Updated on 2026/03/31

写真a

 
YASUNO YOKO
 
Organization
Graduate School of Science Department of Chemistry Associate Professor
School of Science Department of Chemistry
Title
Associate Professor
Affiliation
Institute of Science

Position

  • Graduate School of Science Department of Chemistry 

    Associate Professor  2025.04 - Now

  • School of Science Department of Chemistry 

    Associate Professor  2025.04 - Now

Degree

  • 博士（理学） （ Osaka City University ）

Research Areas

  • Life Science / Bioorganic chemistry  / 天然物化学

Professional Memberships

  • 近畿化学協会

  • 有機合成化学協会

  • 日本薬学会

  • 日本化学会

  • 日本ケミカルバイオロジー学会

  • アメリカ化学会

▼display all

Awards

  • 第58回天然有機化合物討論会 奨励賞

  • 第63 回 香料・テルペンおよび精油化学に関する討論会 ベストプレゼンテーション賞

Job Career (off-campus)

  • Osaka Metropolitan University   Graduate School of Sciences, Department of Chemistry

    2025.04 - Now

  • Kyushu University   Faculty of Sciences Department of Chemistry

    2020.03 - 2025.03

  • Osaka City University   Graduate School of Science Molecular Materials Science Course

    2016.04 - 2020.02

  • Osaka City University   Graduate School of Science Molecular Materials Science Course

    2014.04 - 2016.03

Education

  • Osaka City University   The second semester of doctoral program   Graduated/Completed

    2011.04 - 2014.03

  • Osaka City University   The first semester of doctoral program   Graduated/Completed

    2009.04 - 2011.03

  • Keio University   Bachelor's Course   Graduated/Completed

    2004.04 - 2008.03

Papers

  • Deciphering the properties and reaction mechanism of anhydromevalonate phosphate decarboxylase, a prenylated flavin mononucleotide‐dependent enzyme in the archaeal mevalonate pathway

    Rino Ishikawa, Natsumi Matsushima, Soma Ishimine, Honoka Nakamoto, Hajime Hayakawa, Yoko Yasuno, Tetsuro Shinada, Hiroshi Kawaide, Tomokazu Ito, Hisashi Hemmi

    The FEBS Journal   2026.01（ ISSN:1742464X ） （ eISSN:1742-4658 ）

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    Publishing type：Research paper (scientific journal)  

    In the archaeal mevalonate pathway, the prototype of all existing mevalonate pathways, a unique intermediate, trans ‐anhydromevalonate phosphate, is decarboxylated to form isopentenyl phosphate. The key reaction is catalyzed by a 3‐octaprenyl‐4‐hydroxybenzoate carboxy‐lyase (UbiD) family decarboxylase, anhydromevalonate phosphate decarboxylase (EC:4.1.1.126). The yet‐to‐be‐identified properties of the archaea‐specific enzyme, such as the requirement for prenylated flavin mononucleotide (prFMN) as a coenzyme, were elucidated using an enzyme derived from the hyperthermophilic archaeon Aeropyrum pernix . The coenzyme can be supplied to the decarboxylase from coexisting prFMN synthase, which anaerobically catalyzes the prenylation of reduced flavin mononucleotide and subsequent cyclization. Kinetic analysis of A. pernix anhydromevalonate phosphate decarboxylase supported its physiological role in catalyzing the decarboxylation step and progressing the archaeal mevalonate pathway, which is characterized by lower ATP consumption than other mevalonate pathways and is therefore considered promising for future metabolic engineering. However, nuclear magnetic resonance and liquid chromatography–mass spectrometry analyses showed that the enzyme could form non‐negligible amounts of secondary products, probably because of the reactivity of the intermediate cycloaddition adduct between prFMN and the substrate. This study provides deeper insights into the reaction mechanism of UbiD family decarboxylases via 1,3‐dipolar cycloaddition.

    DOI： 10.1111/febs.70412

    PubMed

    Other URL： https://febs.onlinelibrary.wiley.com/doi/full-xml/10.1111/febs.70412

  • Vinigrol Tricyclic Scaffold Biosynthesis Employs an Atypical Terpene Cyclase and a Multipotent Cyclization Cascade.

    Kento Tsukada, Fumito Sato, Taro Matsuyama, Ryo Matsuda, Taro Ozaki, Yohei Morishita, Sho Furumura, Yuto Homma, Hikaru Sekiya, Akihiro Sugawara, Masataka Kubota, Takaaki Mitsuhashi, Yoko Yasuno, Tetsuro Shinada, Ryuhei Nagata, Tomohisa Kuzuyama, Tohru Taniguchi, Makoto Fujita, Masanobu Uchiyama, Teigo Asai

    Journal of the American Chemical Society   147 ( 49 )   45168 - 45177   2025.12（ ISSN:0002-7863 ）

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

    Vinigrol (1) is a fungal diterpenoid consisting of a decahydro-1,5-butanonaphthalene ring system with no analogs in nature. Despite immense efforts in synthetic studies, the vinigrol biosynthesis pathway remains largely unknown. Herein, we identified a biosynthetic gene cluster for 1 and fully elucidated the biosynthetic pathway. By employing an AlphaFold-generated model structure, we identified the possible catalytic residues of the noncanonical terpene cyclase and analyzed their function by site-directed mutagenesis. We found that the G340A mutation opened a cryptic pathway for an unprecedented tetracyclic diterpene, defined here as virgarene. Retro-biosynthetic theoretical analysis provided a solid foundation for the complex cyclization pathway for the vinigrol scaffold, its chemical transformation to a structurally distinct bonnadiene, and redirection of the enzymatic cyclization cascade to virgarene. Close inspection of the terpene cyclization pathway via integrated experimental and theoretical approaches would allow efficient exploration of novel terpenoid chemistries.

    DOI： 10.1021/jacs.5c14400

    PubMed

  • Synthesis and Structure-Activity Relationship Studies of Truncated Artificial Analogues of Amphidinol 3.

    Yoko Yasuno, Yuma Wakamiya, Yusuke Mita, Yuki Yamashita, Nobuaki Matsumori, Tohru Oishi

    Chemistry, an Asian journal   20 ( 22 )   e70353   2025.11

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

    Structure-activity relationship studies of artificial analogues of amphidinol 3 (AM3) were conducted. Based on the truncated molecule corresponding to the C21-C67 section of AM3, which elicited comparable antifungal activity to the parent compound, its stereoisomers were synthesized from polyol, bis-THP, and polyene units via Suzuki-Miyaura coupling and Julia-Kocienski olefination. Variants at both polyol and polyene termini were also synthesized. Evaluation of the antifungal activity of the analogues revealed the importance of the stereochemistry of the bis-THP core, which is a conserved region among amphidinol congeners. In addition, structural differences of the polyene terminus highly affected the antifungal activity in the case of the truncated analogues, contrary to the naturally occurring congeners. The C22-C67 analogue, only one-carbon shorter at the polyol terminus, elicited no antifungal activity. Therefore, the minimum structure to elicit antifungal activity was elucidated to be the C21-C67 section of AM3.

    DOI： 10.1002/asia.70353

    PubMed

  • Synthesis of STU ring of maitotoxin

    Takahiro Harada, Hiroshi Yamaguchi, Keitaro Umeno, Yoko Yasuno, Hiroshi Tsuchikawa, Masayuki Satake, Tohru Oishi

    Tetrahedron Letters   171-172   155799 - 155799   2025.11（ ISSN:0040-4039 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tetlet.2025.155799

  • Syntheses of C22–C29 and C20–C29 sections of amphidinol 3

    Yuki Yamashita, Yuma Wakamiya, Yusuke Mita, Yoko Yasuno, Tohru Oishi

    Tetrahedron Letters   162   155586 - 155586   2025.05（ ISSN:0040-4039 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tetlet.2025.155586

  • Convergent synthesis of BCDEF ring system of maitotoxin

    Tatsuya Teshigawara, Yuhei Suzuki, Yoko Yasuno, Masayuki Satake, Tohru Oishi

    Chemistry Letters   54 ( 4 )   2025.04（ ISSN:0366-7022 ） （ eISSN:1348-0715 ）

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    Publishing type：Research paper (scientific journal)  

    Abstract

    Convergent synthesis of the BCDEF ring system of maitotoxin was achieved in 10 steps via Suzuki–Miyaura coupling of an enol phosphate corresponding to the B ring derived from L-ribose in 6 steps and an exo-olefin prepared from the DEF ring in 5 steps. Although initial attempts to obtain an O,S-acetal were unsuccessful, giving a bicyclic O,S-acetal as a byproduct, protecting group manipulation and optimization of reaction conditions solved the problem to afford the desired O,S-acetal as the major product, which was converted to the BCDEF ring via introduction of the angular methyl group.

    DOI： 10.1093/chemle/upaf074

    Other URL： https://academic.oup.com/chemlett/article-pdf/54/4/upaf074/62871557/upaf074.pdf

  • Isolation and structural determination of natural products bearing tetrahydrogenated isoprenoid side-chains at their ω-termini

    Tohru Abe, Miyu Katano, Ikiru Otsuka, Nozomi Wakamatsu, Saya Takahashi, Daijiro Ueda, Eigo Fukuda, Seiya Endo, Keisuke Nishikawa, Yoko Yasuno, Atsushi Nakayama, Tetsuro Shinada, Tsutomu Sato

    Organic & Biomolecular Chemistry   23 ( 14 )   3423 - 3430   2025（ ISSN:1477-0520 ） （ eISSN:1477-0539 ）

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    Publishing type：Research paper (scientific journal)  

    A new method for the chiral determination of tetrahydrogenated isoprenoids was developed based on ozonolysis and chiral high-performance liquid chromatography. Using this method, the chiralities of two natural products were successfully determined.

    DOI： 10.1039/d5ob00160a

    PubMed

  • Scalable synthesis of the L/N ring of maitotoxin

    Masashi Nakamura, Mizuki Jintoku, Hayato Kishigami, Yuki Kitayama, Taishin Taniguchi, Kohei Torikai, Yoko Yasuno, Masayuki Satake, Tohru Oishi

    Tetrahedron Letters   147   155221 - 155221   2024.09（ ISSN:0040-4039 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tetlet.2024.155221

  • Archaeal mevalonate pathway in the uncultured bacterium Candidatus Promineifilum breve belonging to the phylum Chloroflexota

    Kosuke Kanno, Riko Kuriki, Yoko Yasuno, Tetsuro Shinada, Tomokazu Ito, Hisashi Hemmi

    Applied and Environmental Microbiology   90 ( 8 )   e0110624   2024.08（ ISSN:0099-2240 ） （ eISSN:1098-5336 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1128/aem.01106-24

    PubMed

  • Identification of the Cirratiomycin Biosynthesis Gene Cluster in Streptomyces Cirratus: Elucidation of the Biosynthetic Pathways for 2,3-Diaminobutyric Acid and Hydroxymethylserine.

    Shunki Sakata, Jiafeng Li, Yoko Yasuno, Tetsuro Shinada, Kazuo Shin-Ya, Yohei Katsuyama, Yasuo Ohnishi

    Chemistry (Weinheim an der Bergstrasse, Germany)   e202400271   2024.03

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

    Cirratiomycin, a heptapeptide with antibacterial activity, was isolated and characterized in 1981; however, its biosynthetic pathway has not been elucidated. It contains several interesting nonproteinogenic amino acids, such as (2S,3S)-2,3-diaminobutyric acid ((2S,3S)-DABA) and α-(hydroxymethyl)serine, as building blocks. Here, we report the identification of a cirratiomycin biosynthetic gene cluster in Streptomyces cirratus. Bioinformatic analysis revealed that several Streptomyces viridifaciens and Kitasatospora aureofaciens strains also have this cluster. One S. viridifaciens strain was confirmed to produce cirratiomycin. The biosynthetic gene cluster was shown to be responsible for cirratiomycin biosynthesis in S. cirratus in a gene inactivation experiment using CRISPR-cBEST. Interestingly, this cluster encodes a nonribosomal peptide synthetase (NRPS) composed of 12 proteins, including those with an unusual domain organization: a stand-alone adenylation domain, two stand-alone condensation domains, two type II thioesterases, and two NRPS modules that have no adenylation domain. Using heterologous expression and in vitro analysis of recombinant enzymes, we revealed the biosynthetic pathway of (2S,3S)-DABA: (2S,3S)-DABA is synthesized from l-threonine by four enzymes, CirR, CirS, CirQ, and CirB. In addition, CirH, a glycine/serine hydroxymethyltransferase homolog, was shown to synthesize α-(hydroxymethyl)serine from d-serine in vitro. These findings broaden our knowledge of nonproteinogenic amino acid biosynthesis.

    DOI： 10.1002/chem.202400271

    PubMed

  • Substrate-Dependent Alteration in the <i>C</i>- and <i>O</i>-Prenylation Specificities of <i>Cannabis</i> Prenyltransferase

    Tanaya Ryosuke, Kodama Takeshi, Maneenet Juthamart, Yasuno Yoko, Nakayama Atsushi, Shinada Tetsuro, Takahashi Hironobu, Ito Takuya, Morita Hiroyuki, Awale Suresh, Taura Futoshi

    Biological and Pharmaceutical Bulletin   47 ( 2 )   449 - 453   2024.02（ ISSN:09186158 ） （ eISSN:13475215 ）

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

    <p>CsPT4 is an aromatic prenyltransferase that synthesizes cannabigerolic acid (CBGA), the key intermediate of cannabinoid biosynthesis in <i>Cannabis sativa</i>, from olivetolic acid (OA) and geranyl diphosphate (GPP). CsPT4 has a catalytic potential to produce a variety of CBGA analogs <i>via</i> regioselective <i>C</i>-prenylation of aromatic substrates having resorcylic acid skeletons including bibenzyl 2,4-dihydroxy-6-phenylethylbenzoic acid (DPA). In this study, we further investigated the substrate specificity of CsPT4 using phlorocaprophenone (PCP) and 2′,4′,6′-trihydroxydihydrochalcone (THDC), the isomers of OA and DPA, respectively, and demonstrated that CsPT4 catalyzed both <i>C</i>-prenylation and <i>O</i>-prenylation reactions on PCP and THDC that share acylphloroglucinol substructures. Interestingly, the kinetic parameters of CsPT4 for these substrates differed depending on whether they underwent <i>C</i>-prenylation or <i>O</i>-prenylation, suggesting that this enzyme utilized different substrate-binding modes suitable for the respective reactions. Aromatic prenyltransferases that catalyze <i>O</i>-prenylation are rare in the plant kingdom, and CsPT4 was notable for altering the reaction specificity between <i>C</i>- and <i>O</i>-prenylations depending on the skeletons of aromatic substrates. We also demonstrated that enzymatically synthesized geranylated acylphloroglucinols had potent antiausterity activity against PANC-1 human pancreatic cancer cells, with 4′-<i>O</i>-geranyl THDC being the most effective. We suggest that CsPT4 is a valuable catalyst to generate biologically active <i>C</i>- and <i>O</i>-prenylated molecules that could be anticancer lead compounds.</p>

    DOI： 10.1248/bpb.b23-00868

    PubMed

    CiNii Research

  • 大麻プレニル基転移酵素のC-およびO-プレニル化の特異性の基質依存的な変化(Substrate-Dependent Alteration in the C- and O-Prenylation Specificities of Cannabis Prenyltransferase)

    Tanaya Ryosuke, Kodama Takeshi, Maneenet Juthamart, Yasuno Yoko, Nakayama Atsushi, Shinada Tetsuro, Takahashi Hironobu, Ito Takuya, Morita Hiroyuki, Awale Suresh, Taura Futoshi

    Biological & Pharmaceutical Bulletin   47 ( 2 )   449 - 453   2024.02（ ISSN:0918-6158 ）

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    Phlorocaprophenone(PCP)および2',4',6'-トリヒドロキシジヒドロカルコン(THDC)を用いて、プレニル基転移酵素CsPT4の基質特異性を調べた。CsPT4はacylphloroglucinol部分構造が共通するPCPおよびTHDCのC-プレニル化およびO-プレニル化反応を共に触媒した。これらの基質に対するCsPT4の速度論パラメータはC-プレニル化反応とO-プレニル化反応の間で異なり、CsPT4はそれぞれの反応により異なる適切な基質結合様式をとることが示唆された。CsPT4は芳香族基質の骨格に依存してC-プレニル化とO-プレニル化の反応特異性を変化させていた。酵素的に合成されたgeranylated acylphloroglucinolはヒト膵癌細胞PANC-1に対する強いantiausterityを示し、4'-O-ゲラニル-THDCが最も強力であった。

  • Synthesis of the MN Ring of Caribbean Ciguatoxin C-CTX-1 via Desymmetrization by Acetal Formation

    Masahiro Kaneko, Atsuhiro Yamashita, Yoko Yasuno, Kosei Yamauchi, Ken Sakai, Tohru Oishi

    Organic Letters   26 ( 4 )   855 - 859   2024.01（ ISSN:1523-7060 ） （ eISSN:1523-7052 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1021/acs.orglett.3c04013

  • Catalytic Potential of <i>Cannabis</i> Prenyltransferase to Expand Cannabinoid Scaffold Diversity Invited Reviewed

    Ryosuke Tanaya, Takeshi Kodama, Yuan-E Lee, Yoko Yasuno, Tetsuro Shinada, Hironobu Takahashi, Takuya Ito, Hiroyuki Morita, Suresh Awale, Futoshi Taura

    Organic Letters   2023.11（ ISSN:1523-7060 ） （ eISSN:1523-7052 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1021/acs.orglett.3c03410

  • Synthesis of Drimane-8α,11-diol Using Terpene Cyclase from <i>Bacillus megaterium</i> Invited Reviewed

    Keita Ozawa, Yuki Yamamoto, Eigo Fukuda, Seiya Endo, Atsushi Nakayama, Yoko Yasuno, Daijiro Ueda, Tsutomu Sato, Tetsuro Shinada

    Chemistry Letters   2023.05（ ISSN:0366-7022 ） （ eISSN:1348-0715 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1246/cl.230151

  • A [4Fe-4S] cluster resides at the active center of phosphomevalonate dehydratase, a key enzyme in the archaeal modified mevalonate pathway. Invited Reviewed

    Mutsumi Komeyama, Kohsuke Kanno, Hiroyuki Mino, Yoko Yasuno, Tetsuro Shinada, Tomokazu Ito, Hisashi Hemmi

    Frontiers in microbiology   14   1150353 - 1150353   2023.03

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

    The recent discovery of the archaeal modified mevalonate pathway revealed that the fundamental units for isoprenoid biosynthesis (isopentenyl diphosphate and dimethylallyl diphosphate) are biosynthesized via a specific intermediate, trans-anhydromevalonate phosphate. In this biosynthetic pathway, which is unique to archaea, the formation of trans-anhydromevalonate phosphate from (R)-mevalonate 5-phosphate is catalyzed by a key enzyme, phosphomevalonate dehydratase. This archaea-specific enzyme belongs to the aconitase X family within the aconitase superfamily, along with bacterial homologs involved in hydroxyproline metabolism. Although an iron-sulfur cluster is thought to exist in phosphomevalonate dehydratase and is believed to be responsible for the catalytic mechanism of the enzyme, the structure and role of this cluster have not been well characterized. Here, we reconstructed the iron-sulfur cluster of phosphomevalonate dehydratase from the hyperthermophilic archaeon Aeropyrum pernix to perform biochemical characterization and kinetic analysis of the enzyme. Electron paramagnetic resonance, iron quantification, and mutagenic studies of the enzyme demonstrated that three conserved cysteine residues coordinate a [4Fe-4S] cluster-as is typical in aconitase superfamily hydratases/dehydratases, in contrast to bacterial aconitase X-family enzymes, which have been reported to harbor a [2Fe-2S] cluster.

    DOI： 10.3389/fmicb.2023.1150353

    PubMed

  • Large-Scale Synthesis of the Key Intermediates of Tetrahydropyran Derivatives under Flow Conditions Invited Reviewed

    Tohru Oishi, Keitaro Umeno, Hiroshi Yamaguchi, Tatsuya Teshigawara, Yoko Yasuno

    HETEROCYCLES   106 ( 10 )   1741 - 1741   2023（ ISSN:0385-5414 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.3987/com-23-14900

  • Recent Progress in the Synthesis of Deuterated Aldehyde Invited Reviewed

    Tetsuro Shinada, Atsushi Nakayama, Hironori Okamura, Yoko Yasuno

    Bulletin of the Chemical Society of Japan   95 ( 10 )   1461 - 1473   2022.10（ ISSN:0009-2673 ） （ eISSN:1348-0634 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1246/bcsj.20220202

  • Formylation Reaction of Amines Using N-Formylcarbazole. Invited Reviewed

    Bubwoong Kang, Yuki Shimizu, Yusaku Tamura, Eigo Fukuda, Ken-Ichiro Hamamoto, Yuichiro Uchida, Yoko Yasuno, Atsushi Nakayama, Tetsuya Satoh, Masaki Kuse, Tetsuro Shinada

    Chemical & pharmaceutical bulletin   70 ( 7 )   492 - 497   2022.07

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

    Formamides are useful starting materials for pharmaceutical syntheses. Although various synthetic methods have been documented in this regard, the use of N-formylcarbazole as a formylation reagent for amines has not yet been reported. We report here the first examples of the use of N-formylcarbazole for the formylation of amines. The characteristic reactivity of N-formylcarbazole enables the selective formylation of sterically less hindered aliphatic primary and secondary amines. In contrast, sterically bulkier amines and weakly nucleophilic amines such as anilines are less reactive under the reaction conditions.

    DOI： 10.1248/cpb.c22-00161

    PubMed

  • Stereoselective Synthesis of Dehydroamino Acids and Its Application to the Synthesis of Nitrogen-containing Natural Products Invited Reviewed

    Yoko Yasuno, Hironori Okamura, Tetsuro Shinada

    Journal of Synthetic Organic Chemistry, Japan   80 ( 4 )   331 - 342   2022.04（ ISSN:0037-9980 ） （ eISSN:1883-6526 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.5059/yukigoseikyokaishi.80.331

  • Insight into the mechanism of geranyl-β-phellandrene formation catalyzed by Class IB terpene synthases. Invited Reviewed

    Shogo Iwakata, Kazuya Asada, Tomoyuki Nishi, Rafaella Stepanova, So Shinoda, Daijiro Ueda, Masahiro Fujihashi, Yoko Yasuno, Tetsuro Shinada, Tsutomu Sato

    Bioscience, biotechnology, and biochemistry   86 ( 6 )   724 - 729   2022.03

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

    Terpene synthase (TS) from Bacillus alcalophilus (BalTS) is the only Class IB TS for which a 3D structure has been elucidated. Recently, geranyl-β-phellandrene, a novel cyclic diterpene, was identified as a product of BalTS in addition to the acyclic β-springene. In the present study, we have provided insight into the mechanism of geranyl-β-phellandrene formation. Deuterium labeling experiments revealed that the compound is produced via a 1,3-hydride shift. In addition, non-enzymatic reactions using divalent metal ions were performed. The enzyme is essential for the geranyl-β-phellandrene formation. Furthermore, BalTS variants targeting tyrosine residues enhanced the yield of geranyl-β-phellandrene and the proportion of the compound of the total products. It was suggested that the expansion of the active site space may allow the conformation of the intermediates necessary for cyclization. The present study describes the first Class IB TSs to successfully alter product profiles while retaining high enzyme activity.

    DOI： 10.1093/bbb/zbac036

    PubMed

  • Stereoselective Syntheses of trans-Anhydromevalonic Acid and trans-Anhydromevalonyl Group-Containing Natural Products. Invited Reviewed

    Atsushi Nakayama, Yoko Yasuno, Yuki Yamamoto, Kai Saito, Kohei Kitsuwa, Hironori Okamura, Tetsuro Shinada

    Journal of natural products   85 ( 4 )   1052 - 1058   2022.02

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

    Collective total syntheses of trans-anhydromevalonic acid (tAHMA) and trans-anhydromevalonyl (tAHM) group-containing natural products (pestalotiopin A, pestalotiopamide C, pestalotiopamide D, farinomalein E, eleutherazine B, and trichocyclodipeptide A) were achieved using tAHMA esters as key intermediates. To this end, tAHMA tert-butyl ester was newly prepared by Z-vinyltosylation of tert-butyl 3-oxo-5-((triisopropylsilyl)oxy)pentanoate followed by the Negishi cross-coupling reaction with Me2Zn. tAHMA esters were converted to the target natural products via esterification or amidation. Comparison of the spectroscopic data of synthetic and natural products confirmed the E-configuration of the tAHM moieties in the natural products.

    DOI： 10.1021/acs.jnatprod.1c01176

    PubMed

  • Convergent Synthesis of the WXYZA′B′C′D′E′F′ Ring Segment of Maitotoxin Invited Reviewed

    Keitaro Umeno, Hisaaki Onoue, Keiichi Konoki, Kohei Torikai, Yoko Yasuno, Masayuki Satake, Tohru Oishi

    Bulletin of the Chemical Society of Japan   95 ( 2 )   325 - 330   2022.02（ ISSN:0009-2673 ） （ eISSN:1348-0634 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1246/bcsj.20210397

  • Total Synthesis and Structure Confirmation of trans-Anhydromevalonate-5-phosphate, a Key Biosynthetic Intermediate of the Archaeal Mevalonate Pathway Invited Reviewed

    Yoko Yasuno, Atsushi Nakayama, Kai Saito, Kohei Kitsuwa, Hironori Okamura, Mutsumi Komeyama, Hisashi Hemmi, Tetsuro Shinada

    Journal of Natural Products   84 ( 10 )   2749 - 2754   2021.10（ ISSN:0163-3864 ） （ eISSN:1520-6025 ）

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

    The mevalonate pathway is an upstream terpenoid biosynthetic route of terpenoids for providing the two five-carbon units, dimethylallyl diphosphate, and isopentenyl diphosphate. Recently, trans-anhydromevalonate-5-phosphate (tAHMP) was isolated as a new biosynthetic intermediate of the archaeal mevalonate pathway. In this study, we would like to report the first synthesis of tAHMP and its enzymatic transformation using one of the key enzymes, mevalonate-5-phosphate dehydratase from a hyperthermophilic archaeon, Aeropyrum pernix. Starting from methyl tetrolate, a Cu-catalyzed allylation provided an E-trisubstituted olefin in a stereoselective manner. The resulting E-olefin was transformed to tAHMP by cleavage of the olefin and phosphorylation. The structure of the synthetic tAHMP was unambiguously determined by NOESY analysis.

    DOI： 10.1021/acs.jnatprod.1c00615

    PubMed

  • Synthetic Study of the C’D’E’ Ring System of Maitotoxin via Furan Based Strategy Invited Reviewed

    Yuta Watanabe, Kohei Torikai, Yoko Yasuno, Tohru Oishi

    HETEROCYCLES   102 ( 12 )   2313 - 2313   2021.10（ ISSN:0385-5414 ） （ eISSN:1881-0942 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.3987/com-21-14545

  • Selective oxidation of alcohol-d1 to aldehyde-d1 using MnO2 Invited Reviewed

    Hironori Okamura, Yoko Yasuno, Atsushi Nakayama, Katsushi Kumadaki, Kohei Kitsuwa, Keita Ozawa, Yusaku Tamura, Yuki Yamamoto, Tetsuro Shinada

    RSC Advances   11 ( 46 )   28530 - 28534   2021.08（ eISSN:2046-2069 ）

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

    A facile method for deutrium incorporation into aldehydes by mild reduction of NaBD<sub>4</sub> of aldehydes and MnO<sub>2</sub> oxidation (98% D) is disclosed.

    DOI： 10.1039/d1ra05405h

    PubMed

  • Stereoselective Synthesis of (2S,6R)-Diamino-(5R,7)-dihydroxy-heptanoic Acid (DADH): An Unusual Amino Acid from Streptomyces sp. SANK 60404 Invited Reviewed

    Hironori Okamura, Yoko Yasuno, Atsushi Nakayama, Hirosato Takikawa, Tetsuro Shinada

    European Journal of Organic Chemistry   2021 ( 9 )   1396 - 1401   2021.03（ ISSN:1434-193X ） （ eISSN:1099-0690 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1002/ejoc.202001646

  • Stereoselective Synthesis of (2S,3R)- and (2S,3S)- 2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic Acid Invited Reviewed

    Yoko Yasuno, Shunsuke Yamaguchi, Yuma Karita, Kenta Sakai, Hironori Okamura, Atsushi Nakayama, Tetsuro Shinada

    HETEROCYCLES   103 ( 2 )   965 - 965   2021.03（ ISSN:0385-5414 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.3987/com-20-s(k)70

  • Ovicidal activity of juvenile hormone mimics in the bean bug, Riptortus pedestris. Invited Reviewed

    Shouya Naruse, Mayuko Ogino, Takao Nakagawa, Yoko Yasuno, Akiya Jouraku, Takahiro Shiotsuki, Tetsuro Shinada, Ken Miura, Chieka Minakuchi

    Journal of pesticide science   46 ( 1 )   60 - 67   2021.02

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

    Insect juvenile hormone (JH) mimics (JHMs) are known to have ovicidal effects if applied to adult females or eggs. Here, we examined the effects of exogenous JHMs on embryonic development of the bean bug, Riptortus pedestris. The expression profiles of JH early response genes and JH biosynthetic enzymes indicated that JH titer was low for the first 3 days of the egg stage and increased thereafter. Application of JH III skipped bisepoxide (JHSB3) or JHM on Day 0 eggs when JH titer was low caused reduced hatchability, and the embryos mainly arrested in mid- or late embryonic stage. Application of JHMs on Day 5 eggs also resulted in an arrest, but this was less effective compared with Day 0 treatment. Interestingly, ovicidal activity of synthetic JHMs was much lower than that of JHSB3. This study will contribute to developing novel insecticides that are selective among insect species.

    DOI： 10.1584/jpestics.D20-075

    PubMed

  • A novel cyclic peptide (Naturido) modulates glia-neuron interactions in vitro and reverses ageing-related deficits in senescence-accelerated mice. Invited Reviewed

    Shinichi Ishiguro, Tetsuro Shinada, Zhou Wu, Mayumi Karimazawa, Michimasa Uchidate, Eiji Nishimura, Yoko Yasuno, Makiko Ebata, Piyamas Sillapakong, Hiromi Ishiguro, Nobuyoshi Ebata, Junjun Ni, Muzhou Jiang, Masanobu Goryo, Keishi Otsu, Hidemitsu Harada, Koichi Suzuki

    PloS one   16 ( 1 )   e0245235   2021.01

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

    The use of agents that target both glia and neurons may represent a new strategy for the treatment of ageing disorders. Here, we confirmed the presence of the novel cyclic peptide Naturido that originates from a medicinal fungus (Isaria japonica) grown on domestic silkworm (Bombyx mori). We found that Naturido significantly enhanced astrocyte proliferation and activated the single copy gene encoding the neuropeptide VGF and the neuron-derived NGF gene. The addition of the peptide to the culture medium of primary hippocampal neurons increased dendrite length, dendrite number and axon length. Furthermore, the addition of the peptide to primary microglial cultures shifted CGA-activated microglia towards anti-inflammatory and neuroprotective phenotypes. These findings of in vitro glia-neuron interactions led us to evaluate the effects of oral administration of the peptide on brain function and hair ageing in senescence-accelerated mice (SAMP8). In vivo analyses revealed that spatial learning ability and hair quality were improved in Naturido-treated mice compared with untreated mice, to the same level observed in the normal ageing control (SAMR1). These data suggest that Naturido may be a promising glia-neuron modulator for the treatment of not only senescence, but also Alzheimer's disease and other neurodegenerative diseases.

    DOI： 10.1371/journal.pone.0245235

    PubMed

  • Diverse Aromatic Metabolites in the Solitary Tunicate Cnemidocarpa irene. Invited Reviewed

    Kei Miyako, Yoko Yasuno, Tetsuro Shinada, Masaki J Fujita, Ryuichi Sakai

    Journal of natural products   83 ( 10 )   3156 - 3165   2020.10

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

    Fourteen aromatic metabolites (6-19) were isolated from an aqueous extract of the solitary tunicate Cnemidocarpa irene collected in Hokkaido, Japan. The structures of the metabolites were determined based on the spectroscopic interpretations, including one- and two-dimensional NMR, mass spectra, UV, and circular dichroism data. The biopterin analogue 10 modulated the behavior of mice after intracerebroventricular injection and showed a weak affinity to ionotropic glutamate receptor subtypes. Analyses of fluorescent coelomic fluid of the tunicate revealed that pterin 12 was responsible for the fluorescence of the blood cells, while β-carbolines 1 and 3 were fluorescent compounds in the serum. The metabolic profiles in adults, juveniles, larvae, and eggs of the animal differed substantially, suggesting that the metabolism of the animal, especially biosynthesis of aromatic secondary metabolites, changes over different life stages.

    DOI： 10.1021/acs.jnatprod.0c00789

    PubMed

  • Characterization of Class IB Terpene Synthase: The First Crystal Structure Bound with a Substrate Surrogate. Reviewed

    Rafaella Stepanova, Hayato Inagi, Kei Sugawara, Kazuya Asada, Tomoyuki Nishi, Daijiro Ueda, Yoko Yasuno, Tetsuro Shinada, Kunio Miki, Masahiro Fujihashi, Tsutomu Sato

    ACS chemical biology   15 ( 6 )   1517 - 1525   2020.06

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

    Terpene synthases (TS) are classified into two broad types, Class I and II, based on the chemical strategy for initial carbocation formation and motif sequences of the catalytic site. We have recently identified a new class of enzymes, Class IB, showing the acceptability of long (C20-C35) prenyl-diphosphates as substrates and no amino acid sequence homology with known TS. Conversion of long prenyl-diphosphates such as heptaprenyl-diphosphate (C35) is unusual and has never been reported for Class I and II enzymes. Therefore, the characterization of Class IB enzymes is crucial to understand the reaction mechanism of the extensive terpene synthesis. Here, we report the crystal structure bound with a substrate surrogate and biochemical analysis of a Class IB TS, using the enzyme from Bacillus alcalophilus (BalTS). The structure analysis revealed that the diphosphate part of the substrate is located around the two characteristic Asp-rich motifs, and the hydrophobic tail is accommodated in a unique hydrophobic long tunnel, where the C35 prenyl-diphosphate, the longest substrate of BalTS, can be accepted. Biochemical analyses of BalTS showed that the enzymatic property, such as Mg2+ dependency, is similar to those of Class I enzymes. In addition, a new cyclic terpene was identified from BalTS reaction products. Mutational analysis revealed that five of the six Asp residues in the Asp-rich motifs and two His residues are essential for the formation of the cyclic skeleton. These results provided a clue to consider the application of the unusual large terpene synthesis by Class IB enzymes.

    DOI： 10.1021/acschembio.0c00145

    PubMed

  • Mild Organic Base-Catalyzed Primary Alcohol-Selective Aroylation Reaction Using N-Aroylcarbazoles for Underexplored Prodrugs OA

    Yasuaki Morita, Bubwoong Kang, Rubi Nakashima, Yuki Shimizu, Asumi Sakai, Maiko Moriguchi, Yoko Yasuno, Tetsuya Satoh, Tetsuro Shinada, Masaki Kuse

    ChemRxiv   2020.06

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  • N-Acylcarbazole as a selective transamidation reagent Reviewed

    Bubwoong Kang, Yoko Yasuno, Hironori Okamura, Asumi Sakai, Tetsuya Satoh, Masaki Kuse, Tetsuro Shinada

    Bulletin of the Chemical Society of Japan   93 ( 8 )   993 - 999   2020.05（ ISSN:0009-2673 ） （ eISSN:1348-0634 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1246/bcsj.20200116

  • Structure Determination of Juvenile Hormone from Chagas Disease Vectors, Rhodnius prolixus and Triatoma infestans Reviewed

    Keiji Matsumoto, Yoko Yasuno, Kohei Yasuda, Tsuyoshi Hayashi, Shin G. Goto, Tetsuro Shinada

    Chemistry Letters   49 ( 5 )   538 - 541   2020.05（ ISSN:0366-7022 ） （ eISSN:1348-0715 ）

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  • Synthesis of optically active (R)- And (S)-β-arginine from pyroglutamic acid Reviewed

    Yoko Yasuno, Akira Sawai, Ai Sekihara, Tetsuro Shinada

    Heterocycles   101 ( 1 )   165 - 176   2020.01（ ISSN:0385-5414 ） （ eISSN:1881-0942 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.3987/COM-19-S(F)6

  • Catalytic Asymmetric Hydrogenation of Dehydroamino Acid Esters with Biscarbamate Protection and Its Application to the Synthesis of xCT Inhibitors. Reviewed

    Yoko Yasuno, Iho Mizutani, Yuki Sueuchi, Yuuka Wakabayashi, Nozomi Yasuo, Keiko Shimamoto, Tetsuro Shinada

    Chemistry (Weinheim an der Bergstrasse, Germany)   25 ( 20 )   5145 - 5148   2019.04（ ISSN:0947-6539 ）

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

    Catalytic asymmetric hydrogenation of dehydroamino acid esters with biscarbamate protection was examined for the first time to prepare optically active amino acids. The new method was successfully applied to the synthesis of new cystine-glutamate exchanger inhibitors.

    DOI： 10.1002/chem.201900289

    PubMed

  • First synthesis of all-trans-polyprenol with 100 carbons Reviewed

    Yusuke Totsuka, Yoko Yasuno, Tetsuro Shinada

    Chemistry Letters   48 ( 5 )   491 - 494   2019.01（ ISSN:0366-7022 ） （ eISSN:1348-0715 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1246/cl.190046

  • An Aromatic Farnesyltransferase Functions in Biosynthesis of the Anti-HIV Meroterpenoid Daurichromenic Acid. Reviewed

    Haruna Saeki, Ryota Hara, Hironobu Takahashi, Miu Iijima, Ryosuke Munakata, Hiromichi Kenmoku, Kazuma Fuku, Ai Sekihara, Yoko Yasuno, Tetsuro Shinada, Daijiro Ueda, Tomoyuki Nishi, Tsutomu Sato, Yoshinori Asakawa, Fumiya Kurosaki, Kazufumi Yazaki, Futoshi Taura

    Plant physiology   178 ( 2 )   535 - 551   2018.10（ ISSN:0032-0889 ）

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

    DOI： 10.1104/pp.18.00655

    PubMed

  • Improved total synthesis of (±)-Tetragocarbone A Reviewed

    Eiji Nishimura, Yoko Yasuno, Tetsuro Shinada

    Tetrahedron   74 ( 21 )   2664 - 2668   2018.05（ ISSN:1464-5416 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.1016/j.tet.2018.04.024

  • Crystal structure and functional analysis of large-terpene synthases belonging to a newly found subclass. Reviewed

    Masahiro Fujihashi, Tsutomu Sato, Yuma Tanaka, Daisuke Yamamoto, Tomoyuki Nishi, Daijiro Ueda, Mizuki Murakami, Yoko Yasuno, Ai Sekihara, Kazuma Fuku, Tetsuro Shinada, Kunio Miki

    Chemical science   9 ( 15 )   3754 - 3758   2018.04（ ISSN:2041-6539 ）

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

    DOI： 10.1039/c8sc00289d

    PubMed

  • Structure and Mechanism of the Monoterpene Cyclolavandulyl Diphosphate Synthase that Catalyzes Consecutive Condensation and Cyclization. Reviewed

    Takeo Tomita, Masaya Kobayashi, Yuma Karita, Yoko Yasuno, Tetsuro Shinada, Makoto Nishiyama, Tomohisa Kuzuyama

    Angewandte Chemie (International ed. in English)   56 ( 47 )   14913 - 14917   2017.11（ ISSN:1521-3773 ）

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

    DOI： 10.1002/anie.201708474

    PubMed

  • Upregulation of Juvenile Hormone Titers in Female Drosophila melanogaster Through Mating Experiences and Host Food Occupied by Eggs and Larvae. Reviewed

    Yasuhiro Sugime, Dai Watanabe, Yoko Yasuno, Tetsuro Shinada, Toru Miura, Nobuaki K Tanaka

    Zoological science   34 ( 1 )   52 - 57   2017.02（ ISSN:0289-0003 ）

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

    DOI： 10.2108/zs160150

    PubMed

  • Structure-activity relationship study at C9 position of kaitocephalin. Reviewed

    Yoko Yasuno, Makoto Hamada, Yuya Yoshida, Keiko Shimamoto, Yasushi Shigeri, Toshifumi Akizawa, Motomi Konishi, Yasufumi Ohfune, Tetsuro Shinada

    Bioorganic & medicinal chemistry letters   26 ( 15 )   3543 - 6   2016.08（ ISSN:0960-894X ） （ eISSN:1464-3405 ）

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

    DOI： 10.1016/j.bmcl.2016.06.026

    PubMed

  • (7S)-Kaitocephalin as a potent NMDA receptor selective ligand. Reviewed

    Yoko Yasuno, Makoto Hamada, Masanori Kawasaki, Keiko Shimamoto, Yasushi Shigeri, Toshifumi Akizawa, Motomi Konishi, Yasufumi Ohfune, Tetsuro Shinada

    Organic & biomolecular chemistry   14 ( 4 )   1206 - 10   2016.01（ ISSN:1477-0520 ） （ eISSN:1477-0539 ）

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

    DOI： 10.1039/c5ob02301g

    PubMed

  • The stereoselective construction of E- and Z-Δ-Ile from E-dehydroamino acid ester: the synthesis of the phomopsin A tripeptide side chain. Reviewed

    Yoko Yasuno, Akito Nishimura, Yoshifumi Yasukawa, Yuma Karita, Yasufumi Ohfune, Tetsuro Shinada

    Chemical communications (Cambridge, England)   52 ( 7 )   1478 - 81   2016.01（ ISSN:1359-7345 ） （ eISSN:1364-548X ）

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

    DOI： 10.1039/c5cc08458j

    PubMed

  • A FACILE SYNTHESIS OF (2R/S,5R)-1-tert-BUTYL 2-METHYL 5-(((tert-BUTYLDIMETHYLSILYL)OXY)METHYL)PYRROLIDINE-1,2-DICARBOXYLATE Reviewed

    Yoko Yasuno, Yuya Yoshida, Akito Nishimura, Yasufumi Ohfune, Tetsuro Shinada

    HETEROCYCLES   91 ( 12 )   2377 - 2385   2015.12（ ISSN:0385-5414 ） （ eISSN:1881-0942 ）

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    Publishing type：Research paper (scientific journal)  

    DOI： 10.3987/COM-15-13347

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Books and Other Publications

  • 海洋天然物化学

    木越, 英夫, 日本化学会（ Role： Joint author ,  第二章）

    共立出版  2023.08  （ ISBN:9784320044845 ）

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  • Neuro-protective Properties of the Fungus Isaria japonica: Evidence from a Mouse Model of Agedrelated Degeneration

    K. Suzuki, M. Tsushima, M. Goryo, T. Shinada, Y. Yasuno, E. Nishimura, Y. Terayama, Y. Mori, and Y. Yoshioka

    Frontiers in Clinical Drug Research-Alzheimer Disorder; Vol. 2, Bentham e-Books series  2020.06 

MISC

  • ω末端四水素化イソプレノイド側鎖を有する天然物の単離と構造決定

    阿部透, 片野未悠, 大塚生, 若松のぞみ, 高橋采椰, 上田大次郎, 福田瑛吾, 遠藤聖也, 西川慶祐, 保野陽子, 中山淳, 品田哲郎, 佐藤努

    イソプレノイド研究会例会講演要旨集(CD-ROM)   35th   2025

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  • Chemo-enzymatic synthesis of Drimane Derivatives

    品田哲郎, 小澤圭太, 遠藤聖也, 福田瑛吾, 中山淳, 保野陽子, 久保田智巳, 亀谷太一, 上田大次郎, 佐藤努

    香料・テルペンおよび精油化学に関する討論会講演要旨集   67th   2023

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  • リテラジンBの全合成

    保野陽子

    月刊化学   77 ( 5 )   63 - 64   2022.05

  • 幼若ホルモンJHの発見と最近の動向

    保野陽子

    化学と工業   74 ( 10 )   2021.10（ ISSN:0022-7684 ）

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  • カメムシから見つかった新規幼若ホルモンの構造決定:構造推理を出発点とする超微量天然物の構造決定

    品田 哲郎, 保野 陽子, 小滝 豊美

    化学と生物   56 ( 1 )   10 - 12   2018.01（ ISSN:0453-073X ）

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  • The Structure Elucidation of Nigricanoside A by Total Synthesis Reviewed

    Yoko Yasuno

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   74 ( 6 )   631 - 632   2016.06（ ISSN:0037-9980 ）

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  • テルペン環化がおもしろい! 驚きの連続反応機構と新規環化触媒

    保野陽子, 品田哲郎

    化学   70 ( 10 )   66 - 67   2015.10（ ISSN:0451-1964 ）

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Presentations

  • 植物由来のジテルペンを用いたClerodane型ジテルペン類の合成研究 Domestic conference

    遠藤聖也、飯田大貴、保野陽子、品田哲郎

    日本化学会第106春季年会  2026.03 

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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  

  • テルペン環化酵素CotB2による非天然型基質の環化反応機構の考察 Domestic conference

    福田瑛吾、遠藤聖也、堀建哉、黒崎飛優馬、保野陽子、品田哲郎

    日本化学会第106春季年会  2026.03 

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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  

  • アンフィジノール3の短縮人工アナログの合成と構造活性相関研究 Domestic conference

    保野陽子、若宮佑真、三田祐輔、山下祐輝、松森信明、大石徹

    日本化学会第106春季年会  2026.03 

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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  

  • ランタナ由来のトリテルペノイドを利用した希少天然物の合成研究 Domestic conference

    堀建哉、保野陽子、品田哲郎

    BioMedical Forum 2026  2025.12 

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    Presentation type：Poster presentation  

    Venue：大阪公立大学 学術交流会館  

  • Bacillus megaterium由来のテルペン環化酵素による環化体の合成 Domestic conference

    石山結子、丸野翔輝、松本悠暉、上田大次郎、佐藤努、保野陽子、品田哲郎

    BioMedical Forum 2026  2025.12 

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    Presentation type：Poster presentation  

    Venue：大阪公立大学 学術交流会館  

  • 蛍光特性を有する新規ビスイソクマリン類の設計および合成研究 Domestic conference

    本村海輝、中山淳、保野陽子、品田哲郎

    BioMedical Forum 2026  2025.12 

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    Presentation type：Poster presentation  

    Venue：大阪公立大学 学術交流会館  

  • ホモプシンAの全合成研究 Invited Domestic conference

    保野陽子

    天然物を起点とする有機化学の挑戦  2025.11 

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    Presentation type：Oral presentation (invited, special)  

    Venue：北海道大学大学院地球環境科学研究院  

  • 三環構築型収束的合成法に基づいたブレビスルセナール-FのMNOPQ環部の合成研究 Domestic conference

    大村匡人、齊藤竜馬、保野陽子、土川博史、大石徹

    第127回有機合成シンポジウム  2025.11 

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    Presentation type：Oral presentation (general)  

    Venue：早稲田国際会議場  

  • ドラベラン型ジテルペン類の化学–酵素ハイブリッド合成 Domestic conference

    福田瑛吾、遠藤聖也、黒崎飛優馬、中山淳、保野陽子、葛山智久、品田哲郎

    第69回 香料・テルペンおよび精油化学に関する討論会 =TEAC創立70周年記念大会=  2025.11 

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    Presentation type：Oral presentation (general)  

    Venue：徳島文理大学徳島キャンパス  

  • アントリマイシン類の合成と抗菌活性 Domestic conference

    村川俊樹、田村優作、藤原維吹、吉川優大、篠原基子、港雄介、堀之内里玖、荒井雅吉、保野陽子、品田哲郎

    第9回抗酸菌研究会  2025.10 

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    Presentation type：Oral presentation (general)  

    Venue：大阪公立大学 学術情報総合センター  

  • マイトトキシンの ABCDEF 環部の合成研究 Domestic conference

    松下尚樹、勅使川原樹弥、布施賢志朗、鈴木悠平、保野陽子、土川博史、大石徹

    第54回複素環化学討論会  2025.10 

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    Presentation type：Poster presentation  

    Venue：東京大学 安田講堂  

  • ω末端四水素化イソプレノイド側鎖を有する天然物の単離と構造決定 Domestic conference

    阿部透、片野未悠、大塚生、若松のぞみ、高橋采椰、上田大次郎、福田瑛吾、遠藤聖也、西川慶祐、保野陽子、中山淳、品田哲郎、佐藤努

    第35回イソプレノイド研究会  2025.09 

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    Presentation type：Oral presentation (general)  

    Venue：大阪公立大学 サイエンスホール  

  • クレロダン型ジテルペンをフィードストックとする有用テルペン類の合成研究 Domestic conference

    遠藤聖也、飯田大貴、保野陽子、品田哲郎

    第35回イソプレノイド研究会  2025.09 

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    Presentation type：Oral presentation (general)  

    Venue：大阪公立大学 サイエンスホール  

  • 枯草菌由来テルペン環化酵素を用いたFeselolの化学–酵素ハイブリッド合成 Domestic conference

    丸野翔輝、保野陽子、中山淳、上田大次郎、佐藤努、品田哲郎

    第35回イソプレノイド研究会  2025.09 

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    Presentation type：Oral presentation (general)  

    Venue：大阪公立大学 サイエンスホール  

  • 三環構築型収束的合成法に基づいた梯子状ポリエーテルの合成研究 Domestic conference

    齊藤竜馬、大村匡人、深井雅輝、保野陽子、土川博史、佐竹真幸、大石徹

    第67回天然有機化合物討論会  2025.09 

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    Presentation type：Poster presentation  

    Venue：東北大学川内キャンパス  

  • ハイブリッド合成によるドリマン型天然物の合成研究 Domestic conference

    松本悠暉、保野陽子、品田哲郎

    第21回FMODD全体会議  2025.08 

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    Presentation type：Poster presentation  

    Venue：大阪大学中之島センター  

  • シクロファン型天然物の全合成研究 Domestic conference

    村川俊樹、保野陽子、品田哲郎

    第21回FMODD全体会議  2025.08 

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    Presentation type：Poster presentation  

    Venue：大阪大学中之島センター  

  • 抗結核活性化合物の合成研究 Domestic conference

    吉川優大、保野陽子、品田哲郎

    第21回FMODD全体会議  2025.08 

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    Presentation type：Poster presentation  

    Venue：大阪大学中之島センター  

  • ジテルペン合成酵素を用いた非天然型化合物の合成研究 Domestic conference

    神谷祥汰、保野陽子、品田哲郎

    第21回FMODD全体会議  2025.08 

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    Presentation type：Poster presentation  

    Venue：大阪大学中之島センター  

  • ホモプシン類の合成研究 Domestic conference

    石丸凜太朗、保野陽子、品田哲郎

    第21回FMODD全体会議  2025.08 

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    Presentation type：Poster presentation  

    Venue：大阪大学中之島センター  

  • ジテルペン合成酵素を用いた大環状複素環の合成 Domestic conference

    遠藤聖也、保野陽子、品田哲郎

    第21回FMODD全体会議  2025.08 

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    Presentation type：Poster presentation  

    Venue：大阪大学中之島センター  

  • Synthesis of trans-Anhydromevalonate-5-phosphate a Key Biosynthetic Intermediate of the Archaeal Mevalonate Pathway International conference

    T. Shinada, E. Fukuda, Y. Yasuno, A. Nakayama, H. Hemmi

    TERPNET 2025  2025.08 

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    Presentation type：Poster presentation  

    Venue：Rydge South Bank Brisbane, Brisbane, Australia  

  • Chemo-enzymatic Synthesis of Halogen-containing Terpene Analogues International conference

    E. Fukuda, H. Kurosaki, S. Endo, A. Nakayama, Y. Yasuno, T. Kuzuyama, T. Shinada

    TERPNET 2025  2025.08 

    　More details

    Presentation type：Poster presentation  

    Venue：Rydge South Bank Brisbane, Brisbane, Australia  

  • 複雑天然物の合成研究 Invited Domestic conference

    保野陽子

    化学専攻新任教員の研究紹介セミナー  2025.07 

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    Presentation type：Oral presentation (invited, special)  

    Venue：大阪公立大学 サイエンスホール  

  • 二重反応戦略に基づいた五環性エーテルの合成研究 Domestic conference

    古賀大晴、上村祐樹、手嶋博也、忍田渉太郎、保野陽子、土川博史、大石徹

    日本プロセス化学会2025 サマーシンポジウム  2025.07 

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    Presentation type：Poster presentation  

    Venue：タワーホール船堀  

  • 重水素化アルデヒドの簡便合成

    品田哲郎, 熊懐克志, 橘和航平, 小澤圭太, 田村優作, 山本悠生, 中山淳, 岡村仁則, 保野陽子

    創薬懇話会講演要旨集  2021 

  • Analysis of the iron-sulfur cluster present in the active center of mevalonate phosphate dehydratase from hyperthermophilic archaea

    米山睦, 三野広幸, 保野陽子, 品田哲郎, 吉村徹, 邊見久

    日本農芸化学会大会講演要旨集(Web)  2021 

  • Synthetic Study of the VWX Ring of Brevisulcenal-F for Elucidating Relative Configuration

    三苫研人, 田中達也, 保野陽子, 鳥飼浩平, 佐竹真幸, 大石徹

    日本化学会春季年会講演予稿集(Web)  2021 

  • Synthetic Study of the W-F’ Ring Segment of Maitotoxin

    梅野圭太郎, 尾上久晃, 此木敬一, 鳥飼浩平, 保野陽子, 大石徹

    日本化学会春季年会講演予稿集(Web)  2021 

  • ホモプシンAの全合成研究

    保野陽子, 苅田祐馬, 丸林聖司, 品田哲郎, 大石徹

    有機合成シンポジウム講演要旨集  2021 

  • Synthetic Study of the NOPQ Ring and STUV Ring of Brevisulcenal-F

    鳥山加奈子, 保野陽子, 鳥飼浩平, 佐竹真幸, 大石徹

    日本化学会春季年会講演予稿集(Web)  2021 

  • Biosynthetic study of bibenzyl cannabinoids from Radula perrottetii

    田浦太志, 高橋宏暢, 兼目裕充, 浅川義範, 保野陽子, 品田哲郎

    日本農芸化学会大会講演要旨集(Web)  2021 

  • Enzymatic study of trans-anhydromevalonate phosphate decarboxylase, a key enzyme of the archaeal mevalonate pathway

    松嶋夏海, 栗木莉子, 保野陽子, 品田哲郎, 吉村徹, 邊見久

    日本農芸化学会大会講演要旨集(Web)  2021 

  • アーキア型メバロン酸経路の鍵酵素であるホスホメバロン酸脱水酵素は[4Fe-4S]型鉄硫黄クラスターを有する

    米山睦, 三野広幸, 保野陽子, 品田哲郎, 伊藤智和, 邊見久

    日本Archaea研究会講演会要旨集  2021 

  • Synthetic Study of Artificial Amphidinol Analogs

    三田祐輔, 若宮佑真, 保野陽子, 大石徹

    日本化学会春季年会講演予稿集(Web)  2021 

  • Synthetic Study of Alexandrolide

    寺西龍, 保野陽子, 佐竹真幸, 大石徹

    日本化学会春季年会講演予稿集(Web)  2021 

  • Development of synthetic transformation using acyl carbazole

    品田哲郎, 落合紫帆, KANG Bubwoong, 岡村仁則, 保野陽子, 臼杵克之助, 佐藤哲也

    複素環化学討論会講演要旨集  2021 

  • Stereoselective synthesis of (2S,6R)-diamino-(5R,7)-dihydroxy-heptanoic acid (DADH) and its derivatives

    岡村仁則, 保野陽子, 滝川浩郷, 品田哲郎

    日本農芸化学会大会講演要旨集(Web)  2021 

  • Characterization of phosphomevalonate dehydratase involved in the archaeal mevalonate pathway

    米山睦, 齋藤甲斐, 保野陽子, 品田哲郎, 吉村徹, 邊見久

    日本農芸化学会大会講演要旨集(Web)  2020 

  • Analysis of ligand-recognition mechanism of class IB terpene synthase

    稲木隼人, 佐藤努, 保野陽子, 品田哲郎, 三木邦夫, 藤橋雅宏

    量子ビームサイエンスフェスタ(Web)  2019 

  • クラスIBテルペン合成酵素の触媒反応の解析

    西智之, STEPANOVA Rafaella, 菅原啓, 上田大次郎, 藤橋雅宏, 三木邦夫, 保野陽子, 品田哲郎, 佐藤努

    日本農芸化学会大会講演要旨集(Web)  2019 

  • 新規ファミリーに属するテルペン合成酵素の基質認識部位の同定

    稲木隼人, 佐藤努, 保野陽子, 品田哲郎, 三木邦夫, 藤橋雅宏

    日本結晶学会年会講演要旨集  2018.11 

  • Large‐terpene合成酵素の酵素的諸性質の解析と部位特異的変異

    西智之, 菅原啓, 小川佳央, 高橋宏忠, 上田大次郎, 藤橋雅宏, 三木邦夫, 保野陽子, 品田哲郎, 佐藤努

    日本蛋白質科学会年会プログラム・要旨集  2018.05 

  • 単体ボヤCnemidocarpa ireneより得られた芳香族化合物群の構造と機能

    宮古圭, 保野陽子, 品田哲郎, 藤田雅紀, 酒井隆一

    日本水産学会大会講演要旨集  2018.03 

  • Large‐terpene合成酵素の結晶構造解析

    藤橋雅宏, 佐藤努, 田中勇真, 山本大輔, 西智之, 上田大次郎, 村上瑞気, 保野陽子, 関原あい, 福和真, 品田哲郎, 三木邦夫

    日本農芸化学会大会講演要旨集(Web)  2018.03 

  • Large‐terpene合成酵素の酵素的諸性質の解析と部位特異的変異

    菅原啓, 西智之, 小川佳央, 高橋宏忠, 上田大次郎, 藤橋雅宏, 三木邦夫, 保野陽子, 品田哲郎, 佐藤努

    日本農芸化学会大会講演要旨集(Web)  2018.03 

  • Bacillus属細菌由来テルペノイドのユニークな生合成経路の解析

    上田大次郎, 松ヶ根沙織, 西智之, 菅原啓, 岡本渉, 藤橋雅宏, 三木邦夫, 橋本昌征, 保野陽子, 品田哲郎, 佐藤努

    イソプレノイド研究会例会講演要旨集  2018 

  • 高度に官能基化されたモノフロログルシノール類の立体選択的合成

    西村栄治, 保野陽子, 品田哲郎

    香料・テルペンおよび精油化学に関する討論会講演要旨集  2018 

  • One-pot Synthesis of Anthraquinone Derivatives from Allyl Alcohols

    保野陽子, 鳥山陽平, 小倉涼太, 品田哲郎

    天然有機化合物討論会講演要旨集(Web)  2018 

  • Large-terpene合成酵素の酵素的諸性質の解析と部位特異的変異

    西智之, 菅原啓, 小川佳央, 高橋宏忠, 上田大次郎, 藤橋雅宏, 三木邦夫, 保野陽子, 品田哲郎, 佐藤努

    日本蛋白質科学会年会プログラム・要旨集  2018 

  • Large-terpene合成酵素の酵素的諸性質の解析と部位特異的変異

    菅原啓, 西智之, 小川佳央, 高橋宏忠, 上田大次郎, 藤橋雅宏, 三木邦夫, 保野陽子, 品田哲郎, 佐藤努

    日本農芸化学会大会講演要旨集(Web)  2018 

  • Large-terpene合成酵素の酵素学的諸性質の解析と部位特異的変異

    西智之, 菅原啓, 小川佳央, 高橋宏忠, 上田大次郎, 藤橋雅宏, 三木邦夫, 保野陽子, 品田哲郎, 佐藤努

    香料・テルペンおよび精油化学に関する討論会講演要旨集  2018 

  • Large-terpene合成酵素の結晶構造解析

    藤橋雅宏, 佐藤努, 田中勇真, 山本大輔, 西智之, 上田大次郎, 村上瑞気, 保野陽子, 関原あい, 福和真, 品田哲郎, 三木邦夫

    日本農芸化学会大会講演要旨集(Web)  2018 

  • Large-terpene合成酵素の構造機能相関

    藤橋雅宏, 佐藤努, 田中勇真, 山本大輔, 西智之, 上田大次郎, 村上瑞気, 保野陽子, 関原あい, 福和真, 品田哲朗, 三木邦夫

    イソプレノイド研究会例会講演要旨集  2018 

  • Large-terpene合成酵素の構造と機能

    藤橋雅宏, 佐藤努, 田中勇真, 山本大輔, 西智之, 上田大次郎, 村上瑞気, 保野陽子, 関原あい, 福和真, 品田哲朗, 三木邦夫

    日本蛋白質科学会年会プログラム・要旨集  2018 

  • ジアミノジカルボン酸類の触媒的不斉合成

    保野陽子, 水谷衣穂, 末内優輝, 品田哲郎

    メディシナルケミストリーシンポジウム講演要旨集  2017.10 

  • Cirratiomycin類の全合成

    保野陽子, 西村彰人, 澤井瑛, 品田哲郎

    有機合成シンポジウム講演要旨集  2017.05 

  • アリルアルコールを出発原料とするタンデム触媒型Diels-Alder反応

    鳥山陽平, 保野陽子, 品田哲郎

    香料・テルペンおよび精油化学に関する討論会講演要旨集  2017 

  • カイトセファリンの構造活性相関によるサブタイプ選択的イオンチャネル型グルタミン酸受容体リガンドの開発

    保野陽子, 濱田まこと, 吉田侑矢, 川崎昌紀, 島本啓子, 茂里康, 秋澤俊史, 小西元美, 大船泰史, 品田哲郎

    天然有機化合物討論会講演要旨集(Web)  2016 

  • アリル基質同士の縮合と環化反応を触媒する新奇テルペン合成酵素の発見

    小林正弥, 尾崎太郎, 趙平, 富田武郎, 苅田祐馬, 保野陽子, 西村栄治, 品田哲郎, 西山真, 葛山智久

    イソプレノイド研究会例会講演要旨集  2015.09 

  • Total Synthesis of Cirratiomycin A

    Nishimura Akito, Yasukawa Yoshifumi, Yasuno Yoko, Ohfune Yasufumi, Shinada Tetsuro

    Symposium on the Chemistry of Natural Products, symposium papers  2015 

    　More details

    <p>Heptapeptide 1 was isolated from the culture of Streptomyces xanthocidicus and Streptomyces cirratus by Umezawa et al. and Otake et al., independently. Peptide 1 showed antimicrobial activities against Lactobacillus casei and some strains of Streptococci and Mycobacterium. The structure of 1 was characterized by the presence of four non-proteinogenic amino acids: diaminobutyric acid, E-dehydroisoleucine, a-hydroxymethylserine, and tetrahydropyridazinecarboxylic acid. These unusual amino acids were connected with leucine, alanine, and serine to form 1.</p><p>We wish to report the first total synthesis of 1 via stereoselective construction of E-dehydroisoleucine. In a retrosynthetic manner, the target peptide1 was divided into three short peptide fragments: 2, 3, and 4 including E-dehydroisoleucine. Tripeptide fragment 4 was stereoselectively synthesized by our original synthetic method involving i) stereoselective synthesis of E-dehydropropylglycine,<sup>7)</sup> ii) Z-selective iodination of the resulting dehydroamino acid, and iii) Negishi cross coupling reaction with Me<sub>2</sub>Zn. The first total synthesis of 1 was accomplished by peptide coupling reactions of the fragments 2, 3, and 4, followed by the removal of the protecting groups. </p>

  • Cirratiomycin Aの合成研究

    西村彰人, 保野陽子, 品田哲郎

    日本化学会講演予稿集  2014.03 

  • 芳香環上に側鎖を持つカイトセファリンアナログの合成研究

    吉田侑矢, 保野陽子, 大船泰史, 品田哲郎

    日本化学会講演予稿集  2014.03 

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Grant-in-Aid for Scientific Research

  • ゲノム情報に基づいたホモプシン・ライブラリーの先取的全合成と抗がん活性評価

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

  • ゲノム情報に基づいたホモプシン・ライブラリーの先取的全合成と抗がん活性評価

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

  • Structure-Activity Relationship Study of Maitotoxin Based on Chemical Synthesis

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

Charge of on-campus class subject

  • 化学特別研究1B

    2025   Intensive lecture   Graduate school

  • 化学特別研究2B

    2025   Intensive lecture   Graduate school

  • 化学特別演習1B

    2025   Intensive lecture   Graduate school

  • 化学特別演習2B

    2025   Intensive lecture   Graduate school

  • 海外特別研究1

    2025   Intensive lecture   Graduate school

  • 海外特別研究2

    2025   Intensive lecture   Graduate school

  • 化学実験2

    2025   Weekly class   Undergraduate

  • 先端研究探索

    2025   Weekly class   Undergraduate

  • 化学卒業研究B

    2025   Intensive lecture   Undergraduate

  • 化学海外卒業研究

    2025   Intensive lecture   Undergraduate

  • 特別研究

    2025   Intensive lecture   Undergraduate

  • 化学実験Ⅲ

    2025   Weekly class   Undergraduate

  • 化学実験Ⅳ

    2025   Intensive lecture   Undergraduate

  • 化学特別演習3B

    2025   Intensive lecture   Graduate school

  • 化学特別研究5B

    2025   Intensive lecture   Graduate school

  • 化学特別研究4B

    2025   Intensive lecture   Graduate school

  • 化学特別研究3B

    2025   Intensive lecture   Graduate school

  • プロポーザルディフェンス

    2025   Intensive lecture   Graduate school

  • 化学特別演習5B

    2025   Intensive lecture   Graduate school

  • 海外特別研究3

    2025   Intensive lecture   Graduate school

  • 化学特別演習4B

    2025   Intensive lecture   Graduate school

  • 海外特別研究3

    2025   Intensive lecture   Graduate school

  • 海外特別研究4

    2025   Intensive lecture   Graduate school

  • 海外特別研究4

    2025   Intensive lecture   Graduate school

  • 海外特別研究5

    2025   Intensive lecture   Graduate school

  • 海外特別研究5

    2025   Intensive lecture   Graduate school

  • 化学実験Ⅰ

    2025   Weekly class   Undergraduate

  • 化学実験Ⅱ

    2025   Weekly class   Undergraduate

  • 化学特別研究3A

    2025   Intensive lecture   Graduate school

  • 化学特別研究4A

    2025   Intensive lecture   Graduate school

  • 化学特別研究5A

    2025   Intensive lecture   Graduate school

  • 化学特別演習3A

    2025   Intensive lecture   Graduate school

  • 化学特別演習4A

    2025   Intensive lecture   Graduate school

  • 化学特別演習5A

    2025   Intensive lecture   Graduate school

  • 研究企画ゼミナール

    2025   Intensive lecture   Graduate school

  • 化学特別研究1A

    2025   Intensive lecture   Graduate school

  • 化学特別研究2A

    2025   Intensive lecture   Graduate school

  • 化学特別演習1A

    2025   Intensive lecture   Graduate school

  • 化学特別演習2A

    2025   Intensive lecture   Graduate school

  • 有機化学特論

    2025   Weekly class   Graduate school

  • 有機化学演習2

    2025   Weekly class   Undergraduate

  • 化学実験1

    2025   Weekly class   Undergraduate

  • 化学卒業研究A

    2025   Intensive lecture   Undergraduate

▼display all

Faculty development activities

  • 新任教員FD研修  2025

Social Activities　⇒ Link to the list of Social Activities

  • 「天然物をつくる～現場の理系女性研究者から～」

    リコチャレ応援セミナー ＃STEM教育って何？！～理系女子をめざして～ 大学の研究ってどんなもの？  2019.08

  • 「人の生活に役立つ天然物」

    「リケジョのミカタ」in 追手門学院  2019.02

  • 女子中高生のための関西科学塾 実行委員（～2020年2月）

    2016.04

Media Coverage

  • 「第一線で働く“リケジョ”の素顔に大接近！」（インタビュー） Newspaper, magazine

    男女共同参画情報誌「クレオ」  2018.07

  • 「理系分野を目指す女性（リケジョ）の卒業後の進路とキャリアデザイン、女子中高生のための関西科学塾～未来の科学者を育成～」（コラム執筆） Newspaper, magazine

    男女共同参画情報誌「クレオ」  2017.05

Academic Activities

  • 第35回イソプレノイド研究会例会

    Role(s)： Planning, management, etc.

    品田哲郎  （ 大阪公立大学杉本キャンパス サイエンスホール ） 2025.09

    　More details

    Type：Academic society, research group, etc. 

  • 第35回万有福岡シンポジウム

    Role(s)： Planning, management, etc.

    万有福岡シンポジウム組織委員会  （ 九州大学医学部百年講堂 ） 2025.06

    　More details

    Type：Academic society, research group, etc.