title: Simultaneous determination of amphetamine, methamphetamine, methylenedioxyamphetamine (MDA), methylenedioxymethamphetamine (MDMA), and methylenedioxyethylamphetamine (MDEA) enantiomers by GC-MS.
abstract: A method is described for the simultaneous determination of the ratio of l- and d-enantiomers of amphetamine, methamphetamine, 3,4-methylenedioxyamphetamine (MDA), 3,4-methylenedioxymethamphetamine (MDMA), and 3,4-methylenedioxyethylamphetamine (MDEA) in urine. The assay uses liquid-liquid extraction followed by derivatization with trifluoroacetyl-l-prolyl chloride (l-TPC) and analysis by gas chromatography-mass spectrometry. The assay was developed using prepared samples containing varying concentrations of each of the analytes over a range of percentages of each enantiomer. Results showed the method to provide accurate and reliable results in samples containing > or = 10 ng/mL amphetamine and methamphetamine and > or = 25 ng/mL MDA, MDMA, and MDEA. The assay was used to analyze urine samples from subjects of a controlled MDMA study. Results for each of the eight subjects showed a greater percentage of the l-enantiomer of MDMA initially, and the percentage increased with time postdose. Analysis of the metabolite MDA revealed that the proportion of d-enantiomer was initially greater than the l-enantiomer followed by a gradual increase in the proportion of l-enantiomer until it exceeded the amount of the d-enantiomer. In all cases, the l-MDA exceeded the d-MDA within the first 36 h postdose.
authors.affiliation: Clinical Research Squadron, Wilford Hall Medical Center, Lackland AFB, Texas 78236-5319, USA.
authors.forename: D
authors.initials: D
authors.lastname: Hensley
authors.forename: J T
authors.initials: JT
authors.lastname: Cody
mesh_terms: D015104:3,4-Methylenedioxyamphetamine / Q000031:analogs & derivatives / Q000652:urine; D000662:Amphetamines / Q000652:urine*; D000697:Central Nervous System Stimulants / Q000652:urine*; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D066298:In Vitro Techniques; D008694:Methamphetamine / Q000652:urine; D018817:N-Methyl-3,4-methylenedioxyamphetamine / Q000652:urine; D012680:Sensitivity and Specificity; D013237:Stereoisomerism; D015813:Substance Abuse Detection / Q000379:methods*; D013997:Time Factors; D014556:Urine / Q000737:chemistry*
chemical_list: D000662:Amphetamines; D000697:Central Nervous System Stimulants; D008694:Methamphetamine; D015104:3,4-Methylenedioxyamphetamine; D018817:N-Methyl-3,4-methylenedioxyamphetamine; C051800:3,4-methylenedioxyethamphetamine