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2002 Fiscal Year Final Research Report Summary

Study of Convulsive Brasiliamides from Penicillium brasilianum Batista JV-379

Research Project

Project/Area Number 13660111
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

FUJITA Tomoyuki  Osaka Prefecture University, Applied Biological Chemistry, Assistant professor, 農学生命科学研究科, 助教授 (10238579)

Project Period (FY) 2001 – 2002
Keywordsconvulsive activity / brasiliamide / Peniclllium brasilianum Batista / soy bean paste (okara) / fungus / structure elucidation
Research Abstract

New convulsive compounds, brasiliamides A and B, were isolated by activity-guided fractionation from okara fermented with a soil isolate of Penicillium brasilianum Batista JV-379. Their structures were elucidated on the basis of spectral and chemical evidence and by X-ray crystallography of the hydrogenated product of brasiliamide B. In the ^1H- and ^<13>C-NMR spectra of brasiliamide B, the signals were complicated, all being doubled or broadened in several deuterated solvents at room temperature. The conformational change of brasiliamide B was clarified as the rotational isomerization of amide bonds in solution by NMR measurements at various temperatures. Four rotamers of brasiliamide B at two amide bonds were presented at -60℃ in CDCl_3, whereas only two isomers were apparent at room temperature, owing to rapid rotation of one of the amide bonds. Additionally, three new brasiliamides congeners, brasiliamides C, D and E were isolated and their structures were determined. Brasiliamides A, B and C respectively showed convulsive activity against silkworms with ED_<50> values of 300, 50 and 300 μg/g of diet.

  • Research Products

    (4 results)

All Other

All Publications (4 results)

  • [Publications] T.Fujita, D.Makishima, K.Akiyama, H.Hayashi: "New Convulsive Compounds, Brasiliamides A and B, from Penicillium Brasilianum Batista JV-379"Bioscience, Biotechnology and Biochemistry. 66(8). 1697-1705 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Fujita, K.Akiyama, H.Hayashi: "New Brasiliamide Congeners, Brasiliamides C, D and E, from Penicillium brasilianum Batista JV-379"(発表予定).

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Fujita, D. Makishima, E. Akiyama, and H. Hayashi: "New Convulsive Compounds, Brasiliamides A and B, from Penicillium brasilianum Batista JV-379"Biosci., Biotechnol., Biochem.. 66(8). 1697-1705 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Fujita, D. Akiyama, and H. Hayashi: "New Brasiliamide Congeners, Brasiliamides C, D and E, from Penicillium brasilianum Batista JV-379"Biosci., Biotechnol., Biochem.. in suttnitted.

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

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Published: 2004-04-14  

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