Author/Authors :
Mao, Shuhong Key Laboratory of Industrial Fermentation Microbiology - Ministry of Education -Tianjin University of Science & Technology, Tianjin, China , Wang, Xuerong Tianjin Key Laboratory of Industrial Microbiology - College of Biotechnology - Tianjin University of Science & Technology, Tianjin, China , Ge, Zhijiang Tianjin Key Laboratory of Industrial Microbiology - College of Biotechnology - Tianjin University of Science & Technology, Tianjin, China , Su, An Department of Chemistry and Chemical Biology - Rensselaer Polytechnic Institute, Troy, NY, USA , Zhang, Lixia Tianjin Key Laboratory of Industrial Microbiology - College of Biotechnology - Tianjin University of Science & Technology, Tianjin, China , Li, Yanqing Tianjin Key Laboratory of Industrial Microbiology - College of Biotechnology - Tianjin University of Science & Technology, Tianjin, China , Liu, Xiaoguang Key Laboratory of Industrial Fermentation Microbiology - Ministry of Education -Tianjin University of Science & Technology, Tianjin, China , Lu, Fuping Key Laboratory of Industrial Fermentation Microbiology - Ministry of Education -Tianjin University of Science & Technology, Tianjin, China
Abstract :
Microbial transformation has been successfully applied in the production of steroid
intermediates with therapeutic use and commercial value in pharmaceutical industry due to its
high regio- and stereo-selectivity. As such, it is still important to screen microbial strains with
novel activity or more efficient abilities in the development of the commercial steroid industry.
Biotransformation of steroid: 16α, 17α-epoxyprogesterone (1). using Penicilliumdecumbens as
biocatalyst was investigated and selective hydroxylation of 1 was observed. The products were
separated by silica gel column chromatography, and the structure determination was performed
by MS, NMR, and X-ray crystallography. Biotransformation of 1 afforded 7β-hydroxy-16α,
17α-epoxyprogesterone (2). and 7β,11α-dihydroxy-16α,17α- epoxyprogesterone (3). The two
novel metabolic products 2 and 3 were reported for the first time. Moreover, the identified
C7β- and C11-αhydroxylation is a novel reaction of microbial transformation of steroids by
P.decumbens.
Keywords :
Hydroxylation , 17α-Epoxyprogesterone , 16α , Penicillium decumbens , Biotransformation , Steroid
