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The microbiological transformation of two ent-16 beta,17-epoxykaurane derivatives by Gibberella fujikuroi
B M Fraga1, P González, R Guillermo
1Instituto de Productos Naturales y Agrobiología, La Laguna, Canary Islands, Spain.
Phytochemistry
|October 1, 1994
Abstract:
The biotransformation of ent-16beta-17-epoxy-7 alpha-hydroxykaurane by Gibberella fujikuroi affords ent-7 alpha,11 alpha,16 beta,17-tetrahydroxykaurane and ent-7 alpha, 9 alpha, 16 beta, 17-tetrahydroxykaurane. These results indicated that the presence of the 16 alpha, 17-diol group, into which the 16 alpha, 17-epoxy is transformed in the medium, inhibits oxidation at C-19 and favours hydroxylation at C-11(beta). Incubation of ent-16 beta, 17-epoxykauran-19-oic acid, via the 16 alpha, 17-diol, gave the 7-aldehyde of 16 alpha, 17-dihydroxy-GA12.