• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Studies on The Synthesis of Sesquiterpenes as Host-specific Phytotoxins Directed towards Novel Insecticides.

Research Project

Project/Area Number 62560116
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 製造化学・食品
Research InstitutionThe University of Tokyo

Principal Investigator

KITAHARA Takeshi  Faculty of Agriculture, The University of Tokyo; Associate Professor, 農学部, 助教授 (40087573)

Co-Investigator(Kenkyū-buntansha) MORI Kenji  Faculty of Agriculture, The University of Tokyo; Professor, 農学部, 教授 (20011843)
Project Period (FY) 1987 – 1988
Project Status Completed (Fiscal Year 1988)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1988: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1987: ¥1,600,000 (Direct Cost: ¥1,600,000)
KeywordsHost-specific phytotoxins / phytotoxins / Sporogen-AO 1 / Gigantenone / Chiral synthesis Stereoselective synthesis / 植物病原菌毒素 / 高選択的合成 / 光学活性体合成 / ファゼオリノン / フォメノン / 胞子形成因子
Research Abstract

Studies on phytotoxins produced by host-specific fungi againdt plants have been paid much attention to clarify the mode of action as well as to develope new insecticides. The amount of these pathogenic toxins, however, not sufficient for biological study, because they are not much available from natural sources. The target of this project is the synthesis of these pathogenic sesquiterpenes to afford natural isomers and their analogs in optically pure forms in substantial amount for biological study.
Starting from the hydroxyester with 98.4% e.e. prepared by the asymmetric reduction with bakers yeast, chiral synthesis of sporogen-AO 1( 13-desoxyphomenone ) was achieved in overall 8.4 % yield through 20 steps. By the establishment of this efficient method, general route to afford these pathogenic eremophilane sesquiterpenes was explored. Thus, gigantenone, epi-gigantenone, phomenone ,phase-olinone and analogs were obtained. Using these samples, biological studies is going on, and preliminary experiment showed that even epimer has 60-70% activity of natural isomers. Further studies may reveal biological meaning of these sesquiterpene as pthogens against plants and as sporogenic substances against fungi.

Report

(3 results)
  • 1988 Annual Research Report   Final Research Report Summary
  • 1987 Annual Research Report
  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] Takeshi Kitahara.;Hitoshi Kurata.;Kenji Mori.: Tefrahedron. 44. 4339-4349 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Takeshi Kitahara.;Hitoshi Kurata.;Kenji Mori.: Tetrahedrou. 45. (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Fumio Sugawara.;Takeshi Kitahara.;Kenji Mori.: Agric.Biol.Chem.Plant&Cell Physiol. (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Takeshi Kitahara.他: "STUDIES IN NATURAL PRODUCTS CHEMISTRY Vol.4 "Chira Syujhesis of Natural Products as Semiochemicals and Biovegulators"" Elsevier science Publishers, 50-500 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Takeshi Kitahara; Hitoshi Kurata; Kenji Mori,: "Efficient Synthesis of the Natural Enautiomers of Sporogen-AO 1 (13-Desoxyphomenone), A Sporogenic Sesquiterpene from Aspergillus oryzae." Tetrahedron. 44. 4339-4349 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Takeshi Kitahara; Hitoshi Kurata; Kenji Mori,: "Chiral Synthesis of Phytopathogenic Toxins, Gigantenone, Phomenone, Phaseolinone and Their Analogs" Tetrahedron. 45. (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Fumio Sugawara; Takeshi Kitahara; Kenji Mori: "Phytopathogenic Activities of Chiral Evemophilane Sesquiterpenes." Agric. Biol. Chem. or Plant and Cell Physiol.(1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Takeshi Kitahara: "Chiral Synthesis of Natural Products as Sewiochemicals and Bioregulators" [STUDIES IN NATURAL PRODUCTS CHEMISTRY Vol.4]. Elsevier Science Publishers, (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Takeshi,Kitahara;Hiroshi,Kurata;Kenji,Mori: Tefrahedron. 45. (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] Fumio,Sugawara;Takeshi,Kitahara;Kenji,Mori: Agric-Biol,Chem.or Plant & Cell Physiol. (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] Takeshi,Kitahara: "STUDIES IN NATURAL PRODUCTS CHEMISTRY Vol.4 "Chiral Synthesis of Natural Products as Semiochemicals and Bioregulators"" Elsevier Science Publishers Amsterdam,Netherland, 50(1 500) (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] Takeshi Kitahara Hitoshi Kurata Kenji Mori: Tetrahedron. (1988)

    • Related Report
      1987 Annual Research Report

URL: 

Published: 1987-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi