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Synthesis of novel inhibitors of the Hedgehog signaling pathway based on natural products

Research Project

Project/Area Number 25350967
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Biomolecular chemistry
Research InstitutionYokohama City University

Principal Investigator

Ishikawa Yuichi  横浜市立大学, 総合科学部, 准教授 (40348826)

Co-Investigator(Renkei-kenkyūsha) ISHIBASHI MASAMI  千葉大学, 薬学研究科, 教授 (90212927)
Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
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ヘッジホッグシグナル / タエペエニンD / 構造活性相関 / 天然有機化合物 / シグナル伝達 / ケミカルバイオロジー / 天然物
Outline of Final Research Achievements

Synthesis of taepeenin D, an novel inhibitor of the Hedgehog (Hh) signaling pathway, was attempted. Considering the structure of taepeenin D, the synthesis commenced with easily available Wieland-Miescher ketone. First, selective functionalization at C19 methyl group was attempted as a key reaction. The reaction proceeded with high stereoselectivity. Second, short-step construction of benzofuran rings, a characteristic structure of taepeenin D, was accomplished.

Report

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

    (4 results)

All 2015 2014 Other

All Presentation (4 results)

  • [Presentation] ストロンギロフォリンアナログの合成研究2015

    • Author(s)
      内山大貴、石川裕一
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 新規抗がん剤創製を指向したストロンギロフォリンアナログの合成研究2014

    • Author(s)
      内山大貴、及川侑也、石川裕一、及川雅人
    • Organizer
      第56回天然有機化合物討論会
    • Place of Presentation
      高知
    • Year and Date
      2014-10-15 – 2014-10-17
    • Related Report
      2014 Research-status Report
  • [Presentation] Strongylophorine類縁体の合成研究

    • Author(s)
      内山 大貴・石川 裕一・及川 雅人
    • Organizer
      第65回有機合成化学協会関東支部シンポジウム(新潟)
    • Place of Presentation
      新潟
    • Related Report
      2013 Research-status Report
  • [Presentation] メロジテルペノイドStrongylophorine類縁体の合成研究

    • Author(s)
      内山 大貴・石川 裕一・及川 雅人
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report

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

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