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2012 Fiscal Year Final Research Report

A marine lethal toxin polycavernoside A: synthesis and exploration of the molecular mechanism of action

Research Project

  • PDF
Project/Area Number 22603001
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field ケミカルバイオロジー
Research InstitutionTohoku University

Principal Investigator

KASAI Yusuke  東北大学, 大学院・生命科学研究科, 産学官連携研究員 (50379286)

Project Period (FY) 2010 – 2012
Keywords天然物化学 / 海産毒 / 有機合成 / 鈴木-宮浦反応 / マクロラクトン化
Research Abstract

A total synthesis of (-)-polycavernoside A, a marine lethal toxin isolated from the edible alga Gracilaria edulis, has been achieved via a convergent approach. The synthesis is highlighted by catalytic asymmetric syntheses of the two key fragments and their union through Suzuki-Miyaura coupling and Keck macrolactonization. Efficient synthesis of L-fucosyl-D-xylose part was developed by using armed-disarmed concept.

  • Research Products

    (5 results)

All 2012 2011 2010

All Journal Article (1 results) (of which Peer Reviewed: 1 results) Presentation (4 results)

  • [Journal Article] Total Synthesis of (-)-Polycavernoside A: Suzuki-Miyaura Coupling Approach2012

    • Author(s)
      Yusuke Kasai, Takanori Ito, Makoto Sasaki
    • Journal Title

      Org. Lett

      Volume: 14(12) Pages: 3186-3189

    • DOI

      DOI:10.1021/ol301278e

    • Peer Reviewed
  • [Presentation] 海産毒ポリカバノシドAの全合成研究2012

    • Author(s)
      葛西祐介・伊藤崇則・佐々木誠
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2012-03-27
  • [Presentation] 海産毒ポリカバノシドAの全合成研究2011

    • Author(s)
      葛西祐介・伊藤崇則・佐々木誠
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-26
  • [Presentation] Synthetic Studies on Polycavernoside A2010

    • Author(s)
      Yusuke Kasai, Makoto Sasaki
    • Organizer
      Pacifichem 2010
    • Place of Presentation
      Hawaii, the United States
    • Year and Date
      2010-12-19
  • [Presentation] 海産毒ポリカバノシドAの全合成研究2010

    • Author(s)
      葛西祐介・佐々木誠
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪
    • Year and Date
      2010-03-28

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Published: 2014-08-29  

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