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Studies on the Production of Phytotoxins and Their Application for Plant Protection

Research Project

Project/Area Number 61860010
Research Category

Grant-in-Aid for Developmental Scientific Research

Allocation TypeSingle-year Grants
Research Field 製造化学・食品
Research InstitutionHokkaido University

Principal Investigator

SAKAMURA Sadao  Faculty of Agriculture, Hokkaido University, 農学部, 教授 (10001372)

Co-Investigator(Kenkyū-buntansha) SATO Hiroji  Faculty of Agriculture, Agricultural Experiment Farms,Hokkaido University, 農学部附属農場, 助教授 (20002074)
ICHIHARA Akitami  Faculty of Agriculture, Hokkaido University, 農学部, 助教授 (20000820)
Project Period (FY) 1986 – 1988
Project Status Completed (Fiscal Year 1988)
Budget Amount *help
¥6,900,000 (Direct Cost: ¥6,900,000)
Fiscal Year 1988: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 1987: ¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1986: ¥4,000,000 (Direct Cost: ¥4,000,000)
KeywordsPhytotoxins / plant growth regulator / sugar beet juice / aphidicolin / solanapyrone A / betaenones / altiloxines / イソフラボノイド / ジャーファメンターによる発酵生産 / ビート廃糖蜜 / ベーテノン / ディプロディアトキシン / アズキ落葉病 / 抗菌物質
Research Abstract

Plant Pathogenic fungi produce a number of phytotoxins and there is current interest in their roles in pathogenicity as well as in the use of their compounds and derivatives for agrochemicals. Recently, we have found several physiologically active compounds, betaenones and aphidicolanes from Phoma Betae, solanapyrones from Alternaria Solani, altiloxins from Phoma Asparagi, and isoflavonoids and phenolic compounds from azuki bean treated with Cephalosporium gregatum Type B. Outline of research work is summarized as follows.
(1) Production of aphidicolanes increased in the culture medium of beet sugar juice. Biosynthetic study of solanapyrone A on potato-sucrose medium revealed that the phytotoxin is biosynthesized through octaketide pathway.
(2) Total synthesis of(+)-diplodiatoxin and then (-)-betaenone C have made possible to prepare various analogues which are useful for the studies of structure-bioactivity relationship and incorporation in biosynthetic intermediates. Selection of toxin- resistant cells for phytotoxic metabolites and synthetic intermediates of altiloxin A has been carried out to give resistant calli.
(3) Antifungal stress compounds were isolated and identified from the roots of adzuki bean that had been treated with Cephalosporium type B, which is an avirulent strain of a pathogenic fungus causing brown stem rot disease on the host plant. These compounds were mainly isoflavones.

Report

(3 results)
  • 1988 Annual Research Report   Final Research Report Summary
  • 1986 Annual Research Report
  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] A.Ichihara;Y.Kawakami;S.Sakamura: Tetrahedron Lett. 27. 61-64 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] A.Ichihara;M.Miki;S.Sakamura: Tetrahedron Lett. 28. 1175-1178 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] N.Abe;H.Sato;S.Sakamura: Agric. Biol.Chem.51. 349-353 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] H.Oikawa;A.Ichihara;S.Sakamura: J.Chem.Soc.Chem.Commun.,. 600-602 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] 荒木肇、市原耿民、八鍬利朗: 組織培養. 14. 7-11 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] A.Ichihara;S.Miki;H.Kawagishi;S.Sakamura: Tetrahedron Lett.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S.Sakamura;A.Ichihara;T.Yoshihara: "Biologically Active Natural Products,Potential use in Agriculture,"Toxins of Phytopathogenic Microoganism"" American Chemical Society, 8 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] A. Ichihara; Y. Kawakami; S. Sakamura: "Stereoselective Synthesis and Stereochemistry of Altiloxin A." Tetrahedron Lett.27. 61-64 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] A. Ichihara; M. Miki; S. Sakamura: "Synthesis of ( )-Solanapyrone A" Tetrahedron Lett.28. 1175-1178 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] N. Abe; H. Sato; S. Sakamura: "Antifungal Stress Compounds from Adzuki Bean, Vigna angularis treated with Cephalosporium gregatum Type B" Agric. Biol. Chem.51. 349-353 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] H. Oikawa; A. Ichihara; S. Sakamura: "Biosynthetic Study of Betaenone B" J. Chem. Soc. Chem. Commun.600-602 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] H. Araki; A. Ichihara; T. Yakuwa: "Selection of Toxin-resistant Cells in vitro" The Tissue Culture. 14. 7-11 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] A. Ichihara; S. Miki; H. Kawagishi; S. Sakamura: "Total Synthesis of (-)-Betaenone C" Tetrahedron Lett.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S. Sakamura; A. Ichihara; T. yoshihara: Toxins of Phytopathogenic Microorganism, Biologically Active Natural Products, Potential use in Agriculture.American Chemical Society, 57-64 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] H.Oikawa;A.Ichihara;S.Sakamura: J.Chem.Soc.,Chem.Commun.600-602 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] 荒木肇,市原耿民,八鍬利朗: 組織培養. 14. 7-11 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] A.Ichihara;S.Miki;H.Kawagishi;S.Sakamura: Tetrahedron Lett.

    • Related Report
      1988 Annual Research Report
  • [Publications] S.Sakamura;A.Ichihara;T.Yoshihara: "Biologically Active Natural Products,Potential Use in Agriculture,"Toxins of Phytopathogenic Microorganism"" American Chemical Society, 57-64 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Akitami Ichihara;Hirokazu Kawagishi;Naohisa Tokugawa;Sadao Sakamura: Tetrahedron Letters. 27. 1347-1350 (1986)

    • Related Report
      1986 Annual Research Report
  • [Publications] naoki Abe;Hiroji Sato;Sadao Sakamura: Agricultural Biological Chemistry. 51. 349-353 (1987)

    • Related Report
      1986 Annual Research Report

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Published: 1987-03-31   Modified: 2016-04-21  

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