title: Microbial transformation of oxandrolone with Macrophomina phaseolina and Cunninghamella blakesleeana.
abstract: Microbial transformation of oxandrolone (1) was carried out by using Cunninghamella blakesleeana and Macrophomina phaseolina. Biotransformation of 1 with M. phaseolina yielded four new metabolites, 11β,17β-dihydroxy-17α-(hydroxymethyl)-2-oxa-5α-androstan-3-one (2), 5α,11β,17β-trihydroxy-17α-methyl-2-oxa-androstan-3-one (3), 17β-hydroxy-17α-methyl-2-oxa-5α-androstan-3,11-dione (4), and 11β,17β-dihydroxy-17α-methyl-2-oxa-5α-androstan-3-one (5). Whereas a new metabolite, 12β,17β-dihydroxy-17α-methyl-2-oxa-5α-androstan-3-one (6), was obtained through the microbial transformation of oxandrolone (1) with C. blakesleeana. The structures of isolated metabolites were characterized on the basis of MS and NMR spectroscopic data.
authors.affiliation: Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon.
authors.forename: Colin
authors.initials: C
authors.lastname: Smith
authors.affiliation: Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan. Electronic address: atiatulwahab@gmail.com.
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: Mahwish Shafi Ahmed
authors.initials: MS
authors.lastname: Khan
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: Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon.
authors.forename: Dina
authors.initials: D
authors.lastname: Farran
authors.affiliation: Dr. Panjwani Center for Molecular Medicine and Drug Research, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan; H.E.J. Research Institute of Chemistry, 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.
authors.forename: M
authors.initials: M
authors.lastname: Iqbal Choudhary
authors.affiliation: Department of Biology, American University of Beirut, Beirut 1107 2020, Lebanon. Electronic address: eliasbay@aub.edu.lb.
authors.forename: Elias
authors.initials: E
authors.lastname: Baydoun
mesh_terms: D001203:Ascomycota / Q000378:metabolism*; D001711:Biotransformation / Q000502:physiology; D009090:Mucorales / Q000378:metabolism*; D010074:Oxandrolone / Q000378:metabolism*
chemical_list: D010074:Oxandrolone
keywords: Anabolic-androgenic compounds; Biotransformation; Cunninghamella blakesleeana; Macrophomina phaseolina; Oxandrolone