Use of P450 cytochrome inhibitors in studies of enokipodin biosynthesis
Braz. j. microbiol
; 44(4): 1285-1290, Oct.-Dec. 2013. ilus, tab
Article
in En
| LILACS
| ID: lil-705269
Responsible library:
BR1.1
ABSTRACT
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.
Key words
Full text:
1
Collection:
01-internacional
Database:
LILACS
Main subject:
Sesquiterpenes
/
Flammulina
/
Anti-Infective Agents
Language:
En
Journal:
Braz. j. microbiol
Journal subject:
MICROBIOLOGIA
Year:
2013
Document type:
Article
Affiliation country:
Japan
Country of publication:
Brazil