Microbial hydroxylation of steroids by Penicillium decumbens

Publication date: Available online 16 February 2017 Source:Journal of Molecular Catalysis B: Enzymatic Author(s): Shuhong Mao, Lixia Zhang, Zhijiang Ge, Xuerong Wang, Yanqing Li, Xiaoguang Liu, Fei Liu, Fuping Lu Biotransformation of steroid compounds: androst-4-ene-3, 17-dione (1), 19-nor-4-androstene-3, 17-dione (2), 13β-ethyl-4-gonene-3, 17-dione (3) using Penicillium decumbens as biocatalyst was investigated, and selective hydroxylation of 1, 2 and 3 was observed. Biotransformation of 1 afforded 1α-hydroxy −androst-4-ene-3, 17-dione (4) and 1α, 6β-dihydroxy-androst-4-ene-3, 17-dione (5). Incubation of 19-nor-4-androstene-3, 17-dione (2) with P. decumbens culture resulted in the isolation of compounds 1α-hydroxy-19-nor-4-androstene-3, 17-dione (6) and 1α, 15β-dihydroxy-19-nor-4-androstene-3, 17-dione (7). Biotransformation of 3 gave one product 1α-hydroxy-13β-ethyl-4-gonene-3, 17-dione (8) at the same condition. The four metabolic products 5-8 were reported for the first time and the identified C1-α hydroxylation reaction of steroid by P. decumbens provides an another possibility to perform chemical modifications on C-1. Graphical abstract

Source: Journal of Molecular Catalysis B: Enzymatic - February 16, 2017 Category: Biochemistry Source Type: research