Chemistry of Tremorogenic Metabolites. I. Fumitremorgin A from Aspergillus fumigatus

Two new indolic metabolites, fumitremorgin A and B, were isolated from the fungus Aspergillus fumigatus. These two metabolites caused severe tremor and convulsion in experimental animals. The structure of fumitremorgin A, including the stereochemistry, was determined to be 1 mainly on the basis of t...

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Bibliographic Details
Published inChemical & pharmaceutical bulletin Vol. 28; no. 1; pp. 245 - 254
Main Authors YAMAZAKI, MIKIO, FUJIMOTO, HARUHIRO, KAWASAKI, TAKAO
Format Journal Article
LanguageEnglish
Published Japan The Pharmaceutical Society of Japan 1980
Japan Science and Technology Agency
Subjects
Animals
Aspergillus fumigatus - analysis
carbon nuclear magnetic resonance spectrum (CMR)
Chemical Phenomena
Chemistry
Indenes - isolation & purification
Indenes - pharmacology
Mice
Molecular Conformation
Mycotoxins - isolation & purification
Mycotoxins - pharmacology
Structure-Activity Relationship
Tremor - chemically induced
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Summary:Two new indolic metabolites, fumitremorgin A and B, were isolated from the fungus Aspergillus fumigatus. These two metabolites caused severe tremor and convulsion in experimental animals. The structure of fumitremorgin A, including the stereochemistry, was determined to be 1 mainly on the basis of the spectral data for the compound and some derivatives obtained from it. The stereochemical factors affecting the appearance of tremorogenic activity in fumitremorgin A and related compounds are discussed.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.28.245