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少孢根霉将孕酮高效生物转化为11α-羟基孕酮。

An efficient biotransformation of progesterone into 11α-hydroxyprogesterone by Rhizopus microsporus var. oligosporus.

作者信息

Nickavar Bahman, Vahidi Hossein, Eslami Mehrnoosh

机构信息

Department of Pharmacognosy, School of Pharmacy, Shahid Beheshti University of Medical Sciences, P.O. Box 14155-6153, Tehran, Iran, Phone: +98-21-88200064, Fax: +98-21-88665250, E-mail:

Department of Pharmaceutical Biotechnology, School of Pharmacy, Shahid Beheshti University of Medical Sciences, P.O. Box 14155-6153, Tehran, Iran.

出版信息

Z Naturforsch C J Biosci. 2018 Dec 19;74(1-2):9-15. doi: 10.1515/znc-2018-0092.

Abstract

Rhizopus microsporus var. oligosporus is a fungus that belongs to the Mucoraceae family that is used for the preparation of some soy-fermented foods. Microbial biotransformation of progesterone by R. microsporus var. oligosporus afforded some monohydroxylated and dihydroxylated metabolites. The main product was purified using chromatographic methods and identified as 11α-hydroxyprogesterone on the basis of its spectroscopic features. Time course studies by high-performance thin-layer chromatography demonstrated that this fungi efficiently hydroxylated progesterone at the 11α-position for 3 days with a yield of 76.48%, but beyond this time, the microorganism transformed 11α-hydroxyprogesterone into dihydroxylated metabolites. 11α-Hydroxyprogesterone is widely used as a precursor in the synthesis of hydrocortisone and other steroidal anti-inflammatory agents.

摘要

少孢根霉变种是一种属于毛霉科的真菌,用于制备一些大豆发酵食品。少孢根霉变种对孕酮的微生物生物转化产生了一些单羟基化和二羟基化代谢产物。主要产物通过色谱方法纯化,并根据其光谱特征鉴定为11α-羟基孕酮。通过高效薄层色谱进行的时间进程研究表明,这种真菌在3天内有效地将孕酮在11α位羟基化,产率为76.48%,但超过这个时间,微生物会将11α-羟基孕酮转化为二羟基化代谢产物。11α-羟基孕酮被广泛用作合成氢化可的松和其他甾体抗炎药的前体。

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