Microbial transformation of the diterpene 7-epi-foliol by Fusarium fujikuroi

The incubation of 3,7,18-trihydroxy-ent-kaur-16-ene (7-epi-foliol) with the fungus Fusarium fujikuroi gave 3,7,18-trihydroxy-ent-kaur-16-en-18-al as the sole product. The biotransformation of other 7- or 7-hydroxy derivatives had led to the oxidation of C-19, which is a main step in the biosyn...

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Detalhes bibliográficos
Autores: Fraga, Braulio M., Bressa, Carlo, González, Pedro, Guillermo, Ricardo
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/180336
Acesso em linha:http://hdl.handle.net/10261/180336
Access Level:acceso abierto
Palavra-chave:Diterpenes
7-epi-Foliol
18-Oxo-7-epi-foliol
Ent-Kaur-16-enes
Fusarium fujikuroi
Biotransformations
Descrição
Resumo:The incubation of 3,7,18-trihydroxy-ent-kaur-16-ene (7-epi-foliol) with the fungus Fusarium fujikuroi gave 3,7,18-trihydroxy-ent-kaur-16-en-18-al as the sole product. The biotransformation of other 7- or 7-hydroxy derivatives had led to the oxidation of C-19, which is a main step in the biosynthesis of gibberellins and kaurenolides. Now, the presence of the 3-hydroxyl impedes that oxidation, which is directed to the adjacent C-18 hydroxymethyl forming the corresponding aldehyde.