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Plant Protection Oriented Synthetic Studies on Bioactive Terpenoids

Research Project

Project/Area Number 16580088
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionKobe University

Principal Investigator

TAKIKAWA Hirosato  Kobe University, Graduate School of Science and Technology, Associate Professor, 自然科学研究科, 助教授 (40271332)

Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 2005: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 2004: ¥2,000,000 (Direct Cost: ¥2,000,000)
Keywordsplant protection / terpenoid / allelopathy / total synthesis / 光学分割 / 絶対立体配置
Research Abstract

In this research, syntheses of bioactive natural terpenoids have been studied. The practical synthetic targets are breviones, annuionones and sundiversifolide. Breviones are allelopathic diterpenoids isolated from Penicillium sp. Annuionones and sundiversifolide are also allelopathic agents isolated from sunflower. These allelopathic terpenoids may have the agricultural potential as environmentally benign herbicides. Thus, the main objective of this research is not only "total synthesis" but also contribution for "plant protection".
The representative achievements of this work are as follows :
1.The first synthesis of both enantiomers of brevione B was accomplished. The absolute configuration of naturally occurring brevione B was therefore determined.
2.The first synthesis of both enantiomers of annuionone A was accomplished. The absolute configuration of naturally occurring annuionone A was therefore determined.
3.The formal synthesis of sundiversifolide was achieved by employing Claisen rearrangement as the key step.
The detailed bioassay of synthesized samples including synthetic intermediates is now in preparation.

Report

(3 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (13 results)

All 2006 2005 2004

All Journal Article (13 results)

  • [Journal Article] Synthesis and absolute configuratin of bevione B, an allelochemical isolated from Penicillium sp.2006

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Tetrahedron 62巻・1号

      Pages: 39-48

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthetic studies on breviones and structurally related natural products2006

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Biosci. Biotechnol. Biochem 70(印刷中)

    • NAID

      10018530916

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] アレロパシー活性を有するテルペノイドの合成研究2006

    • Author(s)
      滝川浩郷
    • Journal Title

      有機合成化学協会誌 64(印刷中)

    • NAID

      10017652204

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and absolute configuration of brevione B, an allelochemical isolated from Penicillium sp.2006

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Tetrahedron 62-1

      Pages: 39-48

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthetic studies on breviones and structurally related natural products2006

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Biosci.Biotechnol.Biochem 70(in press)

    • NAID

      10018530916

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthetic studies on allelopathic terpenoids2006

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan (Yuki Gosei, Kagaku Kyokaishi) 64(in press)

    • NAID

      10017652204

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and absolute configuration of brevione B, an allelochemical isolated from Penicillium sp.2006

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Tetrahedron 62・1

      Pages: 39-48

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis and absolute configuration of annuionone A2005

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Tetrahedron 61巻・37号

      Pages: 8830-8835

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and absolute configuration of annuionone A2005

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Tetrahedron 61-37

      Pages: 8830-8835

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and absolute configuration of annuionone A2005

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Tetrahedron 61・37

      Pages: 8830-8835

    • Related Report
      2005 Annual Research Report
  • [Journal Article] 有用な生物活性および得意な構造を有する天然有機化合物の合成研究2004

    • Author(s)
      滝川 浩郷
    • Journal Title

      日本農芸化学会誌 78巻・10号

      Pages: 944-949

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthetic studies on natural products having useful bioactivity and unique structure2004

    • Author(s)
      Hirosato Takikawa
    • Journal Title

      Nippon Nogeikagaku Kaishi 78-10

      Pages: 944-949

    • NAID

      10013654659

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] 有用な生物活性および特異な構造を有する天然有機化合物の合成研究2004

    • Author(s)
      滝川 浩郷
    • Journal Title

      日本農芸化学会誌 78巻・10号

      Pages: 944-949

    • Related Report
      2004 Annual Research Report

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Published: 2004-04-01   Modified: 2016-04-21  

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