PMID- 17300894 OWN - NLM STAT- MEDLINE DCOM- 20071107 LR - 20161124 IS - 1872-6283 (Electronic) IS - 0379-0738 (Linking) VI - 172 IP - 2-3 DP - 2007 Oct 25 TI - Time-resolved hair analysis of MDMA enantiomers by GC/MS-NCI. PG - 150-5 AB - The aim of the study was to determine the enantioselective disposition of 3,4-methylenedioxymethamphetamine (MDMA) and other amphetamine-type stimulants (ATS) in segmented hair specimens of self-declared ecstasy abusers, who took part in a double-blind placebo-controlled six-way crossover study during approximately 7 weeks, during which they received a 75 and a 100 mg dose of racemic MDMA twice. Hair specimens were washed and cut into pieces of 2 cm length. After digestion and solid phase extraction, the enantiomers were derivatized with a chiral agent (2S,4R)-N-heptafluorobutyryl-4-heptafluorobutoyloxy-prolyl chloride, developed at the authors laboratory and quantified by gas chromatography coupled to mass spectrometry operating in the negative chemical ionization mode. Most of the hair specimens that were tested positive for MDMA showed a predominance of the (R)-enantiomer. The R/S ratios of MDMA varied between 1.02 and 2.75 and total concentrations ranged from 0.1 to 20.1 ng/mg. The enantiomers of its metabolite 3,4-methylenedioxyamphetamine (MDA) were also quantified in most hair segments. The R/S ratios of MDA varied between 0.60 and 1.60, while the concentrations of the enantiomers ranged from 10 to 160 pg/mg hair. When segmental analysis was performed on single hair specimens, no inversion of the R versus S ratios of MDMA and MDA was observed. The predominance of (R)-MDMA in hair was in accordance with those already published for other matrices. Furthermore, both enantiomers of amphetamine (AM) were also detected in hair segments of four volunteers and the R/S ratios ranged from 1.00 to 1.47. FAU - Martins, Liliane Ferreira AU - Martins LF AD - National Laboratory of Health, Toxicology Division, University of Luxembourg, Luxembourg, Luxembourg. liliane.martins@lns.etat.lu FAU - Yegles, Michel AU - Yegles M FAU - Samyn, Nele AU - Samyn N FAU - Ramaekers, Johannes G AU - Ramaekers JG FAU - Wennig, Robert AU - Wennig R LA - eng PT - Comparative Study PT - Journal Article DEP - 20070214 PL - Ireland TA - Forensic Sci Int JT - Forensic science international JID - 7902034 RN - 0 (Biomarkers) RN - 4764-17-4 (3,4-Methylenedioxyamphetamine) RN - CK833KGX7E (Amphetamine) RN - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine) RN - ML1I4KK67B (3,4-methylenedioxyethamphetamine) SB - IM MH - 3,4-Methylenedioxyamphetamine/analogs & derivatives/analysis MH - Amphetamine/analysis MH - Biomarkers/metabolism MH - Cross-Over Studies MH - Dose-Response Relationship, Drug MH - Double-Blind Method MH - Gas Chromatography-Mass Spectrometry/*methods MH - Hair/*chemistry MH - Humans MH - N-Methyl-3,4-methylenedioxyamphetamine/*analysis MH - Substance Abuse Detection/*methods MH - Time Factors EDAT- 2007/02/16 09:00 MHDA- 2007/11/08 09:00 CRDT- 2007/02/16 09:00 PHST- 2006/09/08 00:00 [received] PHST- 2007/01/08 00:00 [revised] PHST- 2007/01/13 00:00 [accepted] PHST- 2007/02/16 09:00 [pubmed] PHST- 2007/11/08 09:00 [medline] PHST- 2007/02/16 09:00 [entrez] AID - S0379-0738(07)00020-5 [pii] AID - 10.1016/j.forsciint.2007.01.008 [doi] PST - ppublish SO - Forensic Sci Int. 2007 Oct 25;172(2-3):150-5. doi: 10.1016/j.forsciint.2007.01.008. Epub 2007 Feb 14.