MORIMOTO Yoshiki

写真a

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Title

Professor

Laboratory location

Sugimoto Campus

Homepage URL

https://research-soran17.osaka-cu.ac.jp/html/100000631_en.html

Mail Address

E-mail address

Degree 【 display / non-display

  • Hokkaido University -  Doctor of Science

  • Hokkaido University -  Master of Science

Research Areas 【 display / non-display

Organic chemistry, Natural Products Chemistry, Synthetic chemistry, Substance Transformation, Synthetic Organic Chemistry

Research Interests 【 display / non-display

Cascade Reaction, Chemical Biology, Asymmetric Synthesis, Total Synthesis, Natural Product Synthesis, Structure Determination, Structure-Activity Relationships, Biosynthesis, Biomimetic Synthesis, Biological Activity

Research Career 【 display / non-display

Association Memberships 【 display / non-display

  • The Chemical Society of Japan

  • The Society of Synthetic Organic Chemistry, Japan

Committee Memberships 【 display / non-display

  • 2007
    -
    2008

    The Chemical Society of Japan  

  • 2003
    -
    2006

    The Society of Synthetic Organic Chemistry, Japan  

  • 2000
    -
    2003

    The Society of Synthetic Organic Chemistry, Japan  

  • 1997
    -
    1999

    The Chemical Society of Japan  

Awards & Honors 【 display / non-display

  • Nagase Research Promotion Award

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

    2018.04   Nagase Science Technology Foundation

    Winner : Yoshiki Morimoto

  • Kansai Branch Award in Synthetic Organic Chemistry, Japan

    Development of Stereoselective Polytetrahydrofuran Construction Method and the Application to Natural Product Synthesis

    2003.11   Kansai Branch, The Society of Synthetic Organic Chemistry, Japan

    Winner : Yoshiki Morimoto

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

    Total Synthesis of Highly Symmetric Squalene-derived Cytotoxic Polyethers Teurilene and Glabrescol

    2001.03   The Chemical Society of Japan

    Winner : Yoshiki Morimoto

  • Fujisawa Pharmaceutical Award in Synthetic Organic Chemistry, Japan

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

    1999.03   The Society of Synthetic Organic Chemistry, Japan

    Winner : Yoshiki Morimoto

Current Career 【 display / non-display

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

Career 【 display / non-display

  • 2007.04
    -
    Today

    Osaka City University   Graduate School of Science   Professor

  • 2001.04
    -
    2007.03

    Osaka City University   Graduate School of Science   Associate Professor

  • 1999.04
    -
    2001.03

    Osaka City University   School of Science   Associate Professor

  • 1995.10
    -
    1999.03

    Osaka City University   School of Science   Lecturer

  • 1992.04
    -
    1995.09

    Osaka City University   School of Science   Research Associate

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Graduate School 【 display / non-display

  • 1987.04
    -
    1991.03

    Hokkaido University  Graduate School, Division of Natural Science  Division of Chemistry 

Graduating School 【 display / non-display

  • 1981.04
    -
    1985.03

    Hokkaido University   Faculty of Science   Department of Chemistry

 

Published Papers 【 display / non-display

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

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

    Organic Letters  24 ( 2 ) 531 - 535 2022.01  [Refereed]

    DOI

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

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

    Chemistry–An Asian Journal  17 ( 1 ) e202101137 2021.11  [Refereed]

     View Summary

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

    DOI

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

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

    Chemistry—A European Journal  27 ( 43 ) 11045 - 11049 2021.08  [Refereed]

     View Summary

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

    DOI

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

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

    Chemistry – An Asian Journal  16 ( 14 ) 1882 - 1886 2021.07  [Refereed]

     View Summary

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

    DOI

  • 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

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

    Organic Letters  23 ( 5 ) 1703 - 1708 2021.03  [Refereed]

    DOI

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Books etc 【 display / non-display

  • Basic Chemistry Experiments, Third Modified Edition

    Ed. Chemistry Experiment Group in Liberal Arts and Sciences, Graduate School of Science, Osaka City University (Part: Joint Work )

    Fukuro Shuppan  2017

  • Basic Chemistry Experiments, Second Modified Edition

    Ed. Chemistry Experiment Group in Liberal Arts and Sciences, Graduate School of Science, Osaka City University (Part: Joint Work )

    Fukuro Shuppan  2014

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

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

    Kagakudojin Company, Limited  2011

  • High School Students//Chemistry Declaration Part 3

    Hiroshi Nakazawa and Yoshiki Morimoto et al. (Part: Contributor )

    u-time Publishing Company, Limited  2010

  • Basic Chemistry Experiments, Modified Edition

    Ed. Chemistry Experiment Group in Liberal Arts and Sciences, Graduate School of Science, Osaka City University (Part: Joint Work )

    Fukuro Shuppan  2010

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Review Papers (Misc) 【 display / non-display

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

    Yoshiki Morimoto

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

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

    Yoshiki Morimoto

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

  • Studies on the Biogenetic Key Reaction of Triterpene Polyethers

    Yoshiki Morimoto

    Report of Grant-Supported Research from the Asahi Glass Foundation, 2011  2011

  • What Is University?

    Yoshiki Morimoto

    Rutsubo  58   46 - 48 2010

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

    Yoshiki Morimoto

    Research Papers of the Suzuki Memorial Foundation  27   391 - 395 2010

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Conference Activities & Talks 【 display / non-display

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

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

    The 2021 International Chemical Congress of Pacific Basin Societies  (Online)  2021.12 

  • Asymmetric Total Synthesis and Structural Determination of Callicladol

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

    The 63rd Symposium on the Chemistry of Natural Products  2021.09 

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

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

    The 101st CSJ Annual Meeting (2021)  (Online Meeting)  2021.03 

  • Studies on Total Synthesis of (–)-Tetrodotoxin

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

    The 101st CSJ Annual Meeting (2021)  (Online Meeting)  2021.03 

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

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

    The 101st CSJ Annual Meeting (2021)  (Online Meeting)  2021.03 

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Grant-in-Aid for Scientific Research 【 display / non-display

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

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

    Project Year :

    2018.04
    -
    2020.03
     

    Partaker : Tatsufumi Okino and Keisuke Nishikawa

  • Chemical Biology of Halogenated Antifouling Compounds

    Grant-in-Aid for Scientific Research(B) Partaker / Other

    Project Year :

    2016.04
    -
    2020.03
     

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

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

    Project Year :

    2008.04
    -
    2012.03
     

  • Molecular Scientific Research on Cytotoxic Oxasqualenoids Based on Chemical Synthesis

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

    Project Year :

    2005.04
    -
    2008.03
     

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

    Grant-in-Aid for Scientific Research on Priority Areas Partaker / Other

    Project Year :

    2005.04
    -
    2006.03
     

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Other external funds procured 【 display / non-display

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

    System name: Research Grant from the Nagase Science Technology Foundation (Research grant)  Representative

    Project Year :

    2018.04
    -
    2019.03

    Tatsufumi Okino and Keisuke Nishikawa

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

    System name: Research Grant from the Astellas Foundation for Research on Metabolic Disorders (Research grant)  Representative

    Project Year :

    2013
    -
    2014

  • Studies on the Biomimetic Key Reaction of Triterpene Polyethers

    System name: Research Encouragement on Natural Sciences from the Asahi Glass Foundation (Research grant)  Representative

    Project Year :

    2010.04
    -
    2011.03

  • Dynamic Molecular Science Innovation

    System name: Research on Priority Areas from the Osaka City University (University Strategic Research Funds)  Representative

    Project Year :

    2010
    -
    2012.03

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

    System name: Research Grant from the Suzuki Memorial Foundation (Research grant)  Representative

    Project Year :

    2007
    -
    2008

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Charge of on-campus class subject 【 display / non-display

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

    (2020) Graduate school, Special course

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

    (2020) Graduate school, Special course

  • Exercises in Functional Molecular Science

    (2020) Graduate school, Special course

  • Exercises in Functional Molecular Science

    (2020) Graduate school, Special course

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

    (2020) Graduate school, Special course

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Other educational activity and Special note 【 display / non-display

  • Contribution to internationalization

    (2021)

  • Extra-Curricular Activities

    (2021)

  • Improvement of educational methods

    (2021)

  • Contribution to University-wide Cross-training program

    (2021)

  • Extra-Curricular Activities

    (2020)

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Foreigner acceptance 【 display / non-display

  • Academic year : 2021

     View Details

    Number of foreigners accepted
    0
    Number of International Students
    0
  • Academic year : 2020

     View Details

    Number of foreigners accepted
    0
    Number of International Students
    0
  • Academic year : 2019

     View Details

    Number of foreigners accepted
    0
    Number of International Students
    1
  • Academic year : 2018

     View Details

    Number of foreigners accepted
    0
    Number of International Students
    1
  • Academic year : 2017

     View Details

    Number of foreigners accepted
    0
    Number of International Students
    0