Van Bocxlaer J F, Lambert W E, Thienpont L, De Leenheer A P
Laboratorium voor Toxicologie, Universiteit Gent, Belgium.
J Anal Toxicol. 1997 Jan-Feb;21(1):5-11. doi: 10.1093/jat/21.1.5.
alpha-Phenylethylamine was recently reported by us in various samples seized from the illicit drug circuit. At first, alpha-phenylethylamine was identified in powders that generally contained amphetamine and caffeine. Then, a couple, who were known drug users, was found dead in their apartment. Urine samples from both victims contained large amounts of amphetamine and alpha-phenylethylamine. All of the positive samples were re-examined with gas chromatography to determine the chirality of the detected drug or drugs. The homochiral derivatizing reagent N-trifluoroacetyl-L-prolyl chloride was used to convert the drug enantiomers into their corresponding diastereomeric derivatives. These derivatives were separated on an achiral stationary phase and detected using either flame ionization detection (FID) or on-line Fourier-transform infrared spectrometry (FTIR) for quantitative or qualitative purposes, respectively. Excellent separation was realized between all diastereomeric derivatives, and interference of excess, nonvolatile derivatizing reagent was reduced to a minimum. All powder samples consisted of racemic mixtures for alpha-phenylethylamine and for amphetamine. The urine samples also contained both enantiomers of alpha-phenyl ethylamine and amphetamine, albeit in varying proportions. These findings again substantiate the synthetic origin of alpha-phenylethylamine, attributing its presence in the urine of both victims to intentional or accidental intake. The disproportionate isomeric composition found in the urine samples confirms previous reports of a stereoselective metabolism for amphetamine enantiomers and suggests a similar pharmacokinetic profile for alpha-phenylethylamine.
我们最近报道了在从非法毒品渠道查获的各种样品中发现了α-苯乙胺。起初，在通常含有苯丙胺和咖啡因的粉末中鉴定出了α-苯乙胺。然后，一对已知的吸毒者夫妇被发现死于他们的公寓。两名受害者的尿液样本中都含有大量的苯丙胺和α-苯乙胺。所有阳性样本都用气相色谱法重新检测，以确定所检测一种或多种药物的手性。使用同手性衍生试剂N-三氟乙酰基-L-脯氨酰氯将药物对映体转化为相应的非对映体衍生物。这些衍生物在非手性固定相上分离，分别使用火焰离子化检测（FID）或在线傅里叶变换红外光谱法（FTIR）进行定量或定性分析。所有非对映体衍生物之间实现了良好的分离，过量的非挥发性衍生试剂的干扰降至最低。所有粉末样品中α-苯乙胺和苯丙胺均为外消旋混合物。尿液样本中也含有α-苯乙胺和苯丙胺的两种对映体，尽管比例不同。这些发现再次证实了α-苯乙胺的合成来源，将其在两名受害者尿液中的存在归因于有意或意外摄入。尿液样本中发现的不成比例的异构体组成证实了先前关于苯丙胺对映体立体选择性代谢的报道，并表明α-苯乙胺具有类似的药代动力学特征。
