamine Utilizing Ynolate-mediated Cyclization Reaction Domestic conference

    Keisuke Nishikawa、Hiroshi Ikenaga、Kenji Matsumoto、Mitsuru Shindo

    2013.08 

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  • ヘロナピロール類 A 及び B の全合成と全立体構造の決定 Domestic conference

    松尾 知樹、三谷 光、児玉 猛、西川 慶祐、舘 祥光、森本 善樹

    第 33 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」  2013.08 

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  • 海洋産含臭素化合物 isodehydrothyrsiferol の全合成と全立体構造の決定 Domestic conference

    中井 遥、星野 晃大、森野 光耶子、神原 瞳、児玉 猛、菊池 正峰、西川 慶祐、舘 祥光、森本 善樹

    第 33 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」  2013.08 

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  • Total Synthesis of (–)-Lepadiformine A Utilizing the Mercuric Triflate-catalyzed Cycloisomerization Domestic conference

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

    2013.08 

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  • Total Synthesis of Stemonamine Domestic conference

    Hiroshi Ikenaga、Keisuke Nishikawa、Kenji Matsumoto、Mitsuru Shindo

    2013.07 

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  • cis-桂皮酸の分子プローブを用いた蛍光イメージングと標的タンパク質の探索 Domestic conference

    福永 幸裕、福田 洋、西川 慶祐、奥田 勝博、新藤 充

    日本ケミカルバイオロジー学会第 8 回年会  2013.06 

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  • Total Synthetic Studies on the Cyclic Natural Products Domestic conference

    Keisuke Nishikawa

    2013.05 

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  • Total Synthesis of Stemonamine ( 1 ). Costruction of C-ring through the Intermolecular Acylation Domestic conference

    Hiroshi Ikenaga、Keisuke Nishikawa、Mitsuru Shindo

    2013.03 

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  • Synthesis of cis-Cinnamic Acid Molecular Probe Domestic conference

    Hiroshi Fukuda、Keisuke Nishikawa、Yukihiro Fukunaga、Mitsuru Shindo

    2013.03 

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  • cis-桂皮酸の植物組織内動態と相互作用タンパク質の探索 Domestic conference

    福永 幸裕、福田 洋、西川 慶祐、新藤 充

    日本薬学会第 133 年会  2013.03 

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  • Total Synthesis of Stemonamine ( 2 ) Domestic conference

    Keisuke Nishikawa、Hiroshi Ikenaga、Kenji Matsumoto、Mitsuru Shindo

    2013.03 

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  • Total Synthesis of Stemonamine International conference

    Keisuke Nishikawa, Hiroshi Ikenaga, Xianghua Cui, Keniji Matsumoto, Mitsuru Shindo

    Kyushu Univ.-NTU Joint Symposium  2013.01 

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  • 植物他感作用を示す cis-桂皮酸の蛍光プローブの合成と分子イメージング Domestic conference

    福田 洋、西川 慶祐、福永 幸裕、新藤 充

    第 29 回日本薬学会九州支部大会  2012.12 

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  • Synthetic Studies on Stemona Alkaloid Utilizing Ynolate Domestic conference

    Keisuke Nishikawa、Hiroshi Ikenaga、Xianghua Cui、Kentaro Yaji、Kenji Matsumoto、Mitsuru Shindo

    54th Symposium on the Chemistry of Natural Products  2012.09 

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  • アレロパシー活性を示す cis-桂皮酸の蛍光及び赤色プローブの合成と分子イメージング Domestic conference

    西川 慶祐、福田 洋、福永 幸裕、奥田 勝博、新藤 充

    日本ケミカルバイオロジー学会第 7 回年会  2012.06 

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  • 強いアレロパシー活性を示す cis-桂皮酸の赤色分子プローブの合成と生物活性評価 Domestic conference

    福田 洋、西川 慶祐、奥田 勝博、新藤 充

    日本薬学会第 132 年会  2012.03 

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  • 強いアレロパシー活性を示す cis-桂皮酸の蛍光及びビオチン標識化分子プローブの合成と生物活性評価 Domestic conference

    西川 慶祐、福田 洋、奥田 勝博、新藤 充

    日本薬学会第 132 年会  2012.03 

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  • 強いアレロパシー活性を示す cis-桂皮酸に特異的なアンタゴニストの探策と生物活性機構の解析 Domestic conference

    奥田 勝博、西川 慶祐、福田 洋、新藤 充

    日本薬学会第 132 年会  2012.03 

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  • Synthetic Studies on Cassiol Utilizing Ynolate-initiated Reaction Domestic conference

    2012.03 

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  • Synthetic Studies on Stemonamide Domestic conference

    Xianghua Cui、Keisuke Nishikawa、Kentaro Yaji、Mitsuru Shindo

    2012.03 

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  • ユキヤナギのアレロケミカルはオーキシン早期応答遺伝子群の発現を誘導する Domestic conference

    和佐野 直也、菅野 真実、西川 慶祐、奥田 勝博、新藤 充、安部 洋、朴 昭英、加茂 綱嗣、平舘 俊太郎、藤井 義晴

    第 53 回植物生理学会年会  2012.03 

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  • The Structure-Activity Relationship Study of cis-Cinnamic Acid to Develop New Plant Growth Regulator Domestic conference

    Keisuke Nishikawa、Masato Abe、Kazunari Nakanishi、Tomoya Taniguchi、Yuta Tazawa、Kazumasa Matsuo、Hiroshi Fukuda、Park So-Young、Syuntaro Hiradate、Yoshiharu Fojii、Mitsuru Shindo

    53th Symposium on the Chemistry of Natural Products  2011.09 

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  • アレロパシー活性を持つシス桂皮酸の分子プローブ化 Domestic conference

    福田 洋、西川 慶祐、奥田 勝博、松本 健司、平舘 俊太郎、藤井 義晴、新藤 充

    有機合成化学協会九州山口支部 第 23 回若手研究者のためのセミナー  2011.08 

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  • Synthetic Studies on Cassiol Utilizing Ynolate-initiated Reaction Domestic conference

    Shinji Nakamura、Keisuke Nishikawa、Mitsuru Shindo

    2011.07 

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  • 強いアレロパシー活性をもつシス桂皮酸誘導体の芳香環置換基効果 Domestic conference

    西川 慶祐、新藤 充

    日本薬学会第 131 年会  2011.03 

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  • Total Syntheses of Isocyanocadinene and Its Stereoisomers, and Evaluation of Its Antifouling Activities Domestic conference

    Keisuke Nishiakwa、Yosuke Shirokura、Yasuyuki Nogata、Erine Yoshimura、Tatsufumi Okino、Taiki Umezawa、Fuyuhiko Matsuda

    2010.11 

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  • Total Syntheses of Isocyanocadinene and Its Stereoisomers, and Evaluation of Its Antifouling Activities Domestic conference

    Keisuke Nishikawa、Yosuke Shirokura、Yasuyuki Nogata、Erina Yoshimura、Tatsufumi Okino、Taiki Umezawa、Fuyuhiko Matsuda

    The 90th Annual Meeting of the Chemical Society of Japan  2010.03 

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  • Total Synthesis of Isocyanocadinene Domestic conference

    Keisuke Nishiakwa、Yosuke Shirokura、Taiki Umezawa、Fuyuhiko Matsuda

    The 89th Annual Meeting of the Chemical Society of Japan  2009.03 

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  • Total Synthesis of Isocyanocadinene Domestic conference

    Keisuke Nishikawa、Yosuke Shirokura、Hiroshi Nakahara、Taiki Umezawa、Fuyuhiko Matsuda

    50th Symposium on the Chemistry of Natural Products  2008.09 

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  • Total Synthesis of Isocyanocadinene Domestic conference

    Keisuke Nishiakwa、Yosuke Shirokura、Taiki Umezawa、Fuyuhiko Matsuda

    2008.07 

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    Presentation type：Oral presentation (general)  

  • Synthetic Studies on Isocyanocadinene Domestic conference

    Keisuke Nishiakwa、Yosuke Shirokura、Hiroshi Nakahara、Fuyuhiko Matsuda

    The 88th Annual Meeting of The Chemical Society of Japan  2008.03 

    　More details

    Presentation type：Oral presentation (general)  

  • Stereoselectivity in the SmI2-initiated Barbier-type Allylation Domestic conference

    Ryosei Endo、Keisuke Nishikawa、Fuyuhiko Matsuda

    The 87th Annual Meeting of The Chemical Society of Japan  2007.03 

    　More details

    Presentation type：Oral presentation (general)  

  • Stereochemistries of the SmI2-initiated intermolecular allylation Domestic conference

    Ryosai Endo、Keisuke Nishikawa、Hiroaki Tamiya、Fuyuhiko Matsuda

    2007.02 

    　More details

    Presentation type：Oral presentation (general)  

  • Synthetic Studies on 10-Isocyano-4-cadinene for the Development of Environmentally Safe Antifouling Agents International conference

    Keisuke Nishikawa, Hiroshi Nakahara, Fuyuhiko Matsuda

    Hokkaido University International Symposium on Sustainable Development  2006.08 

    　More details

    Presentation type：Poster presentation  

  • The SmI2-initiated Stereoselective Barbier-type Coupling Reaction Domestic conference

    Keisuke Nishikawa、Hiroaki Tamiya、Fuyuhiko Matsuda

    The 86th Annual Meeting of the Chemical Society of Japan  2006.03 

    　More details

    Presentation type：Oral presentation (general)  

  • The Reaction Mechanism of Samarium( II ) idodie-initiated Ring-closing Reaction Domestic conference

    Keisuke Nishikawa、Hiroaki Tamiya、Fuyuhiko Matsuda

    2005.07 

    　More details

    Presentation type：Oral presentation (general)  

▼display all

Grant-in-Aid for Scientific Research

  • 海産のハロゲンテルペンとハイドロゲル高分子材の融合で挑む『SDGs対応型漁網』の開発

    Grant-in-Aid for Scientific Research(C)  2026

  • Chemical Synthesis Approach in Order to Create SDGs-Compatible "Byssus Formation Inhibitors"

    Grant-in-Aid for Scientific Research(C)  2026

  • 海産のハロゲンテルペンとハイドロゲル高分子材の融合で挑む『SDGs対応型漁網』の開発

    Grant-in-Aid for Scientific Research(C)  2025

  • Chemical Synthesis Approach in Order to Create SDGs-Compatible "Byssus Formation Inhibitors"

    Grant-in-Aid for Scientific Research(C)  2025

  • SDGs 対応型『足糸形成阻害剤』の創生を目的とする化学合成的アプローチ

    Grant-in-Aid for Scientific Research(C)  2024.02

  • 海産のハロゲンテルペンとハイドロゲル高分子材の融合で挑む『 SDGs 対応型漁網 』の開発

    Grant-in-Aid for Scientific Research(C)  2024.02

  • 海産のハロゲンテルペンとハイドロゲル高分子材の融合で挑む『SDGs対応型漁網』の開発

    Grant-in-Aid for Scientific Research(C)  2024

  • Chemical Synthesis Approach in Order to Create SDGs-Compatible "Byssus Formation Inhibitors"

    Grant-in-Aid for Scientific Research(C)  2024

  • 沖縄産軟体サンゴホロビオントを探索源とした「環境調和型の新規魚類疾病薬剤」の創出

    Grant-in-Aid for Scientific Research(C)  2024

  • 沖縄産軟体サンゴホロビオントを探索源とした「環境調和型の新規魚類疾病薬剤」の創出

    Grant-in-Aid for Scientific Research(C)  2022.02

  • Development of the Asymmetric Cycloisomerization Reaction to Directly Provide Nitrogen-containing Spiro Cyclic Products : New Strategy for the Synthesis of Alkaloids

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

  • 海洋天然有機化合物を模倣した環境にやさしい新規防汚剤の開発研究

    Grant-in-Aid for Young Scientists(B)  2014.04

▼display all

Contract research

  • ヒアルロン酸分析用に用いる二糖標準品の化学合成

    科学技術振興機構 ( JST )  2016.04

Incentive donations / subsidies

  • 新骨格セスキテルペノイド天然物群の網羅的合成法を経た、糖尿病性腎症のための「 低分子創薬シード分子 」創生

    公益財団法人 ノバルティス科学振興財団  第 37 回ノバルティス研究奨励金  2024.03

  • 合成的アプローチによる、足糸形成阻害タイプ天然物からの環境対応型防汚塗料の開発

    公益財団法人 住友電工グループ社会貢献基金  2023 年度学術・研究助成  2023.11

  • 足糸形成阻害に着目した SDGs 対応型防汚塗料の開発研究

    公益財団法人 住友財団  環境研究助成  2023.10

  • 船舶エネルギーの利用効率化を目指した “環境調和型” 船底防汚塗料の開発研究

    公益財団法人 ＥＮＥＯＳ 東燃ゼネラル研究奨励・奨学会  2022.04

  • 海洋生物の付着を防ぐ天然物のケミカルバイオロジー研究

    公益財団法人 サントリー生命科学財団  Sunbor Grant  2020.12

  • 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

    公益財団法人 徳山科学技術振興財団  2020.10

  • リングサイズ発散合成を応用した植物天然物の量的供給と構造活性相関研究への展開

    公益財団法人 松籟科学技術振興財団  2020.03

  • 細胞毒性含臭素ポリエーテル類の作用機構解明に関する研究

    公益財団法人 東京化成化学振興財団  2019.04

  • エナンチオ発散現象を示す天然物の探索とその生成機構の解明

    公益財団法人 長瀬科学技術振興財団  2018.04

  • 海洋天然有機化合物からアプローチした湾岸環境に対応した新規防汚塗料の開発

    大学  2016.04

  • 新規環化異性化反応を応用したヒストリオニコトキシンの全合成研究

    公益財団法人 日揮・実吉奨学会  2013.09

  • 生物間相互作用を担う天然有機化合物の全合成研究

    その他省庁等  2009

▼display all

Original item・Special report (Research Activity)

  • 2023

    　More details

    Original item：研究業績の特記事項

    Special report：　過去に、ポリエポキシドの生合成様カスケード環化反応の研究において、テトラエポキシドを原料として、水存在下 Brønsted 酸で五員環エーテルのトリステトラヒドロフランを与える環化反応について、中性水中加熱の条件に付すと生成物が六員環エーテルのビステトラヒドロピランへと切り替わることを見出した。今回、本反応をジエポキシド基質に応用し、極少量の水存在下嵩高い Lewis 酸条件で七員環エーテルのオキセパン環の構築法も見出し、五～七員環エーテルの位置選択的リングサイズ発散合成法を確立することに成功した。本合成法を用い、ネロリドールセスキテルペノイド類とフェロニエリン類の発散的合成に応用し、一部の天然物について相対配置を改訂し、全ての天然物の絶対配置を決定した。合成したフェロニエリン類に対して NO 生産量を指標に抗炎症活性を評価したところ、七員環エーテルのフェリニエリン C が最も強力な抗炎症活性を示すことを明らかにした。
    　さらに、コロンビア原産のヤドクガエルから単離された、ヒストリオニコトキシン ( HTX ) アルカロイド類は、アンタゴニストとしてニコチン性アセチルコリン受容体 ( nAChR ) に作用する神経毒である。ペルヒドロヒストリオニコトキシン ( pHTX ) は HTX の合成誘導体であり、HTX 類と同等の神経毒性を示す。そして構造的特徴として、HTX 類特有の 1-アザスピロ [5.5] ウンデカン骨格を共通骨格としてもつ。今回、所属研究室で開発した環化反応を応用し、直鎖状アミノイノン分子から 1-アザスピロ [5.5] ウンデカン骨格を一挙構築することで、既知アルデヒドから、pHTX とそのジアステレオマー 3 種を発散的に、わずか 9 ステップで合成することに成功した。そして、合成品のトリ由来 α4β2 nAChR に対するアンタゴニスト活性を評価したところ、驚くべきことに、tri-6,7,8-epi-pHTX がオリジナルの pHTX よりも強力なアンタゴニスト活性を示すことが明らかとなった。

  • 2022

    　More details

    Original item：研究業績の特記事項

    Special report：　紅藻由来の含臭素トリテルペンポリエーテル、ユーボールはがん細胞に対して強力な増殖阻害活性を示すが、その複雑な化学構造から合成化学による構造決定が望まれる。我々は有機合成的手法により、ユーボールの提出構造式と、その立体異性体を複数合成し、提出構造式の立体化学を修正して、不明であった絶対配置を決定した。また。合成品数種について、がん細胞に対する増殖阻害活性を評価した。

Charge of on-campus class subject

  • 化学実験1

    2024   Weekly class   Undergraduate

  • 有機化学特論

    2024   Weekly class   Graduate school

  • 化学特別演習2A

    2024   Intensive lecture   Graduate school

  • 化学特別演習1A

    2024   Intensive lecture   Graduate school

  • 化学特別研究2A

    2024   Intensive lecture   Graduate school

  • 化学特別研究1A

    2024   Intensive lecture   Graduate school

  • 研究企画ゼミナール

    2024   Intensive lecture   Graduate school

  • 化学特別演習5A

    2024   Intensive lecture   Graduate school

  • 化学特別演習4A

    2024   Intensive lecture   Graduate school

  • 化学特別演習3A

    2024   Intensive lecture   Graduate school

  • 化学特別研究5A

    2024   Intensive lecture   Graduate school

  • 化学特別研究4A

    2024   Intensive lecture   Graduate school

  • 化学特別研究3A

    2024   Intensive lecture   Graduate school

  • 基礎化学実験

    2024   Weekly class   Graduate school

  • 化学実験Ⅱ

    2024   Weekly class   Undergraduate

  • 化学実験Ⅰ

    2024   Weekly class   Undergraduate

  • 海外特別研究 2

    2023   Intensive lecture   Graduate school

  • 海外特別研究 1

    2023   Intensive lecture   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

  • 基礎化学実験

    2023   Weekly class   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

  • 前期海外特別研究１

    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

  • 有機化学演習１

    2023   Weekly class   Undergraduate

  • 特別研究

    2023   Intensive lecture   Undergraduate

  • 基礎化学実験

    2023   Weekly class   Graduate school

  • 有機化学演習２

    2023   Weekly class   Undergraduate

  • 化学実験 Ⅳ

    2023   Weekly class   Undergraduate

  • 化学実験 Ⅲ

    2023   Weekly class   Undergraduate

  • 基礎化学実験 Ⅱ

    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

  • 基礎化学実験

    2022   Weekly class   Undergraduate

  • 化学特別研究 3A

    2022   Intensive lecture   Graduate school

  • 化学特別演習 3A

    2022   Intensive lecture   Graduate school

  • 化学特別研究 1A

    2022   Intensive lecture   Graduate school

  • 研究企画ゼミナール

    2022   Intensive lecture   Graduate school

  • 化学特別演習 1A

    2022   Intensive lecture   Graduate school

  • 海外特別研究 1（ 杉本 ）

    2022   Intensive lecture   Graduate school

  • 化学特別演習 1B（ 杉本 ）

    2022   Intensive lecture   Graduate school

  • 化学特別研究 1B（ 杉本 ）

    2022   Intensive lecture   Graduate school

  • 有機化学演習 １

    2022   Weekly class   Undergraduate

  • 基礎化学実験*S化 T ( 化 )

    2022   Weekly class   Graduate school

  • 化学特別演習 3B（ 杉本 ）

    2022   Intensive lecture   Graduate school

  • 化学特別研究 3B（ 杉本 ）

    2022   Intensive lecture   Graduate school

  • 海外特別研究 3（ 杉本 ）

    2022   Intensive lecture   Graduate school

  • プロポーザルディフェンス（ 杉本 ）

    2022   Intensive lecture   Graduate school

  • 前期海外特別研究 ２（ 物質分子系 ）

    2022   Intensive lecture   Graduate school

  • 機能分子科学演習（M１）

    2022   Intensive lecture   Graduate school

  • 創成分子科学演習（ M２ ）

    2022   Intensive lecture   Graduate school

  • 創成分子科学演習（ M１ ）

    2022   Intensive lecture   Graduate school

  • 化学前期特別研究（ M２ ）

    2022   Intensive lecture   Graduate school

  • 化学前期特別研究（ M１ ）

    2022   Intensive lecture   Graduate school

  • 機能分子科学演習（ M２ ）

    2022   Intensive lecture   Graduate school

  • 後期海外特別研究 １（ 物質分子系 ）

    2022   Intensive lecture   Graduate school

  • 機能分子科学ゼミナール

    2022   Intensive lecture   Graduate school

  • 創成分子科学ゼミナール

    2022   Intensive lecture   Graduate school

  • 後期特別研究（ Ｄ３物質分子系 ）

    2022   Intensive lecture   Graduate school

  • 後期特別研究（ Ｄ２ 物質分子系 ）

    2022   Intensive lecture   Graduate school

  • 海外特別研究（ 化学 ）

    2022   Intensive lecture   Undergraduate

  • 化学実験

    2022   Weekly class   Undergraduate

  • 特別研究（ 化学 ）

    2022   Intensive lecture   Undergraduate

  • 有機化学演習 ２

    2022   Weekly class   Undergraduate

  • 化学実験 IV

    2021     Undergraduate

  • 機能分子科学ゼミナール

    2021     Graduate school

  • 機能分子化学演習

    2021     Graduate school

  • 特別研究

    2021     Undergraduate

  • 有機化学演習 II

    2021     Undergraduate

  • 有機化学演習 I

    2021     Undergraduate

  • 基礎化学実験 II

    2021     Undergraduate

  • 基礎化学実験 I

    2021     Undergraduate

  • 化学実験 Ⅲ ( 有機化学 )

    2021     Undergraduate

  • 後期特別研究

    2021     Graduate school

  • 前期特別研究

    2021     Graduate school

  • 機能分子科学ゼミナール

    2020     Graduate school

  • 機能分子科学演習

    2020     Graduate school

  • 特別研究

    2020     Undergraduate

  • 有機化学演習 1

    2020     Undergraduate

  • 基礎化学実験 II

    2020     Undergraduate

  • 基礎化学実験 I

    2020     Undergraduate

  • 化学実験 III ( 有機実験 )

    2020     Undergraduate

  • 前期特別研究

    2020     Graduate school

  • 後期特別研究

    2020     Graduate school

  • 化学実験 IV

    2020     Undergraduate

  • 特別研究

    2019     Undergraduate

  • 機能分子科学演習

    2019     Graduate school

  • 機能分子科学ゼミナール

    2019     Graduate school

  • 化学実験 S

    2019     Undergraduate

  • 基礎化学実験 II

    2019     Undergraduate

  • 基礎化学実験 I

    2019     Undergraduate

  • 化学実験 III ( 有機実験 )

    2019     Undergraduate

  • 前期特別研究

    2019     Graduate school

  • 後期特別研究

    2019     Graduate school

  • 有機化学演習 2

    2019     Undergraduate

  • 有機化学演習 1

    2019     Undergraduate

  • 後期特別研究

    2018     Graduate school

  • 化学実験 S

    2018     Undergraduate

  • 機能分子科学ゼミナール

    2018     Graduate school

  • 機能分子科学演習

    2018     Graduate school

  • Advanced Research Course for Master's Thesis of Science

    2018     Graduate school

  • Senior Thesis Project

    2018     Undergraduate

  • 基礎化学実験 I

    2018     Undergraduate

  • 基礎化学実験 Ⅱ

    2018     Undergraduate

  • Advanced Experiments in Chemistry III

    2018     Undergraduate

  • Practice in Organic Chemistry 2

    2018     Undergraduate

  • Practice in Organic Chemistry 1

    2018     Undergraduate

  • 特別研究

    2017     Undergraduate

  • 機能分子科学演習

    2017     Undergraduate

  • 機能分子科学ゼミナール

    2017     Graduate school

  • 化学実験 S

    2017     Undergraduate

  • 基礎化学実験 II

    2017     Undergraduate

  • 基礎化学実験 I

    2017     Undergraduate

  • 化学実験 III ( 有機実験 )

    2017     Undergraduate

  • 前期特別研究

    2017     Graduate school

  • 後期特別研究

    2017     Graduate school

  • 有機化学演習

    2017     Undergraduate

▼display all

Charge of off-campus class subject

  • 機能分子科学ゼミナール

    Institution：Osaka City University

  • 後期特別研究

    Institution：Osaka City University

  • 化学実験 Ⅲ ( 有機実験 )

    Institution：Osaka City University

  • 機能分子科学演習

    Institution：Osaka City University

  • 前期特別研究

    Institution：Osaka City University

  • 特別研究

    Institution：Osaka City University

  • 基礎化学実験 Ⅱ

    Institution：Osaka City University

  • 基礎化学実験 I

    Institution：Osaka City University

  • 有機化学演習 2

    Institution：Osaka City University

  • 有機化学演習 1

    Institution：Osaka City University

  • 有機化学 Ⅳ

    Institution：Osaka City University

  • 有機化学演習

    Institution：Osaka City University

▼display all

Faculty development activities

  • FD活動への貢献  2017

    　More details

    第 19 回教育支援のためのＦＤワークショップ 「 『 学士課程導入教育科目 』 のデザインと評価 」 ( 理学研究科の本年度第 1 回 ＦＤ 研修会 ) への参加

Social Activities　⇒ Link to the list of Social Activities

  • 令和 5 年度大阪府立大手前高等学校「サイエンス探究」最終発表会 指導助言

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

    Type： Research consultation

    大阪府立大手前高等学校  令和 5 年度大阪府立大手前高等学校「サイエンス探究」最終発表会  2023.07

    　More details

    SDGs：

    Number of participants：41（人）

  • Osaka City University Open Campus 2020

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

    Type： Lecture

    Osaka City University  2020.08

    　More details

    Audience： High school students

  • Osaka City University Open Campus 2018

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

    Osaka City University  2019.08

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    Audience： High school students

  • 米子工業高等専門学校 化学科ラボツアー

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

    大阪市立大学 理学部  化学科ラボツアー ( 学生実験室見学も含む )  大阪市立大学 理学部棟  2019.03

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    Audience： High school students,　Teachers

  • Osaka City University Open Campus 2018

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

    Type： Research consultation

    Osaka City University  Osaka City University  2018.08

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

    Number of participants：20（人）

  • 数学や理科の好きな高校生のための市大授業

    Role(s)： Guest,　Host,　Edit,　Lecturer,　Consultant,　Official expert,　Planner,　Logistic support,　Performer,　Report author

    Type： Lecture

    大阪市立大学  F コース “ プロの化学構造式の書き方教えます！「 身の回りの化学物質を書いてみよう 」 ”  大阪市立大学  2018.04

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

    Number of participants：150（人）

    高校化学で勉強する化学構造式の書き方とは一味違う、大学でのプロの構造式の書き方を、まだ有機化学を習っていない高校生を含め、誰にでも分かるように指導した。私たちの身の回りの、特に化学構造が面白い化合物を色々と取り上げ紹介するのと同時に、それらの構造を紙に実際に書くことで学習した。

  • Osaka City University Open Campus 2017

    Role(s)： Edit,　Lecturer,　Consultant,　Official expert,　Planner,　Logistic support,　Performer,　Report author

    Type： Research consultation

    Osaka City University  Osaka City University  2017.08

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

    Number of participants：30（人）

  • 大阪市立大学 化学セミナー

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

    Type： Lecture

    大阪市立大学  C コース 有機化学分野担当講演 “ プロの化学構造式の書き方教えます！～身の回りの化学物質を書いてみよう～ ”  大阪市立大学  2017.07

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

  • 第 13 回高校化学グランドコンテスト

    Role(s)： Logistic support

    Type： Lecture

    大阪市立大学  10F 会場・舞台担当  大阪市立大学  2016.10

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

  • 第 13 回高校化学グランドコンテスト

    Role(s)： Consultant,　Official expert

    Type： Research consultation

    大阪市立大学  愛知県立一宮高等学校 研究サポート “ セルロース溶解性のあるイオン液体の研究 ”  大阪市立大学  2016.07 - 2016.10

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    Audience： High school students,　Teachers

  • 群馬工業高等専門学校 化学科ラボツアー

    Role(s)： Consultant

    大阪市立大学  化学科学生実験室見学  大阪市立大学  2016

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    Audience： High school students,　Teachers

    Number of participants：10（人）

  • 第 12 回高校化学グランドコンテスト

    Role(s)： Consultant,　Official expert

    大阪市立大学  堺高校 研究サポート “ 古典的な方法によるペニシリンの作製およびフリーズドライによる単離 ”  大阪市立大学  2015.07 - 2015.10

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    Audience： High school students,　Teachers

  • 第 11 回高校化学グランドコンテスト

    Role(s)： Logistic support

    Type： Lecture

    大阪市立大学  運営業務  大阪市立大学  2014.07 - 2014.10

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

  • 第 10 回高校化学グランドコンテスト

    Role(s)： Logistic support

    大阪市立大学  運営業務および WEB 配信担当  大阪市立大学  2013.07 - 2013.10

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

  • 大阪市立大学 化学セミナー

    Role(s)： Logistic support

    Type： Lecture

    大阪市立大学  受付業務担当  大阪市立大学  2013.07

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

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Foreigner acceptance

  • 2024

    foreigners accepted :0

    International Students :1

  • 2022

    foreigners accepted :0

    International Students :1

  • 2021

    foreigners accepted :0

    International Students :0

  • 2020

    foreigners accepted :0

    International Students :0

  • 2019

    foreigners accepted :1

    International Students :1

  • 2018

    foreigners accepted :1

    International Students :1

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Other

  • Job Career

    2013.04 - 2020.03

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    Osaka City University Department of Chemistry, Graduate School of Science Assistant Professor