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Int. J. Mol. Sci. 2016, 17(10), 1628; doi:10.3390/ijms17101628

New Potential Biomarker for Methasterone Misuse in Human Urine by Liquid Chromatography Quadrupole Time of Flight Mass Spectrometry

1
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China
2
China Anti-Doping Agency, Beijing 100029, China
*
Authors to whom correspondence should be addressed.
Academic Editors: Ting-Li (Morgan) Han and Elizabeth McKenzie
Received: 11 July 2016 / Revised: 14 September 2016 / Accepted: 19 September 2016 / Published: 24 September 2016
(This article belongs to the Special Issue Metabolomic Technologies in Medicine)
View Full-Text   |   Download PDF [2162 KB, uploaded 24 September 2016]   |  

Abstract

In this study, methasterone urinary metabolic profiles were investigated by liquid chromatography quadrupole time of flight mass spectrometry (LC-QTOF-MS) in full scan and targeted MS/MS modes with accurate mass measurement. A healthy male volunteer was asked to take the drug and liquid–liquid extraction was employed to process urine samples. Chromatographic peaks for potential metabolites were hunted out with the theoretical [M − H] as a target ion in a full scan experiment and actual deprotonated ions were studied in targeted MS/MS experiment. Fifteen metabolites including two new sulfates (S1 and S2), three glucuronide conjugates (G2, G6 and G7), and three free metabolites (M2, M4 and M6) were detected for methasterone. Three metabolites involving G4, G5 and M5 were obtained for the first time in human urine samples. Owing to the absence of helpful fragments to elucidate the steroid ring structure of methasterone phase II metabolites, gas chromatography mass spectrometry (GC-MS) was employed to obtain structural information of the trimethylsilylated phase I metabolite released after enzymatic hydrolysis and the potential structure was inferred using a combined MS method. Metabolite detection times were also analyzed and G2 (18-nor-17β-hydroxymethyl-2α, 17α-dimethyl-androst-13-en-3α-ol-ξ-O-glucuronide) was thought to be new potential biomarker for methasterone misuse which can be detected up to 10 days. View Full-Text
Keywords: methasterone; new biomarker; human urine; doping control; liquid chromatography time-of-flight tandem mass spectrometry methasterone; new biomarker; human urine; doping control; liquid chromatography time-of-flight tandem mass spectrometry
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Zhang, J.; Lu, J.; Wu, Y.; Wang, X.; Xu, Y.; Zhang, Y.; Wang, Y. New Potential Biomarker for Methasterone Misuse in Human Urine by Liquid Chromatography Quadrupole Time of Flight Mass Spectrometry. Int. J. Mol. Sci. 2016, 17, 1628.

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