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Issue 5, 2018
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Structural elucidation of major selective androgen receptor modulator (SARM) metabolites for doping control

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Abstract

Selective androgen receptor modulators (SARMs) are a class of androgen receptor drugs, which have a high potential to be performance enhancers in human and animal sports. Arylpropionamides are one of the major SARM classes and get rapidly metabolized significantly complicating simple detection of misconduct in blood or urine sample analysis. Specific drug-derived metabolites are required as references due to a short half-life of the parent compound but are generally lacking. The difficulty in metabolism studies is the determination of the correct regio and stereoselectivity during metabolic conversion processes. In this study, we have elucidated and verified the chemical structure of two major equine arylpropionamide-based SARM metabolites using a combination of chemical synthesis and liquid chromatography-mass spectrometry (LC-MS) analysis. These synthesized SARM-derived metabolites can readily be utilized as reference standards for routine mass spectrometry-based doping control analysis of at least three commonly used performance-enhancing drugs to unambigously identify misconduct.

Graphical abstract: Structural elucidation of major selective androgen receptor modulator (SARM) metabolites for doping control

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Publication details

The article was received on 07 Dec 2017, accepted on 03 Jan 2018 and first published on 03 Jan 2018


Article type: Communication
DOI: 10.1039/C7OB03030D
Citation: Org. Biomol. Chem., 2018,16, 698-702
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    Structural elucidation of major selective androgen receptor modulator (SARM) metabolites for doping control

    N. Garg, A. Hansson, H. K. Knych, S. D. Stanley, M. Thevis, U. Bondesson, M. Hedeland and D. Globisch, Org. Biomol. Chem., 2018, 16, 698
    DOI: 10.1039/C7OB03030D

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