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Incubation of testosterone, androstenedione and progesterone with Cladosporium cladosporioides MRC 70282 for 5 days is reported. Testosterone was hydroxylated at C-16ß and then oxidised at C-16. This was accompanied by a minor independent oxidation at C-17 and epimerisation at C-17. Androstenedione was reduced at C-17 and hydroxylated at C-16ß, and this was then oxidised to a ketone at C-16. This was accompanied by a minor epimerisation at C-17. Progesterone was hydroxylated at C-21, and this was accompanied by a minor independent 5a-reduction. [ABSTRACT FROM AUTHOR]

The incubations of androst-4-ene-3,17-dione with Aspergillus candidus MRC 200634, Aspergillus tamarii MRC 72400, Aspergillus wentii MRC 200316 and Mucor hiemalis MRC 70325 for 5 days are reported. A. candidus MRC 200634 mainly hydroxylated androst-4-ene- 3,17-dione at C-11α, C-15α and C-15β whilst A. wentii MRC 200316 hydroxylated it mainly at C-6β. A. tamarii MRC 72400 showed predominately a Baeyer-Villiger monooxygenase activity. M. hiemalis MRC 70325 hydroxylated the substrate at C-14α and reduced most of it at C-17. [ABSTRACT FROM AUTHOR]

Incubation of epiandrosterone with Aspergillus sydowii MRC 200653 afforded ten metabolites. The fungal dehydrogenation of epiandrosterone is reported for the first time. The formation of the major metabolite, 6β-hydroxyandrost-4-ene-3,17-dione, involved first dehydrogenation to give a 4-ene and then hydroxylation at C-6β. Small amounts of the substrate were hydroxylated at C-1α, C-7α, C-7β and C-11α. [ABSTRACT FROM AUTHOR]

The incubation of testosterone, dehydroepiandrosterone, progesterone and pregnenolone with Aspergillus sydowii MRC 200653 is reported. Testosterone was mainly hydroxylated at C-6β and to a minor extent at C-14α and C-15α. Most of dehydroepiandrosterone was metabolised by a 3β-hydroxysteroid dehydrogenase/Δ5-Δ4 isomerase activity and then hydroxylated at C-6β. The remaining dehydroepiandrosterone was only hydroxylated at C-7β or C-7α. Both progesterone and pregnenolone were mainly hydroxylated at C-11α and C-15β and to a minor extent at C-6β and C-7β. The same metabolites were recovered from both biotransformations. [ABSTRACT FROM AUTHOR]

The incubation of testosterone 1 with Ulocladium chartarum MRC 72584 has been reported. U. chartarum MRC 72584 hydroxylated testosterone 1 at C-7ß, C-6ß, C-14a and C-12ß, accompanied by a 5a-reduction and oxidations at C-6 and at C-17. [ABSTRACT FROM AUTHOR]

The biotransformation of dehydroepiandrosterone, progesterone and pregnenolone by Aspergillus candidus MRC 200634 for 5 days is reported. Dehydroepiandrosterone was hydroxylated at C-6β, C-7β, C-7α, C-11α and C-15α. The 17-ketone was reduced to the 17β -alcohol whilst ring A of dehydroepiandrosterone was oxidised to a 4-en-3-one moiety. Progesterone was mainly hydroxylated at C-11α and C-15β and to a lesser extent at C-14α. Pregnenolone gave the same metabolites. [ABSTRACT FROM AUTHOR]

In this work, incubations of testosterone, dehydroepiandrosterone and pregnenolone with Mucor hiemalis MRC 70325 have been reported. Incubation of testosterone afforded androst-4-en-3,17-dione (3%), 14α-hydroxyandrost-4-en-3,17-dione (9%), 6β-hydroxyandrost-4-en-3,17-dione (2%) and 14α,17β-dihydroxyandrost-4-en-3-one (62%). Incubation of dehy droepiandrosterone afforded 3β, 17β-dihydroxyandrost-5-ene (6%) and 3β, 7α-dihydroxyandrost-5-en-17-one (72%). Incubation of pregnenolone afforded 3β, 14α-dihydroxypregn-5-en-7,20-dione (3%), 3β, 7α-dihydroxypregn-5-en-20-one (64%) and 3β, 7α, 11α-trihydroxypregn-5-en-20-one (11%). 3β, 14α-Dihydroxypregn-5-en-7,20-dione was identified as a new metabolite. [ABSTRACT FROM AUTHOR]