THE MICROBIOLOGICAL TRANSFORMATION OF 2 ENT-16-BETA,17-EPOXYKAURANE DERIVATIVES BY GIBBERELLA-FUJIKUROI

Authors
FRAGA BM GONZALEZ P GUILLERMO R HANSON JR HERNANDEZ MG TAKAHASHI JA
Citation
Bm. Fraga et al., THE MICROBIOLOGICAL TRANSFORMATION OF 2 ENT-16-BETA,17-EPOXYKAURANE DERIVATIVES BY GIBBERELLA-FUJIKUROI, Phytochemistry, 37(3), 1994, pp. 717-721
Citations number
19
Categorie Soggetti
Plant Sciences
Journal title
Phytochemistry → ACNP
ISSN journal
00319422
Volume
37
Issue
3
Year of publication
1994
Pages
717 - 721
Database
ISI
SICI code
0031-9422(1994)37:3<717:TMTO2E>2.0.ZU;2-S
Abstract
The biotransformation of ent-16 beta,17-epoxy-7 alpha-hydroxykaurane b y Gibberella fujikuroi affords ent-7 alpha,11 alpha,16 beta,17-tetrahy droxykaurane and ent-7 alpha,9 alpha,16 beta,17-tetrahydroxykaurane. T hese results indicated that the presence of the 16 alpha,17-diol group , into which the 16 alpha,17-epoxy is transformed in the medium, inhib its oxidation at C-19 and favours hydroxylation at C-11(beta). Incubat ion of ent-16 beta,17-epoxykauran-19-oic acid, via the 16 alpha,17-dio l, gave the 7-aldehyde of 16 alpha,17-dihydroxy-GA(12).