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

1987 Fiscal Year Final Research Report Summary

Synthetic Studies of Betaenones and Its Related Compounds

Research Project

Project/Area Number 61560129
Research Category

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

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

Principal Investigator

ICHIHARA Akitami  Department of Agricultural Chemistry, Faculty of Agriculture, Hokkaido University, 農学部, 助教授 (20000820)

Project Period (FY) 1986 – 1987
KeywordsSynthesis / phytotoxin / mycotoxin / intramolecular Diels-Alder reaction / 分子内Diels-Alder反応
Research Abstract

The synthetic studies of biologically active compounds produced by phytopathogenic fungi are now useful for the structural confirmation, study of structure-activity relationship, suply of biosynthetic and metabolic intermediate and suply of bioactive natural products. Betaenones are phytotoxins isolated from culture filtrate of Phoma betae, causal fungus of leaf spot disease of sugar beet. On the biogenesis, betaenones are presumed to be derived through the intramolecular Diels-Alder reaction. Solanapyrones are phytotoxins of Alternaria solani, incitant of early blight disease on potato. Diplodiatoxin is a mycotoxin isolated from infected maize with Diplodia maydis which causes a well known disease, diplodiosis, among cattle and sheep in Southern Africa.
Research achievements within two years are summarized as follows
1. The first synthesis of betaenone C has been completed. This result has made possible to investigate further the structure-activity relationship and biosynthesis of the related compounds
2. (<plus-minus>)-Solanapyrone A has been synthesized and the structure was unequivocally confirmig
3. The stereochemistry of (+)-diplodiatoxin has been determined by the total synthesis.

  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] A.Ichihara: Tetrahedron Lett.27. 1347-1350 (1986)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Ichihara: Tetrahedron Lett.28. 1175-1178 (1987)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Ichihara: Synthesis. 3/87. 207-222 (1987)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 市原耿民: 有機剛性化学協会誌. 357-368

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A. Ichihara, H. Kawagishi, N. Tokugawa, S. Sakamura: "Stereoselective Total Synthesis and Stereochemistry of Diplodiatoxin, A Mycotoxin from Diplodia maydis" Tetrahedron Letters. 27. 1347-1350 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ichihara, M. Miki, H. Tazaki, S. Sakamura: "Synthesis of ( )-Solanapyrone A" Tetrahedron Letters. 28. 1175-1178 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ichihara: "Recent Advances in Chemistry of Phytotoxins (in Japanese)" Journal of Synthetic Organic Chemistry. 45. 357-368 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Ichihara: "Retro-Diels-Alder Strategy in Natural Product Synthesis" synthesis. 207-222 (1987)

    • Description
      「研究成果報告書概要(欧文)」より

URL: 

Published: 1989-03-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi