Microbial transformation of oxandrolone with Macrophomina phaseolina and Cunninghamella blakesleeana

Simple item page
dc.contributor.authorSmith, Colin Andrew
dc.contributor.authorAtia-tul-Wahab,
dc.contributor.authorKhan, Mahwish Shafi Ahmed
dc.contributor.authorAhmad, Malik Shoaib
dc.contributor.authorFarran, Dina
dc.contributor.authorChoudhary, Mohammed Iqbal
dc.contributor.authorBaydoun, Elias Abdel Hasan
dc.contributor.departmentDepartment of Biology
dc.contributor.facultyFaculty of Arts and Sciences (FAS)
dc.contributor.institutionAmerican University of Beirut
dc.date.accessioned2025-01-24T11:20:33Z
dc.date.available2025-01-24T11:20:33Z
dc.date.issued2015
dc.description.abstractMicrobial 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. © 2015 Elsevier Inc. All rights reserved.
dc.identifier.doihttps://doi.org/10.1016/j.steroids.2015.06.008
dc.identifier.eid2-s2.0-84936992525
dc.identifier.pmid26095204
dc.identifier.urihttp://hdl.handle.net/10938/25043
dc.language.isoen
dc.publisherElsevier Inc.
dc.relation.ispartofSteroids
dc.sourceScopus
dc.subjectAnabolic-androgenic compounds
dc.subjectBiotransformation
dc.subjectCunninghamella blakesleeana
dc.subjectMacrophomina phaseolina
dc.subjectOxandrolone
dc.subjectAscomycota
dc.subjectMucorales
dc.subject11beta,17beta dihydroxy 17alpha (hydroxymethyl) 2 oxa 5alpha androstan 3 one
dc.subject11beta,17beta dihydroxy 17alpha methyl 2 oxa 5alpha androstan 3 one
dc.subject12beta,17beta dihydroxy 17alpha methyl 2 oxa 5alpha androstan 3 one
dc.subject17beta hydroxy 17alpha methyl 2 oxa 5alpha 3,11 dione
dc.subject5alpha,11beta,17beta trihydroxy 17alpha methyl 2 oxa androstan 3 one
dc.subjectAnabolic agent
dc.subjectAntifungal agent
dc.subjectUnclassified drug
dc.subjectAntifungal activity
dc.subjectArticle
dc.subjectBiocatalysis
dc.subjectCarbon nuclear magnetic resonance
dc.subjectColumn chromatography
dc.subjectControlled study
dc.subjectDrug hydroxylation
dc.subjectDrug identification
dc.subjectDrug structure
dc.subjectDrug synthesis
dc.subjectDrug transformation
dc.subjectHeteronuclear multiple bond correlation
dc.subjectHigh performance liquid chromatography
dc.subjectMelting point
dc.subjectNonhuman
dc.subjectOptical rotation
dc.subjectProton nuclear magnetic resonance
dc.subjectStereochemistry
dc.subjectThin layer chromatography
dc.subjectAscomycetes
dc.subjectMetabolism
dc.subjectPhysiology
dc.titleMicrobial transformation of oxandrolone with Macrophomina phaseolina and Cunninghamella blakesleeana
dc.typeArticle

Files

Original bundle

Now showing 1 - 1 of 1
Thumbnail Image
Name:
2015-10024.pdf
Size:
632.54 KB
Format:
Adobe Portable Document Format
Download

Collections

Department of Biology