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Microbial hydroxylation of 17β-estradiol by Penicillium brevicompactum
Authors:Lihong Shan  Yang Li  Yanjie Chen  Minghui Yin  Jiajia Huang  Zhenzhong Zhang
Institution:1. School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou, PR China,;2. Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou, PR China, and;3. The People’ Hospital of Jiaozuo City, Jiaozuo, PR China
Abstract:Microbial hydroxylation of 17β-estradiol (1) with Penicillium brevicompactum, a fungal species not used in biotransformation so far, yielded four metabolites: 1, 3, 5-estratriene-3, 15α-diol-17-one (2); 1, 3, 5-estratriene-3, 6α, 17β-triol (3); 1, 3, 5-estratriene-3, 15α, 17β-triol (4); and 1, 3, 5-estratriene-3, 6α, 15α-triol-17-one (5). All the products were determined by 1H NMR, 13C NMR, two-dimensional NMR, and HRMS techniques. Compounds 3, 4, and 5 are reported for the first time via microbial transformation, and 5 is a new compound as far as we know. Possible metabolic pathway of 17β-estradiol via Penicillium brevicompactum was also proposed.
Keywords:Biotransformation  17β-estradiol  hydroxylation  Penicillium brevicompactum
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