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Study on biosynthesis of the phytotoxins produced by the phytopathogens, with the aim for plant protection.

Research Project

Project/Area Number 07660138
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

NAKAJIMA Hiromitsu  Tottori University, Faculty of Agriculture, Associate Professor, 農学部, 助教授 (40144646)

Co-Investigator(Kenkyū-buntansha) HAMASAKI Takashi  Tottori University, Faculty of Agriculture, Professor, 農学部, 教授 (40032081)
Project Period (FY) 1995 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1996: ¥400,000 (Direct Cost: ¥400,000)
Keywordsplant pathogens / phytotoxins / biosynthesis / Cochliobolus spicifer / Bipolaris sorokiniana / Neocosmospora vasinfecta / polyketide / sesquiterpene / sorokinianin / sesquiterpene / phytotoxin / prehelminthosporol / succinic acid / biosynthesis
Research Abstract

It had been found by our research group that the D-5 strain of Cochliobolus spicifer produces phytotoxins, i.e.spiciferones A,B,C,and spiciferinone, and a plant growth regulator, i.e.spicifernin. We also clarified that these metabolites are biosynthesized from a common polyketide precursor. In the course of our search for the structurally-related metabolites, we found a new metabolite related to spiciferinone, named it cochliospicin A and determined its structure. From the structure elucidated, cochliospicin A was supposed to form from spiciferinone and a C3 unit. Previously, we isolated a new phytotoxin, sorokinianin from Bipolaris sorokiniana OB-25-1 and sorokinianin was supposed to be formed from prehelminthosporol, a sesquiterpene, and a C3 unit. We attempted to clarify the biogenetic origin of the C3 unit using B.sorokiniana OB-25-1. Based on the results from the feeding experiments and the replacement culture experiments, the biogenetic origin of the C3 unit was found to be oxaloacetic acid, a memeber of the TCA cycle.
Neocosmospora vasinfecta NHL 2298 produces phytotoxins ; neovasinin and neovasifuranones. To clarify the biosynthetic pathway of these phytotoxins, we searched for the structurally related metabolites and found neovasipyridones. From the structure of neovasipyridones determined, neovasipyridones are biosynthesized through the Schiff base formation reaction of the aldehyde precursor of neovasifuranones with alkyl amines, followed by dehydration of the Schiff base.

Report

(3 results)
  • 1996 Annual Research Report   Final Research Report Summary
  • 1995 Annual Research Report
  • Research Products

    (11 results)

All Other

All Publications (11 results)

  • [Publications] H.Nakajima: "Neovasipyridones related to neovasinin,a phytotoxin of the fungus Neocosmospora" Phytochemistry. 43. 1015-1017 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] H.Nakajima: "Phytotoxins and related metabolites produced by Bipolaris coicis,the pathogen of Job′s tear" Phytochemistry. 45. 41-45 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] H.Nakajima: "Cochliospicin A:a new metabolite related to spiciferinone,a phytotoxin of the fungus Cochliobolus spicifer" Journal of Natural Products. 60. 414-416 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] H.Nakajima: "Neovasipyridones related to neovasinin, a phytotoxin of the fungus Neocosmospora." Phytochemistry. 43. 1015-1017 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] H.Nakajima: "Phytotoxins and related metabolites produced by Bipolaris coicis, the pathogen of Job's tears." Phytochemistry. 45. 41-45 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] H.Nakajima: "Cochliospicin A : a new metabolite related to spiciferinone, a phytotoxin of the fungus Cochliobolus spicifer." J.Nat.Prod.60. 414-416 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] H.Nakajima,K.Shimomura,T.Furumoto,T.Hamasaki: "Neovastpyridones related to neovasinin,a phytotoxin of the furgus Neocosmospora" Phytochemistry. 43巻5号. 1015-1017 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Nakajima,T.Ishida,Y.Otake,T.Hamasaki,M.Ichinoe: "Phytotoxins and related metarolites produced by Bipolaris coicis:the pathogen of Job's tears" Phytochemistry. (印刷中). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] T.Furumoto et al.: "Neovasipyrones and Neovasifuranones : four new metabolites related to neovasinin,a phytotoxin of the fungus,Neocosmospora vasinfecta" Phytochemistry. 40. 745-751 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y.Fujii et al.: "Twelve-membered lachones procluced by Cladosporium femissinum and the plant growth retasclant activity of Cladospolide B" Phytochemistry. 40. 1443-1446 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] H.Nakajima et al.: "Neovasipyridones A,B and C : metabolits related to neovasinin,a phytotoxin of the fungus,Neocosmospora vasinfecta" Phytochemistry. 40. 1643-1647 (1995)

    • Related Report
      1995 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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