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2010 Fiscal Year Final Research Report

Synthetic Studies of Dimeric Alkaloids which Control Neuronal Differentiation

Research Project

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Project/Area Number 21850003
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Chemistry related to living body
Research InstitutionKyoto University

Principal Investigator

TSUKANO Chihiro  Kyoto University, 薬学研究科, 助教 (70524255)

Project Period (FY) 2009 – 2010
Keywords全合成 / アルカロイド
Research Abstract

Complanadines, dimeric alkaloids in the lycodine class alkaloids, induce secretion of neurotrophic factors from 1321N1 cells, which promotes neuronal differentiation of PC-12 cells and enhances expression of mRNA for nerve growing factor (NGF). Because of the unique structure and interesting biological activities, we started synthetic studies for disclose the origin of biological activities. So far, we established a convenient synthetic route to (±)-lycodine by using Diels-Alder and intramolecular Mizoroki-Heck reactions. This strategy will be readily applicable to the total syntheses of related natural products including complanadines and synthetic analogues for structure-activity relationship studies.

  • Research Products

    (13 results)

All 2011 2010 2009 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (6 results) Book (1 results) Remarks (1 results)

  • [Journal Article] Control of 6-Exo and 7-Endo Cyclization of Alkynylamides using Platinum and Bismuth Catalysts.2011

    • Author(s)
      Anne-Lise Girard, Taro Enomoto, Shinsuke Yokouchi, Chihiro Tsukano, Yoshiji Takemoto
    • Journal Title

      Chem.Aisan J. 印刷中

    • Peer Reviewed
  • [Journal Article] Flexible Strategy for Syntheses of Spirooxindoles using Palladium-catalyzed Carbosilylation and Sakurai-type Cyclization.2011

    • Author(s)
      Sudhir M.Hande, Motoyuki Nakajima, Haruhi Kamisaki, Chihiro Tsukano, Yoshiji Takemoto
    • Journal Title

      Org.Lett.

      Pages: 1828-1831

    • Peer Reviewed
  • [Journal Article] Domino Pd-Catalyzed Heck-Type Cyclization and Bi-Catalyzed Hydroamination : Formal Syntheses of Elacomine and Isoelacomine.2011

    • Author(s)
      Haruhi Kamisaki, Tsuyoshi Nanjo, Chihiro Tsukano, Yoshiji Takemoto
    • Journal Title

      Chem.Eur.J. 17

      Pages: 626-633

    • Peer Reviewed
  • [Journal Article] "Dionicio R.Siegel and Samuel J.Danishefsky"多環状多プレニルアシルフロログルシノール類の全合成2010

    • Author(s)
      塚野千尋
    • Journal Title

      有機合成化学協会誌 68

      Pages: 592-600

    • Peer Reviewed
  • [Journal Article] Concise Total Synthesis of (±)-Lycodine.2010

    • Author(s)
      Chihiro Tsukano, Le Zhao, Yoshiji Takemoto, Masahiro Hirama
    • Journal Title

      Eur.J.Org.Chem.

      Pages: 4198-4200

    • Peer Reviewed
  • [Presentation] Total synthesis of racemic lycodine2010

    • Author(s)
      塚野千尋, 趙楽, 竹本佳司, 平間正博
    • Organizer
      PACIFICHEM2010
    • Place of Presentation
      Honolulu, Hawaii
    • Year and Date
      20101215-20101220
  • [Presentation] パラジウム触媒によるシリルアミド化を鍵反応としたスピロオキシインドール骨格合成法の開発2010

    • Author(s)
      塚野千尋、Sudhir M.Hande、上崎春陽、中島基之、竹本佳司
    • Organizer
      第40回複素環化学討論会
    • Place of Presentation
      仙台
    • Year and Date
      20101014-20101016
  • [Presentation] 多環性生理活性天然物の全合成研究2010

    • Author(s)
      塚野千尋
    • Organizer
      第45回天然物化学談話会
    • Place of Presentation
      愛知・蒲郡
    • Year and Date
      20100706-20100708
  • [Presentation] リコジンのラセミ全合成2010

    • Author(s)
      塚野千尋、趙楽、竹本佳司、平間正博
    • Organizer
      第8回次世代を担う有機化学シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      20100513-20100514
  • [Presentation] Pd触媒によるシリルアミド化反応を鍵反応としたスピロオキシインドール骨格合成法の開発2010

    • Author(s)
      Sudhir M.Hande,上崎春陽,塚野千尋,竹本佳司
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山
    • Year and Date
      20100328-20100330
  • [Presentation] リコジンのラセミ全合成2010

    • Author(s)
      塚野千尋、趙楽、竹本佳司、平間正博
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪
    • Year and Date
      20100326-20100329
  • [Book] 巨大ポリエーテル天然物・ギムノシン-Aの全合成(天然物全合成の最新動向)2009

    • Author(s)
      佐々木誠、塚野千尋
    • Total Pages
      228-243
    • Publisher
      シーエムシー出版
  • [Remarks] ホームページ等

    • URL

      http://www.pharm.kyoto-u.ac.jp/orgchem/

URL: 

Published: 2012-01-26   Modified: 2016-04-21  

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