Use of P450 cytochrome inhibitors in studies of enokipodin biosynthesis.
Braz J Microbiol
; 44(4): 1285-90, 2013 Dec.
Article
em En
| MEDLINE
| ID: mdl-24688524
Enokipodins A, B, C, and D are antimicrobial sesquiterpenes isolated from the mycelial culture medium of Flammulina velutipes, an edible mushroom. The presence of a quaternary carbon stereocenter on the cyclopentane ring makes enokipodins A-D attractive synthetic targets. In this study, nine different cytochrome P450 inhibitors were used to trap the biosynthetic intermediates of highly oxygenated cuparene-type sesquiterpenes of F. velutipes. Of these, 1-aminobenzotriazole produced three less-highly oxygenated biosynthetic intermediates of enokipodins A-D; these were identified as (S)-(-)-cuparene-1,4-quinone and epimers at C-3 of 6-hydroxy-6-methyl-3-(1,2,2-trimethylcyclopentyl)-2-cyclohexen-1-one. One of the epimers was found to be a new compound.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Sesquiterpenos
/
Flammulina
/
Anti-Infecciosos
Idioma:
En
Revista:
Braz J Microbiol
Ano de publicação:
2013
Tipo de documento:
Article
País de afiliação:
Japão
País de publicação:
Brasil