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Synthetic study of steroids utilizing biosynthesis

Research Project

Project/Area Number 24510305
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Living organism molecular science
Research InstitutionKeio University

Principal Investigator

SHOJI MITSURU  慶應義塾大学, 薬学部, 准教授 (30339139)

Project Period (FY) 2012-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥5,590,000 (Direct Cost: ¥4,300,000、Indirect Cost: ¥1,290,000)
Fiscal Year 2014: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2012: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywordsステロイド / 天然物 / ドミノ環化 / 化学合成
Outline of Final Research Achievements

Steroids are widely distributed in nature and they have wide variety of bioactivities and unique polycyclic framework. In this study, the synthesis of the tetracyclic skeleton of steroids via manganese(III) and copper(II)-mediated radical polycyclization. Before starting the synthesis of tetracyclic structure, construction of tricyclic moiety was investigated. The cyclization precursor was prepared by convergent synthetic route. The domino cyclization proceeded to give the desired tricyclic product and the tetracyclic framework was also provided in the similar manner.

Report

(4 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (14 results)

All 2015 2014 2013 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 1 results) Presentation (12 results) (of which Invited: 1 results)

  • [Journal Article] Divergent Synthesis of Pseudoenantiomers for ABC-ring Moiety of Steroids2014

    • Author(s)
      Miyu Furuta, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
    • Journal Title

      Tetrahedron Letters

      Volume: 55 Issue: 20 Pages: 3189-3191

    • DOI

      10.1016/j.tetlet.2014.04.018

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 微生物酵素触媒を高度に活用する-合成経路デザインにおける、基質分子工学と触媒探索の重要性-2013

    • Author(s)
      古田未有、花屋賢悟、庄司 満、須貝 威
    • Journal Title

      有機合成化学協会誌

      Volume: 71 Pages: 237-246

    • NAID

      10031157230

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 生合成経路を模倣した生理活性ステロイドの合成研究2015

    • Author(s)
      古田未有、花屋賢悟、須貝 威、庄司 満
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      兵庫県神戸市
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] ドミノ環化を活用する生理活性ステロイドの合成研究2014

    • Author(s)
      古田未有、花屋賢悟、須貝 威、庄司 満
    • Organizer
      第68回有機合成化学協会関東シンポジウム(新潟シンポジウム)
    • Place of Presentation
      新潟県新潟市
    • Year and Date
      2014-11-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] Synthetic Study toward ABCD-ring of Steroids via Biomimetic Dominocyclization2014

    • Author(s)
      Miyu Furuta, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
    • Organizer
      14th Belgian Organic Synthesis Symposium
    • Place of Presentation
      Louvain-La-Neuve, Belgium
    • Year and Date
      2014-07-14 – 2014-07-15
    • Related Report
      2014 Annual Research Report
  • [Presentation] ドミノ環化を鍵反応とする生理活性ステロイドの合成研究2014

    • Author(s)
      古田未有、花屋賢悟、須貝 威、庄司 満
    • Organizer
      第49回天然物化学談話会
    • Place of Presentation
      岡山県倉敷市
    • Year and Date
      2014-07-02 – 2014-07-03
    • Related Report
      2014 Annual Research Report
  • [Presentation] Stereoselective Construction of cis-Decalin Framework via Radical Domino Cyclization2013

    • Author(s)
      Mitsuru Shoji, Eriko Suzuki, Minoru Ueda, Shigeru Ohba, Takeshi Sugai.
    • Organizer
      14th Tetrahedron Symposium
    • Place of Presentation
      Vienna, Austria
    • Related Report
      2013 Research-status Report
  • [Presentation] Synthetic Study of Steroidal Skeleton via Biomimetic Domino Cyclization2013

    • Author(s)
      Miyu Furuta, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
    • Organizer
      14th Tetrahedron Symposium
    • Place of Presentation
      Vienna, Austria
    • Related Report
      2013 Research-status Report
  • [Presentation] Stereoselective Construction via Biomimetic Domino Cyclization toward ABCD Rings of Steroids

    • Author(s)
      Miyu Furuta, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
    • Organizer
      The 23rd French-Japanese Symposium on Medicinal and Fine Chemistry
    • Place of Presentation
      長崎市
    • Related Report
      2013 Research-status Report
  • [Presentation] 環状骨格に魅せられた天然物合成

    • Author(s)
      庄司 満
    • Organizer
      農芸化学会関東支部若手の会 天然物化学研究会「天然物化学の潮流を読む」
    • Place of Presentation
      東京都世田谷区
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] ドミノ環化を鍵反応とするステロイド類の合成研究

    • Author(s)
      古田未有, 花屋賢悟, 須貝 威, 庄司 満
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本市
    • Related Report
      2013 Research-status Report
  • [Presentation] 光学活性グリセロール誘導体の微生物合成とステロイド骨格の構築

    • Author(s)
      古田未有、花屋賢悟、須貝 威、庄司 満
    • Organizer
      第47回天然物化学談話会
    • Place of Presentation
      熊本県阿蘇市
    • Related Report
      2012 Research-status Report
  • [Presentation] ドミノ環化を鍵反応とするステロイド類縁体の合成研究

    • Author(s)
      古田未有、花屋賢悟、須貝 威、庄司 満
    • Organizer
      第64回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      新潟県長岡市
    • Related Report
      2012 Research-status Report
  • [Presentation] ドミノ環化を活用するステロイド類縁体の合成研究

    • Author(s)
      古田未有、花屋賢悟、須貝 威、庄司 満
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      神奈川県横浜市
    • Related Report
      2012 Research-status Report

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Published: 2013-05-31   Modified: 2019-07-29  

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