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由……对16α,17α-环氧孕酮进行的微生物羟基化作用

Microbial Hydroxylation of 16α, 17α-Epoxyprogesterone by .

作者信息

Mao Shuhong, Wang Xuerong, Ge Zhijiang, Su An, Zhang Lixia, Li Yanqing, Liu Xiaoguang, Lu Fuping

机构信息

Key Laboratory of Industrial Fermentation Microbiology,Ministry of Education,Tianjin University of Science & Technology, Tianjin, China.

Tianjin Key Laboratory of Industrial Microbiology, College of Biotechnology, Tianjin University of Science & Technology, Tianjin, China.

出版信息

Iran J Pharm Res. 2017 Summer;16(3):1161-1166.

PMID:29201103
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5610770/
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 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 .

摘要

由于微生物转化具有高区域选择性和立体选择性,已成功应用于制药工业中具有治疗用途和商业价值的甾体中间体的生产。因此,在商业甾体工业的发展中,筛选具有新活性或更高效率的微生物菌株仍然很重要。研究了以[具体生物催化剂]为生物催化剂对甾体16α,17α - 环氧孕酮(1)的生物转化,并观察到1的选择性羟基化。产物通过硅胶柱色谱分离,结构测定通过质谱、核磁共振和X射线晶体学进行。1的生物转化产生了7β - 羟基 - 16α,17α - 环氧孕酮(2)和7β,11α - 二羟基 - 16α,17α - 环氧孕酮(3)。这两种新的代谢产物2和3首次被报道。此外,所确定的C7β - 和C11 - α羟基化是[具体生物催化剂]对甾体进行微生物转化的一种新反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/9c5c124df925/ijpr-16-1161-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/43117528157f/ijpr-16-1161-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/face99895ca9/ijpr-16-1161-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/028759633da6/ijpr-16-1161-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/9c5c124df925/ijpr-16-1161-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/43117528157f/ijpr-16-1161-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/face99895ca9/ijpr-16-1161-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/028759633da6/ijpr-16-1161-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ad03/5610770/9c5c124df925/ijpr-16-1161-g004.jpg

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