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2009 Fiscal Year Final Research Report

Efficient Synthesis of Natural Products Having Intriguing Biological Activities Useful for Drug Discovery

Research Project

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Project/Area Number 19209001
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionNagasaki University

Principal Investigator

HATAKEYAMA SUSUMI  Nagasaki University, 大学院・医歯薬学総合研究科, 教授 (20143000)

Co-Investigator(Kenkyū-buntansha) ISHIHARA Jun  長崎大学, 大学院・医歯薬学総合研究科, 准教授 (80250413)
TAKAHASHI Keisuke  長崎大学, 大学院・医歯薬学総合研究科, 助教 (60380854)
Project Period (FY) 2007 – 2009
Keywords有機合成化学 / 全合成 / 天然物 / 創薬リード
Research Abstract

We have studied on the total synthesis of natural products having intriguing biological activities useful for drug discovery. As a result, we have developed efficient methodologies for the synthesis of dyshiherbaine, a glutamate receptor agonist, phoslactomycin B and fostriecin, PP2A inhibitors, and neooxazolomycin, an antitumor antibiotic. In addition, we have developed a new methodology for the construction of heterocycles which relies on an In(III)-catalyzed Conia-ene reaction, and achieved the total synthesis of salinosporamide A, a proteasome inhibitor.

  • Research Products

    (14 results)

All 2009 2008 2007 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (5 results) Book (3 results) Remarks (1 results)

  • [Journal Article] Enantio- and Stereoselective Route to the Phoslactomycin Family of Antibiotics : Formal Synthesis of (+)-Fostriecin and (+)-Phoslactomycin B2009

    • Author(s)
      S.M.Sarkar, E.N.Wanzala, S.Shibahara, K.Takahashi, J.Ishihara, S.Hatakeyama
    • Journal Title

      Chem.Commun.

      Pages: 5907-5909

    • Peer Reviewed
  • [Journal Article] Entry to Heterocycles Based on Indium-Catalyzed Conia-Ene Reactions : Asymmetric Synthesis of (-)-Salinosporamide A2008

    • Author(s)
      K.Takahashi, M.Midori, K.Kawano, J.Ishihara, S.Hatakeyama
    • Journal Title

      Angew.Chem.Int.Ed. 47

      Pages: 6244-6246

    • Peer Reviewed
  • [Journal Article] Asymmetric Total Synthesis of (+)-Phoslactomycin B2008

    • Author(s)
      S.Shibahara, M.Fujino, M.Tashiro, K.Takahashi, J.Ishihara, S.Hatakeyama
    • Journal Title

      Org.Lett. 10

      Pages: 2139-2142

    • Peer Reviewed
  • [Journal Article] A Highly Stereocontrolled Total Synthesis of Dysiherbaine2007

    • Author(s)
      K.Takahashi, T.Matsumura, J.Ishihara, S.Hatakeyama
    • Journal Title

      Chem.Commun.

      Pages: 4158-4160

    • Peer Reviewed
  • [Journal Article] Total Synthesis of Neooxazolomycin, E.2007

    • Author(s)
      O.Onyango, J.Tsurumoto, N.Imai, K.Takahashi, J.Ishihara, S.Hatakeyama
    • Journal Title

      Angew.Chem.Int.Ed. 46

      Pages: 6703-6705

    • Peer Reviewed
  • [Presentation] Enantio- and Stereoselective Route to the Phoslac-tomycin Family of Antibiotics : Synthesis of (+)-Fostriecin and (+)-Phoslactomycin B2009

    • Author(s)
      Shaheen M.Sarkar, Everlyne N.Wanzala, Setsuya Shibahara, Keisuske Takahashi, Jun Ishihara, Susumi Hatakeyama
    • Organizer
      The 11th International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      Kyoto (Japan)
    • Year and Date
      2009-11-11
  • [Presentation] PP2A阻害活性天然物PhoslactomycinBの全合成2008

    • Author(s)
      芝原攝也, 藤野正堂, 田代泰理, 高橋圭介, 石原淳, 畑山範
    • Organizer
      第50回天然有機化合物討論会
    • Place of Presentation
      福岡
    • Year and Date
      2008-10-01
  • [Presentation] New Approach To Heterocycles via Conia-Ene Type Reactions : Synthesis of Salinosporamide A and Neooxazolomycin2008

    • Author(s)
      畑山範
    • Organizer
      The 20th French and Japanese Symposium on Medicinal and Fine Chemistry
    • Place of Presentation
      Bordeaux (France)
    • Year and Date
      2008-09-09
  • [Presentation] Indium-catalyzed Conia-Ene Reaction for Alkaloid Synthesis2008

    • Author(s)
      畑山範
    • Organizer
      IUPAC 17th International Conference on Organic Synthesis
    • Place of Presentation
      Daejeon (Korea)
    • Year and Date
      2008-06-26
  • [Presentation] Conia-ene型反応に基づく新規ラクタム構築法:Salinosporamide AとNeooxazolo-mycinの合成2007

    • Author(s)
      高橋圭介, 緑美智子, 石原淳, 畑山範
    • Organizer
      第49回天然有機化合物討論会
    • Place of Presentation
      札幌
    • Year and Date
      2007-09-20
  • [Book] 天然物の全合成2000-2008(有機合成化学協会編)2009

    • Author(s)
      畑山範
    • Total Pages
      53-54(148,152-153,250)
    • Publisher
      化学同人
  • [Book] 進化を続ける有機触媒(有機合成を革新する第三の触媒)(丸岡啓二編)(7章シンコナアルカロイド触媒を用いた不斉炭素-炭素結合形成反応)2009

    • Author(s)
      畑山範
    • Total Pages
      87-94
    • Publisher
      化学同人
  • [Book] 創薬をめざす有機合成戦略(進化する医薬品づくり)(宍戸宏造,新藤充編)(9章ビタミンD3誘導体の合成)2007

    • Author(s)
      畑山範
    • Total Pages
      91-97
    • Publisher
      化学同人
  • [Remarks] ホームページ等

    • URL

      http://www.ph.nagasaki-u.ac.jp/indexj.html

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

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