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Transformations of Steroids by Beauveria bassiana

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Transformations of Steroids by Beauveria bassiana

Ewa Huszcza

*

, Jadwiga Dmochowska-Gładysz, and Agnieszka Bartman´ska

Department ofChemistry, Agricultural University, Norwida 25, 50-375 Wrocław, Poland.

Fax: 00 48-071-3 28 35 76. E-mail: huszcza@ozi.ar.wroc.pl

* Author for correspondence and reprint requests

Z. Naturforsch.60 c, 103Ð108 (2005); received July 26/September 6, 2004

The course oftransformations oftestosterone and its derivatives, including compounds with an additional C1,C2 double bond and/or a 17α-methyl group, a 17β-acetyl group or without a 19-methyl group, by aBeauveria bassianaculture was investigated. The fungi pro- moted hydroxylation ofthese compounds at position 11α, oxidation ofthe 17β-hydroxyl group, reduction ofthe C1,C2 or C4,C5 double bonds and degradation ofthe progesterone side-chain, leading to testosterone. The structure of4-ene-3-oxo-steroids had no influence on regio- and stereochemistry ofhydroxylation. In a similar manner, dehydroepiandrosterone was hydroxylated by Beauveria bassianaat position 11α, however, a small amount of7α- hydroxylation product was also formed.

Key words: Beauveria bassiana, Biotransformation, Steroids

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