A STUDY OF THE MICROBIOLOGICAL REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL ENT-KAURENES BY GIBBERELLA-FUJIKUROI

Authors
FRAGA BM GONZALEZ P GUILLERMO R HERNANDEZ MG
Citation
Bm. Fraga et al., A STUDY OF THE MICROBIOLOGICAL REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL ENT-KAURENES BY GIBBERELLA-FUJIKUROI, Tetrahedron, 52(43), 1996, pp. 13767-13782
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
43
Year of publication
1996
Pages
13767 - 13782
Database
ISI
SICI code
0040-4020(1996)52:43<13767:ASOTMR>2.0.ZU;2-X
Abstract
The incubation of 18-hydroxy-15-oxo-ent-kaur-16-ene with the fungus Gi bberella fujikuroi gave 16 alpha,17-dihydro-15-oxo derivatives, whilst the feeding of 3-oxo-15 alpha,16 alpha-epoxy-ent-kaur-1-ene afforded a series of products, which conserve the 1,2-double bond. These result s indicated that the hydrogenation of alpha,beta-unsaturated carbonyl compounds with an ent-kaurene skeleton by this fungus is a stereospeci fic and regiospecific reduction, that does not depend on the biosynthe tic route of gibberellins and kaurenolides. Copyright (C) 1996 Publish ed by Elsevier Science Ltd