Universität zu Köln

Moeller, Ines, Wintermeyer, Annette, Bender, Katja, Juebner, Martin, Thomas, Andreas ORCID: 0000-0003-1199-0743, Krug, Oliver, Schaenzer, Wilhelm and Thevis, Mario (2011). Screening for the synthetic cannabinoid JWH-018 and its major metabolites in human doping controls. Drug Test. Anal., 3 (9). S. 609 - 621. MALDEN: WILEY-BLACKWELL. ISSN 1942-7603

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Abstract

Referred to as 'spice', severalnewdrugs, advertised as herbalblends, have appeared on the market in the last few years, in which the synthetic cannabinoids JWH-018 and a C(8) homologue of CP 47,497 were identified as major active ingredients. Due to their reported cannabis-like effects, many European countries have banned these substances. The World Anti-Doping Agency has also explicitly prohibited synthetic cannabinoids in elite sport in-competition. Since urine specimens have been the preferred doping control samples, the elucidation of the metabolic pathways of these substances is of particular importance to implement them in sports drug testing programmes. In a recent report, an in vitro phase-I metabolism study of JWH-018 was presented yielding mainly hydroxylated and N-dealkylatedmetabolites. Due to these findings, a urine sample of a healthy man declaring to have smoked a 'spice' product was screened for potential phase-I and -II metabolites by high-resolution/high-accuracy mass spectrometry in the present report. The majority of the phase-I metabolites observed in earlier in vitro studies of JWH-018 were detected in this urine specimen and furthermore most of their respective monoglucuronides. As no intact JWH-018 was detectable, the monohydroxylated metabolite being the most abundant one was chosen as a target analyte for sports drug testing purposes; a detection method was subsequently developed and validated in accordance to conventional screening protocols based on enzymatic hydrolysis, liquid-liquid extraction, and liquid chromatography/electrospray tandem mass spectrometry analysis. The method was applied to approximately 7500 urine doping control samples yielding two JWH-018 findings and demonstrated its capability for a sensitive and selective identification of JWH-018 and its metabolites in human urine. Copyright (C) 2010 John Wiley & Sons, Ltd.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Moeller, Ines UNSPECIFIED UNSPECIFIED UNSPECIFIED Wintermeyer, Annette UNSPECIFIED UNSPECIFIED UNSPECIFIED Bender, Katja UNSPECIFIED UNSPECIFIED UNSPECIFIED Juebner, Martin UNSPECIFIED UNSPECIFIED UNSPECIFIED Thomas, Andreas UNSPECIFIED orcid.org/0000-0003-1199-0743 UNSPECIFIED Krug, Oliver UNSPECIFIED UNSPECIFIED UNSPECIFIED Schaenzer, Wilhelm UNSPECIFIED UNSPECIFIED UNSPECIFIED Thevis, Mario UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-489376
DOI:	10.1002/dta.158
Journal or Publication Title:	Drug Test. Anal.
Volume:	3
Number:	9
Page Range:	S. 609 - 621
Date:	2011
Publisher:	WILEY-BLACKWELL
Place of Publication:	MALDEN
ISSN:	1942-7603
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language CANNABIMIMETIC INDOLES; HPLC-MS/MS; RECEPTOR; IDENTIFICATION; ANALOGS; AGENTS; URINE; DRUGS; CB1 Multiple languages Biochemical Research Methods; Chemistry, Analytical; Pharmacology & Pharmacy Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/48937