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dc.contributor.authorCawley, Adam T
dc.contributor.authorBlakey, Karen
dc.contributor.authorWaller, Christopher C
dc.contributor.authorMcLeod, Malcolm D
dc.contributor.authorBoyd, Sue
dc.contributor.authorHeather, Alison
dc.contributor.authorMcGrath, Kristine C
dc.contributor.authorHandelsman, David J
dc.contributor.authorWillis, Anthony C
dc.date.accessioned2019-03-06T05:15:43Z
dc.date.available2019-03-06T05:15:43Z
dc.date.issued2016
dc.identifier.issn1942-7603
dc.identifier.doi10.1002/dta.1832
dc.identifier.urihttp://hdl.handle.net/10072/141234
dc.description.abstractIn 2012, seized capsules containing white powder were analyzed to show the presence of unknown steroid‐related compounds. Subsequent gas chromatography–mass spectrometry (GC‐MS) and nuclear magnetic resonance (NMR) investigations identified a mixture of 3α‐ and 3β‐ isomers of the novel compound; 3‐chloro‐17α‐methyl‐5α‐androstan‐17β‐ol. Synthesis of authentic reference materials followed by comparison of NMR, GC‐MS and gas chromatography‐tandem mass spectrometry (GC‐MS/MS) data confirmed the finding of a new ‘designer’ steroid. Furthermore, in vitro androgen bioassays showed potent activity highlighting the potential for doping using this steroid. Due to the potential toxicity of the halogenated steroid, in vitro metabolic investigations of 3α‐chloro‐17α‐methyl‐5α‐androstan‐17β‐ol using equine and human S9 liver fractions were performed. For equine, GC‐MS/MS analysis identified the diagnostic 3α‐chloro‐17α‐methyl‐5α‐androstane‐16α,17β‐diol metabolite. For human, the 17α‐methyl‐5α‐androstane‐3α,17β‐diol metabolite was found. Results from these studies were used to verify the ability of GC‐MS/MS precursor‐ion scanning techniques to support untargeted detection strategies for designer steroids in anti‐doping analyses. Copyright © 2015 John Wiley & Sons, Ltd.
dc.description.peerreviewedYes
dc.languageEnglish
dc.publisherJohn Wiley & Sons Ltd.
dc.relation.ispartofpagefrom1
dc.relation.ispartofpageto12
dc.relation.ispartofjournalDrug Testing and Analysis
dc.subject.fieldofresearchAnalytical Chemistry not elsewhere classified
dc.subject.fieldofresearchAnalytical Chemistry
dc.subject.fieldofresearchPharmacology and Pharmaceutical Sciences
dc.subject.fieldofresearchcode030199
dc.subject.fieldofresearchcode0301
dc.subject.fieldofresearchcode1115
dc.titleDetection and metabolic investigations of a novel designer steroid: 3-chloro-17α-methyl-5α-androstan-17β-ol
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.description.notepublicThis publication has been entered into Griffith Research Online as an Advanced Online Version.
gro.hasfulltextNo Full Text
gro.griffith.authorBoyd, Sue E.


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