title: Biotransformation of 6-dehydroprogesterone with Aspergillus niger and Gibberella fujikuroi.
abstract: Microbial transformation of 6-dehydroprogesterone (1) with Aspergillus niger yielded three new metabolites, including 6β-chloro-7α,11α-dihydroxypregna-4-ene-3,20-dione (2), 7α-chloro-6β,11α-dihydroxypregna-4-ene-3,20-dione (3), and 6α,7α-epoxy-11α-hydroxypregna-4-ene-3,20-dione (4), and two known metabolites; 6α,7α-epoxypregna-4-ene-3,20-dione (5), and 11α-hydroxypregna-4,6-diene-3,20-dione (6). Compounds 2, and 3 contain chlorohydrin moiety at C-6, and C-7, respectively. The biotransformation of 1 with Gibberella fujikuroi yielded a known compound, 11α,17β-dihydroxyandrosta-4,6-dien-3-one (7).
authors.affiliation: H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
authors.forename: Malik Shoaib
authors.initials: MS
authors.lastname: Ahmad
authors.affiliation: Institute of Chemical Science, University of Peshawar, Peshawar 25120, Pakistan.
authors.forename: Salman
authors.initials: S
authors.lastname: Zafar
authors.affiliation: H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
authors.forename: Sammar
authors.initials: S
authors.lastname: Yousuf
authors.affiliation: Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
authors.forename: Atia-Tul-
authors.initials: AT
authors.lastname: Wahab
authors.affiliation: H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
authors.forename: Atta-Ur-
authors.initials: AU
authors.lastname: Rahman
authors.affiliation: H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; Department of Biochemistry, Faculty of Science, King Abdulaziz University, Jeddah 21412, Saudi Arabia. Electronic address: iqbal.choudhary@iccs.edu.
authors.forename: M Iqbal
authors.initials: MI
authors.lastname: Choudhary
mesh_terms: D001234:Aspergillus niger / Q000378:metabolism*; D001711:Biotransformation; D005874:Gibberella / Q000378:metabolism*; D015394:Molecular Structure; D011374:Progesterone / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D011374:Progesterone
keywords: 6-Dehydroprogesterone; Aspergillus niger; Biotransformation; Chlorohydrins; Epoxidation; Gibberella fujikuroi