Universität zu Köln

Garg, Neeraj, Hansson, Annelie, Knych, Heather K., Stanley, Scott D., Thevis, Mario, Bondesson, Ulf, Hedeland, Mikael and Globisch, Daniel ORCID: 0000-0002-4526-5788 (2018). Structural elucidation of major selective androgen receptor modulator (SARM) metabolites for doping control. Org. Biomol. Chem., 16 (5). S. 698 - 703. CAMBRIDGE: ROYAL SOC CHEMISTRY. ISSN 1477-0539

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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.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Garg, Neeraj UNSPECIFIED UNSPECIFIED UNSPECIFIED Hansson, Annelie UNSPECIFIED UNSPECIFIED UNSPECIFIED Knych, Heather K. UNSPECIFIED UNSPECIFIED UNSPECIFIED Stanley, Scott D. UNSPECIFIED UNSPECIFIED UNSPECIFIED Thevis, Mario UNSPECIFIED UNSPECIFIED UNSPECIFIED Bondesson, Ulf UNSPECIFIED UNSPECIFIED UNSPECIFIED Hedeland, Mikael UNSPECIFIED UNSPECIFIED UNSPECIFIED Globisch, Daniel UNSPECIFIED orcid.org/0000-0002-4526-5788 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-196121
DOI:	10.1039/c7ob03030d
Journal or Publication Title:	Org. Biomol. Chem.
Volume:	16
Number:	5
Page Range:	S. 698 - 703
Date:	2018
Publisher:	ROYAL SOC CHEMISTRY
Place of Publication:	CAMBRIDGE
ISSN:	1477-0539
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language URINARY METABOLITES; ANDARINE S-4; S1; IDENTIFICATION; FLUTAMIDE; S22; S4 Multiple languages Chemistry, Organic Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/19612