• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Synthetic and structural studies of natural antibiotics which have potent activities against drug resistance strains

Research Project

Project/Area Number 25450147
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Bioorganic chemistry
Research InstitutionThe University of Tokyo

Principal Investigator

ISHIGAMI Ken  東京大学, 農学生命科学研究科, 准教授 (70292787)

Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords有機化学 / 天然物化学 / 立体化学 / 抗菌活性 / 薬剤耐性 / glabramycin / Majusculoic acid / 抗ピロリ菌 / Glabramycin / 抗菌物質 / 天然有機化合物 / 有機合成 / セスキテルペン / 絶対立体配置
Outline of Final Research Achievements

Synthetic studies on natural products, which could be new drugs against drug-resistant strains, were carried out. About a sesquiterpene, which is a potent inhibitor of H. pylori growth, we examined optimization of racemic synthesis and synthesis of a substrate for optical resolution employing our tandem radical cyclization strategy. Concerning glabramycins, which are potent inhibitor against Staphylococcus aureus, we succeeded Structural revision of glabramycin B was achieved by enantioselective synthesis of our proposed structure. We also suggest the absolute configuration of Majusculoic acid, a novel antifungal drug, by synthesis of enantiomer of the natural product, although some problems in several steps have been still remained.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (20 results)

All 2016 2015 2014 2013 Other

All Journal Article (4 results) (of which Peer Reviewed: 3 results) Presentation (13 results) (of which Int'l Joint Research: 4 results) Remarks (3 results)

  • [Journal Article] Synthesis and revision of the relative configuration of glabramycin B2015

    • Author(s)
      Ken Ishigami, Masaoki Yamamoto, Hidenori Watanabe
    • Journal Title

      Tetrahedron Letters

      Volume: 56 Issue: 45 Pages: 6290-6293

    • DOI

      10.1016/j.tetlet.2015.09.149

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] キラリティーを有する天然生理活性物質の合成研究.2015

    • Author(s)
      K. Ishigami,T. Kato, S. Wakamori, H. Kageji, H. Watanabe
    • Journal Title

      Annual Report 2014 (Cryogenic Research Center, The University of Tokyo)

      Volume: 6 Pages: 39-44

    • NAID

      40020694086

    • Related Report
      2015 Annual Research Report
  • [Journal Article] Synthesis of (±)-(Z)-2β-hydroxy-14-hydro-β-santalol employing tandem radical cyclization2015

    • Author(s)
      Ken Ishigami, Shinya Yamada, Hidenori Watanabe
    • Journal Title

      Tetrahedron Letters

      Volume: 56 Issue: 42 Pages: 5816-5819

    • DOI

      10.1016/j.tetlet.2015.09.011

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of marine oxylipin topsentolide A1 and its stereoisomers, and determination of the absolute configuration of the natural product2015

    • Author(s)
      Ken Ishigami, Munetaka Kobayashi, Motoki Takagi, Kazuo Shin-ya, Hidenori Watanabe
    • Journal Title

      Tetrahedron

      Volume: 71 Issue: 44 Pages: 8436-8443

    • DOI

      10.1016/j.tet.2015.09.013

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Presentation] Glabramycin Bの合成と構造訂正2016

    • Author(s)
      山本 将起、石神 健、渡邉 秀典
    • Organizer
      日本農芸化学会2016年度大会
    • Place of Presentation
      札幌コンベンションセンター(北海道・札幌市)
    • Year and Date
      2016-03-27
    • Related Report
      2015 Annual Research Report
  • [Presentation] クラビゲリン類の両鏡像体の合成2016

    • Author(s)
      柿本 望、石神 健、渡邉 秀典
    • Organizer
      日本農芸化学会2016年度大会
    • Place of Presentation
      札幌コンベンションセンター(北海道・札幌市)
    • Year and Date
      2016-03-27
    • Related Report
      2015 Annual Research Report
  • [Presentation] Enantioselective syntheses Sch642305 and Glabramycin B, antibacterial 10-membered lactones fused with 4-oxygenated cyclohexanone.2015

    • Author(s)
      K. Ishigami, M. Yamamoto, R. Katsuta, H. Watanabe
    • Organizer
      PACIFICHEM 2015
    • Place of Presentation
      Honolulu(米国)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Total Synthesis of Glabramycin B.2015

    • Author(s)
      M. Yamamoto, K. Ishigami, H. Watanabe
    • Organizer
      The 13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)
    • Place of Presentation
      リーガロイヤルホテル京都(京都府・京都市)
    • Year and Date
      2015-11-09
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Total Synthesis of (+)-Clavigerin B.2015

    • Author(s)
      N. Kakimoto, K. Ishigami, H. Watanabe
    • Organizer
      The 13th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-13)
    • Place of Presentation
      リーガロイヤルホテル京都(京都府・京都市)
    • Year and Date
      2015-11-09
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Enantioselective syntheses of Sch642305 and Glabramycin B, antibacterial 10-membered lactones fused with 4-oxygenated cyclohexanone.2015

    • Author(s)
      K. Ishigami, M. Yamamoto, R. Katsuta, H. Watanabe
    • Organizer
      The 10th International Conference on Cutting-Edge Organic Chemistry in Asia
    • Place of Presentation
      Kaohsiung(台湾)
    • Year and Date
      2015-11-02
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] ピペリジンアルカロイドMicrogrewiapine A の合成研究2015

    • Author(s)
      野上恭平、石神 健、渡邉 秀典
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 三員環を有する生物活性物質の合成研究2014

    • Author(s)
      土井 悠之介、坂口 和彦、石神 健、渡邉 秀典
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      明治大学生田キャンパス(神奈川県)
    • Related Report
      2013 Research-status Report
  • [Presentation] Litseaone Aの合成と構造改訂2014

    • Author(s)
      影治 秀晃、石神 健、渡邉 秀典
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      明治大学生田キャンパス(神奈川県)
    • Related Report
      2013 Research-status Report
  • [Presentation] 立体化学の決定を目的としたGlabramycinBの合成研究2014

    • Author(s)
      山本 将起、石神 健、渡邉 秀典
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      明治大学生田キャンパス(神奈川県)
    • Related Report
      2013 Research-status Report
  • [Presentation] 抗菌活性を有するMajusculoic acidの合成研究2013

    • Author(s)
      土井 悠之介、坂口 和彦、石神 健、渡邉 秀典
    • Organizer
      第57回 香料・テルペンおよび精油化学に関する討論会
    • Place of Presentation
      埼玉大学(埼玉県)
    • Related Report
      2013 Research-status Report
  • [Presentation] Plumisclerin Aの四員環架橋構造の構築2013

    • Author(s)
      服部 弘、石田 恭次、石神 健、渡邉 秀典
    • Organizer
      第57回 香料・テルペンおよび精油化学に関する討論会
    • Place of Presentation
      埼玉大学(埼玉県)
    • Related Report
      2013 Research-status Report
  • [Presentation] GlabramycinBの立体化学決定に向けた合成研究2013

    • Author(s)
      山本将起、石神 健、渡邉秀典
    • Organizer
      日本農芸化学会関東支部2013年度大会
    • Place of Presentation
      慶応大学日吉キャンパス(神奈川県)
    • Related Report
      2013 Research-status Report
  • [Remarks] 東京大学有機化学研究室ホームページ

    • URL

      http://park.itc.u-tokyo.ac.jp/org-chem/

    • Related Report
      2015 Annual Research Report
  • [Remarks] 東京大学有機化学研究室

    • URL

      http://park.itc.u-tokyo.ac.jp/org-chem/

    • Related Report
      2014 Research-status Report
  • [Remarks] 東京大学有機化学研究室

    • URL

      http://park.itc.u-tokyo.ac.jp/org-chem/

    • Related Report
      2013 Research-status Report

URL: 

Published: 2014-07-25   Modified: 2019-07-29  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi