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Development of efficient asymmetric synthetic method for marine natural products contained novel hexahydrocoumalin skeleton

Research Project

Project/Area Number 22790021
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionTokyo University of Pharmacy and Life Science

Principal Investigator

KOBAYASHI Toyoharu  東京薬科大学, 生命科学部, 助教 (40570883)

Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2012: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2011: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2010: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords生理活性物質 / 海洋産テルペノイド / 全合成 / 合成化学 / 有機化学 / 海洋天然物 / ジテルペノイド / キツンゴライドB
Research Abstract

Synthetic study of marine diterpenoid, kitungolide B, contained novel hexahydrocoumalin skeleton was occurred. Reformatsky reaction with zinc, ethyl bromoacetate and aldehyde compound, whichobtained the 3-methyl-2-buten-1-ol via three steps, was carried out. As the results, the nucleophilic attack to the aldehyde moiety, cyclization and elimination reactions were proceeded simultaneously, the desired unsaturated lactone was obtained. The 1,4-addition to the unsaturated lactone followed by ring closing metathesis was provided trans-fused bicyclic lactone compound. Further study of the construction of hexahydrocoumalin skeleton is now on going.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (14 results)

All 2013 2012 2011 Other

All Presentation (13 results) Remarks (1 results)

  • [Presentation] 新規三環性ポリケチドindoxamycin Fの合成研究2013

    • Author(s)
      山下聡淑,小林豊晴,阿部秀樹,伊藤久央
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Final Research Report
  • [Presentation] 新規ヘキサヒドロクマリン骨格を有するkitungolide Bの合成研究2013

    • Author(s)
      小林豊晴,高橋直人,阿部秀樹,伊藤久央
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Final Research Report
  • [Presentation] (+)-Spirocurcasoneの全合成2013

    • Author(s)
      佐藤朗見,阿部秀樹,小林豊晴,伊藤久央
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Final Research Report
  • [Presentation] トウダイグサ科植物由来spirocurcasoneの合成研究2012

    • Author(s)
      佐藤朗見,阿部秀樹,小林豊晴,伊藤久央
    • Organizer
      第38回反応と合成の進歩シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2012-11-06
    • Related Report
      2012 Final Research Report
  • [Presentation] Presilphiperfolanolの不斉合成研究2012

    • Author(s)
      城井秀憲,小林豊晴,阿部秀樹,伊藤久央
    • Organizer
      本薬学会第132年会
    • Place of Presentation
      札幌
    • Related Report
      2012 Final Research Report
  • [Presentation] カドミウム識別型新規二波長性蛍光分子の開発2012

    • Author(s)
      小林豊晴,森口陽介,阿部秀樹,伊藤久央
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Related Report
      2012 Final Research Report
  • [Presentation] Claisen転位反応を利用したIndoxamycin Fの合成研究2012

    • Author(s)
      山下聡淑,小林豊晴,阿部秀樹,伊藤久央
    • Organizer
      第56回日本薬学会関東支部大会
    • Place of Presentation
      東京
    • Related Report
      2012 Final Research Report
  • [Presentation] 特異な三環性骨格を有するセスキテルペンPresilphiperfolanol の不斉合成研究2012

    • Author(s)
      小林豊晴,城井秀憲,阿部秀樹,伊藤久央
    • Organizer
      第56回日本薬学会関東支部大会
    • Place of Presentation
      東京
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthetic Study of Indoxamycin F Using Claisen Rearrangement2012

    • Author(s)
      Sayo Yamashita, Toyoharu Kobayashi, Hideki Abe, and Hisanaka Ito
    • Organizer
      The 11th International Symposium onAdvanced Technology
    • Place of Presentation
      東京
    • Related Report
      2012 Final Research Report
  • [Presentation] Total Synthesis on ent-Spirocurcasone2012

    • Author(s)
      Akimi Sato, Hideki Abe, Toyoharu Kobayashi, and Hisanaka Ito
    • Organizer
      The 11th International Symposium on Advanced Technology
    • Place of Presentation
      東京
    • Related Report
      2012 Final Research Report
  • [Presentation] Synthetic Study of Presilphiperfolan-8-ol2012

    • Author(s)
      Toyoharu Kobayashi, Hidenori Shiroi, Hideki Abe, andHisanakaIto
    • Organizer
      The 11th International Symposium on Advanced Technology
    • Place of Presentation
      東京
    • Related Report
      2012 Final Research Report
  • [Presentation] Presilphiperfolanolの合成研究2011

    • Author(s)
      城井秀憲,小林豊晴,阿部秀樹 ,伊藤久央
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      静岡
    • Related Report
      2012 Final Research Report
  • [Presentation] 新規ヘキサヒドロクマリン骨格を有する kitungolide B の合成研究

    • Author(s)
      小林豊晴
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Annual Research Report
  • [Remarks]

    • URL

      http://logos.ls.toyaku.ac.jp/Life-Science/lbc-11/

    • Related Report
      2012 Final Research Report

URL: 

Published: 2010-08-23   Modified: 2019-07-29  

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