The biotransformation of two ent-15B,16B-epoxy-kaurane derivatives by Gibberella fujikuroi

The microbiological transformation of the diterpene ent-15B,16B-epoxy-14a-hydroxykaurane into ent-14a,15B-dihydroxy-11a,16a-epoxykaurane, ent-7a,14a,15B-trihydroxy-11a,16a-epoxykaurane and ent-7B,14a,15B-trihydroxy-11a,16a-epoxykaurane has been carried out using the fungus Gibberella fujikuroi. The...

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Detalhes bibliográficos
Autores: Fraga, Braulio M., Hernández, Melchor G., García-Tellado, Fernando, González, Pedro, Perales, Áurea
Formato: artículo
Fecha de publicación:1993
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/21860
Acesso em linha:http://hdl.handle.net/10261/21860
Access Level:acceso abierto
Palavra-chave:Gibberella fujikuroi
Microbiological transformations
Diterpenes
ent-15B,16B-epoxy-14a-hydroxykaurane
Sideroxol
Descrição
Resumo:The microbiological transformation of the diterpene ent-15B,16B-epoxy-14a-hydroxykaurane into ent-14a,15B-dihydroxy-11a,16a-epoxykaurane, ent-7a,14a,15B-trihydroxy-11a,16a-epoxykaurane and ent-7B,14a,15B-trihydroxy-11a,16a-epoxykaurane has been carried out using the fungus Gibberella fujikuroi. The incubation with this fungus of sideroxol (ent-7a,18-dihydroxy-15B,16B-epoxykaurane) gave as main products ent-7a,15B,18-trihydroxy-11a,16a-epoxykaurane and ent-7a,13,18-trihydroxy-15a,16a-epoxykaurane. Some of these compounds were identified as their acetate derivatives. The presence of the 15a,16a-epoxy group in these two substrates inhibits transformations involving oxidation at C-19 and favours the hydroxylation at C-11(B).