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Development of a novel photosynthesis inhibitor based on cyanobacterin

Research Project

Project/Area Number 13660202
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Fisheries chemistry
Research InstitutionNagasaki University

Principal Investigator

ISHIBASHI Fumito  Nagasaki University, Faculty of Fisheries, Associate Professor, 水産学部, 助教授 (10192486)

Co-Investigator(Kenkyū-buntansha) KUWANO Kazuyoshi  Nagasaki University, Graduate School of Science and Technology, Associate Professor, 大学院・生産科学研究科, 助教授 (60301363)
Project Period (FY) 2001 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2002: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2001: ¥2,400,000 (Direct Cost: ¥2,400,000)
Keywordscyanobacterin / enantiometric total synthesis / photosystem II inhibitor / algicidal activity / red tide phytoplanktons / 赤潮プランクトン / 光合成阻害剤
Research Abstract

Cyanobacterin (1a) is an allelopathic substance isolated from the freshwater cyanobacterium Scytonema hofmanni, UTEX2349 which inhibits the growth of other cyanobacteria and green algae by inhibiting photosynthetic electron transport in the oxygen-evolving system of photosynthesis (photosystem II). A total synthesis of (+)-1a was achieved using (5R)-5-(1-menthyloxy)-2(5H)-furanone as a chiral synthon. Neither synthesized (+)-1a nor its derivatives showed distinct herbicidal activity on Oryza sativa. On the other hand, (+)-cyanobacterin and its epimer at 3-C, epicyanobacterin, showed potent argicidal activity against red tide pytoplanktons, Heterocapsa circularisquama and Chattonella marina, while they were inactive against Enteromorpha compressa. These results demonstrate cyanobacterin and epicyanobacterin to be potential lead compounds for development of a novel species-specific anti-red tide agent.

Report

(3 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • Research Products

    (4 results)

All Other

All Publications (4 results)

  • [Publications] Fumito Ishibashi, et al.: "Synthesis and Structure-Activity Relationship Study of Lamellarin Derivatives"The Journal of Natural Products. 65・4. 500-504 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Fumito Ishibashi, et al.: "Synthesis and Structure-Activity Relationship Study of Lamellarin Derivatives"The Journal of Natural Products. 65-4. 500-504 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Fumito Ishibashi, et al.: "Synthesis and Structure-Activity Relationship Study of Lamellarin Derivatives"The Journal of Natural Products. 65・4. 500-504 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Fumito Ishibashi et al.: "Enantioselective Total Synthesis of Cyanobacterin Employing (1-Menthyloxy)-2(5H)-furanone as the Chiral Synthon"Books of the Abstract of the 18th International Congress of Heterocyclic Chemistry. 327-327 (2001)

    • Related Report
      2001 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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