Detection of stanozolol O- and N-sulfate metabolites and their evaluation as additional markers in doping control

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• dc.contributor.author Balcells Aribau, Georgina, 1987-ca
• dc.contributor.author Matabosch Geronès, Xavierca
• dc.contributor.author Ventura Alemany, Rosaca
• dc.date.accessioned 2017-12-21T09:12:50Z
• dc.date.issued 2017
• dc.description.abstract Stanozolol (STAN) is one of the most frequently detected anabolic androgenic steroids in sports drug testing. STAN misuse is commonly detected by monitoring metabolites excreted conjugated with glucuronic acid after enzymatic hydrolysis or using direct detection by liquid chromatography-tandem mass spectrometry (LC-MS/MS). It is well known that some of the previously described metabolites are the result of the formation of sulfate conjugates in C17, which are converted to their 17-epimers in urine. Therefore, sulfation is an important phase II metabolic pathway of STAN that has not been comprehensively studied. The aim of this work was to evaluate the sulfate fraction of STAN metabolism by LC-MS/MS to establish potential long-term metabolites valuable for doping control purposes. STAN was administered to six healthy male volunteers involving oral or intramuscular administration and urine samples were collected up to 31 days after administration. Sulfation of the phase I metabolites commercially available as standards was performed in order to obtain MS data useful to develop analytical strategies (neutral loss scan, precursor ion scan and selected reaction monitoring acquisitions modes) to detect potential sulfate metabolites. Eleven sulfate metabolites (M-I to M-XI) were detected and characterized by LC-MS/MS. This paper provides valuable data on the ionization and fragmentation of O-sulfates and N-sulfates. For STAN, results showed that sulfates do not improve the retrospectivity of the detection compared to the previously described long-term metabolite (epistanozolol-N-glucuronide). However, sulfate metabolites could be additional markers for the detection of STAN misuse.
• dc.description.sponsorship The financial support received from the World Anti-Doping AgencyWADA (12A21RV), Ministerio de Economía y Competividad(Gob ierno de España) (Project number DEP2012-35612) andGeneralitat de Catalunya (Consell Català de l’Esport, DIUE 2014SGR 692) is gratefully acknowl edged.
• dc.format.mimetype application/pdfca
• dc.identifier.citation Balcells G, Matabosch X, Ventura R. Detection of stanozolol O- and N-sulfate metabolites and their evaluation as additional markers in doping control. Drug Test Anal. 2017 Jul;9(7):1001-10. DOI: 10.1002/dta.2107
• dc.identifier.doi http://dx.doi.org/10.1002/dta.2107
• dc.identifier.issn 1942-7603
• dc.identifier.uri http://hdl.handle.net/10230/33551
• dc.language.iso eng
• dc.publisher Wileyca
• dc.relation.ispartof Drug Testing and Analysis. 2017 Jul;9(7):1001-10
• dc.relation.projectID info:eu-repo/grantAgreement/ES/3PN/DEP2012-35612
• dc.rights This is the peer reviewed version of the following article: Balcells G, Matabosch X, Ventura R. Detection of stanozolol O- and N-sulfate metabolites and their evaluation as additional markers in doping control. Drug Test Anal. 2017 Jul;9(7):1001-1010, which has been published in final form at http://dx.doi.org/10.1002/dta.2107. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
• dc.rights.accessRights info:eu-repo/semantics/openAccess
• dc.subject.keyword LC-MS/MS
• dc.subject.keyword Stanozolol
• dc.subject.keyword Anabolic steroids
• dc.subject.keyword Doping analysis
• dc.subject.keyword Sulfate metabolites
• dc.subject.other Dopatge en els esports
• dc.subject.other Anabolitzants
• dc.subject.other Hormones esteroides
• dc.title Detection of stanozolol O- and N-sulfate metabolites and their evaluation as additional markers in doping controlca
• dc.type info:eu-repo/semantics/article
• dc.type.version info:eu-repo/semantics/acceptedVersion