Use of P450 cytochrome inhibitors in studies of enokipodin biosynthesis

Brazilian Journal of Microbiology

Noemia Kazue Ishikawa¹  Satoshi Tahara²  Tomohiro Namatame²  Afgan Farooq²  Yukiharu Fukushi² 

[1] ,Hokkaido University Graduate School of Agriculture Division of Environmental ResourcesSapporo,Japan

关键词: Antimicrobial compound;    cuparene-1;    4-quinone;    edible mushroom;    enokitake;    Flammulina velutipes;   

DOI  :  10.1590/S1517-83822013000400037

来源: SciELO

【 摘 要 】

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.

【 授权许可】

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