Nat Prod Sci.  2020 Dec;26(4):283-288. 10.20307/nps.2020.26.4.283.

Stereoselective Microbial Hydroxylation of Progestin, Norethisterone by Using Aspergillus niger and Penicillium citrinum

Affiliations
  • 1Department of Chemistry, Federal Urdu University of Arts, Science & Technology, Gulshan-e-Iqbal Campus, Karachi-75300, Pakistan
  • 2Government Degree Boys College, Jangal Shah, Keamari, Karachi-75620, Pakistan
  • 3H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
  • 4Department of Agriculture & Agribusiness Management, University of Karachi, Karachi-75270, Pakistan

Abstract

Microbial transformation of a potent progestin, norethisterone (17β-hydroxy-19-nor-17α-pregn-4-en-20-yn-3-one) (1) was carried out by using two filamentous fungi Aspergillus niger and Penicillium citrinum. Biotransformation of 1 with A. niger yielded a hydroxylated transformed product 10β,17β-diydroxy-19-nor-17α-pregn-4-en-20-yn-3-one (2) whereas 11β,17β-diydroxy-19-nor-17α-pregn-4-en-20-yn-3-one (3) was obtained through microbial transformation of 1 by P. citrinum. It is the first report of their production from 1 by using A. niger andP. citrinum with complete 1 H- and 13 C-NMR assignment. The structures of both metabolites were characterized by various spectroscopic techniques and reported data.

Keyword

Microbial transformation; Progestin; Norethisterone; Aspergillus niger; Penicillium citrinum
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