Biotransformation of cadinane sesquiterpenes by Beauveria bassiana ATCC 7159.
Incubation of cadina-4,10(15)-dien-3-one with Beauveria bassiana ATCC 7159 has resulted in the production of nine novel sesquiterpenes. These metabolites were identified as (4S)-cadin-10(15)-en-3-one, (4S)-3 alpha-hydroxycadin-10(15)-ene, (4R)-3 alpha-hydroxycadin-10(15)-ene, (4S)-3 beta-hydroxycadin-10(15)-ene, (4S)-3 beta-hydroxycadina-10(15),12(14)-diene, (4S)-13-hydroxycadin-10(15)-en-3-one, (4S)-12-hydroxycadin-10(15)-en-3-one, (4R)-3 beta, 14-dihydroxycadin-10(15)-ene and 3 alpha-hydroxycadina-4,10(15)-diene. The allylic alcohol 3 alpha-hydroxycadina-4,10(15)-diene was also biotransformed to afford cadina-4,10(15)-dien-3-one, (4S)-cadin-10(15)-en-3-one and (4S)-12-hydroxycadin-10(15)-en-3-one. The insecticidal potential and phytotoxicity of the isolated metabolites have been evaluated.
Buchanan
G O
GO
Department of Chemistry, University of the West Indies, Mona, Kingston, Jamaica.
Williams
L A
LA
Reese
P B
PB
D000818:Animals; D001203:Ascomycota / Q000378:metabolism*; D001711:Biotransformation; D019607:Brassicaceae / Q000187:drug effects; D007306:Insecticides / Q000378:metabolism* / Q000494:pharmacology; D009281:Naphthalenes / Q000378:metabolism* / Q000494:pharmacology; D012639:Seeds / Q000187:drug effects; D012717:Sesquiterpenes / Q000378:metabolism* / Q000494:pharmacology
D007306:Insecticides; D009281:Naphthalenes; D012717:Sesquiterpenes; C096642:cadina-4,10(15)-dien-3-one