title: Reduction of testosterone, androstendione and their derivatives by Aphanocladium album.
abstract: A strain of Aphanocladium album reduces the C-3 carbonyl group in testosterone or androstendione to to 3 alpha-allyl alcohol. In some derivatives of these steroids the same carbonyl group is reduced to allyl alcohol with stereospecificity, depending on whether chlorine at C-4 or a 17 alpha-methyl group is present. On the other hand, the presence of C-4 methyl group, a C-19 hydroxy group, a C-17 acetyl one, or a double bond conjugated with the 4-en-3- ketone system totally inhibits the formation of allyl alcohols at C-3. At the same time, the C-17 carbonyl group in androstendione or in its derivatives is reduced to a respective 17 beta-alcohol. In the derivatives with an additional 2-exomethylene group the double bond at this group is reduced.
authors.affiliation: Agricultural University of Wrocław, Poland.
authors.forename: J
authors.initials: J
authors.lastname: Dmochowska-Gładysz
authors.forename: T
authors.initials: T
authors.lastname: Kołek
authors.forename: A
authors.initials: A
authors.lastname: Siewiński
mesh_terms: D000735:Androstenedione / Q000031:analogs & derivatives / Q000378:metabolism*; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D003904:Mitosporic Fungi / Q000378:metabolism*; D010084:Oxidation-Reduction; D013739:Testosterone / Q000031:analogs & derivatives / Q000378:metabolism*
chemical_list: D013739:Testosterone; D000735:Androstenedione