RESUMEN
The biohydroxylation of stemodin and stemodinone by Beauveria bassiana ATCC 7159 gave exclusively 2alpha,13,18-trihydroxystemodane and 13,18-dihydroxystemodan-2-one respectively. Stemarin was converted to the novel 1beta,13,19-trihydroxystemarane and 13-hydroxystemarane-19-carboxylic acid. The synthesis and biotransformation of various derivatives of stemodin have also been studied.
Asunto(s)
Ascomicetos/metabolismo , Diterpenos/farmacocinética , Biotransformación , Diterpenos/química , Análisis EspectralRESUMEN
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.
Asunto(s)
Ascomicetos/metabolismo , Insecticidas/metabolismo , Naftalenos/metabolismo , Sesquiterpenos/metabolismo , Animales , Biotransformación , Brassicaceae/efectos de los fármacos , Insecticidas/farmacología , Naftalenos/farmacología , Semillas/efectos de los fármacos , Sesquiterpenos/farmacologíaRESUMEN
Squamulosone (aromadendr-1(10)-en-9-one), isolated in large quantity from the plant Hyptis verticillata Jacq. (Labiatae), was incubated with the fungus Curvularia lunata ATCC 12017 in two different growth media. Six metabolites were isolated from each medium. with five of the products being common to both fermentations. All seven metabolites are novel. The insecticidal activity of these aromadendranes was evaluated against the sweet potato weevil Cylas formicarius elegantus.