THE BIOTRANSFORMATION OF 2 ENT-15-BETA,16-BETA-EPOXY-KAURANE DERIVATIVES BY GIBBERELLA-FUJIKUROI

Authors
FRAGA BM HERNANDEZ MG GARCIATELLADO F GONZALEZ P PERALES A
Citation
Bm. Fraga et al., THE BIOTRANSFORMATION OF 2 ENT-15-BETA,16-BETA-EPOXY-KAURANE DERIVATIVES BY GIBBERELLA-FUJIKUROI, Phytochemistry, 34(1), 1993, pp. 133-138
Citations number
23
Categorie Soggetti
Plant Sciences
Journal title
Phytochemistry → ACNP
ISSN journal
00319422
Volume
34
Issue
1
Year of publication
1993
Pages
133 - 138
Database
ISI
SICI code
0031-9422(1993)34:1<133:TBO2ED>2.0.ZU;2-O
Abstract
The microbiological transformation of the diterpene ent-15beta,16beta- epoxy-14alpha-hydroxykaurane into pha,15beta-dihydroxy-11alpha,16alpha -epoxykaurane, pha,15beta-trihydroxy-11alpha,16alpha-epoxykaurane and pha,15beta-trihydroxy-11alpha,16alpha-epoxykaurane has been carried ou t using the fungus Gibberella fujikuroi. The incubation with this fung us of sideroxol nt-7alpha,18-dihydroxy-15beta,16beta-epoxykaurane) gav e as main products ,15beta,18-trihydroxy-11alpha,16alpha-epoxykaurane and pha,13,18-trihydroxy-15alpha,16alpha-epoxykauranc. Some of these c ompounds were identified as their acetate derivatives. The presence of the 15alpha,16alpha-epoxy group in these two substrates inhibits tran sformations involving oxidation at C-19 and favours the hydroxylation at C-11(beta).