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Use of P450 cytochrome inhibitors in studies of enokipodin biosynthesis.
Ishikawa, Noemia Kazue; Tahara, Satoshi; Namatame, Tomohiro; Farooq, Afgan; Fukushi, Yukiharu.
Afiliação
  • Ishikawa NK; Division of Environmental Resources, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
  • Tahara S; Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
  • Namatame T; Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
  • Farooq A; Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
  • Fukushi Y; Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
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.
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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

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