Microbial modification of diosgenin and hecogenin
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 17, 1940-1943
- https://doi.org/10.1039/p19730001940
Abstract
On incubation with an unidentified bacterium diosgenin [(25R)-spirost-5-en-3β-ol](1) was converted into (25R)-9-oxode-AB-spirostane-8α-propionic acid (3). Incubation with Nocardia globerula produced the same oxo-acid (3) and also a small amount of its 1 7α-hydroxy-derivative. Surprisingly, hecogenin [(25R)-3β-hydroxy-5α-spirostan-12-one](2) was also converted into the oxo-acid (3) by the bacterium; thus in the course of metabolism a 12-oxo-group had been replaced by a methylene group. A metabolic pathway is suggested for that replacement, based on the isolation of the minor metabolite (25R)-12α-hydroxyspirost-4-en-3-one.Keywords
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