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A Simple HPLC–UV Approach for Rapid Enantioseparation of Cathinones, Pyrovalerones and Other Novel Psychoactive Substances on a 2.5-µm Cellulose Tris-(3,5-dimethylphenyl-carbamate) Column
Chromatographia ( IF 1.2 ) Pub Date : 2020-01-30 , DOI: 10.1007/s10337-020-03860-9
Johannes S. Hägele , Elisabeth Seibert , Martin G. Schmid

The misuse of so called novel psychoactive substances is still a challenging problem worldwide. A special attribute of a lot of these compounds is a chiral centre enabling two possible enantiomers probably related to different pharmacological and toxicological properties. The goal of the present study was to present a simple and isocratic HPLC–UV method for enantioseparation of mainly cathinone and pyrovalerone derivatives as well as selected representatives of amphetamines, ketamines, benzofuries, phenidines, phenidates, morpholines and thiophenes. A Waters Acquity UPC2 ® Trefoil™ CEL1 2.5 µm, 3.0 × 150 mm column served as chiral stationary phase by means of cellulose tris-(3,5-dimethylphenylcarbamate) as chiral selector. Mobile phases consisted either of n -hexane/ n -butanol/diethylamine (100:0.3:0.2) or n -hexane/diethylamine (100:0.2). The method was found to be applicable for rapid simultaneous chiral separations of cathinone derivatives, to determine enantiomeric elution orders, to detect positional isomers and to identify real-life samples. Also, a repeatability study was performed successfully. 78 out of 95 compounds were separated in their enantiomers successfully, 51 of them within 6 min. It was shown that all NPS bought from online vendors or seized by police were traded as racemic mixtures.

中文翻译:

在 2.5 µm 纤维素 Tris-(3,5-二甲基苯基氨基甲酸酯)色谱柱上快速对映体分离卡西酮、吡咯戊酮和其他新型精神活性物质的简单 HPLC-UV 方法

滥用所谓的新型精神活性物质仍然是世界范围内的一个具有挑战性的问题。许多这些化合物的一个特殊属性是一个手性中心,使两种可能的对映异构体可能与不同的药理学和毒理学性质有关。本研究的目的是提出一种简单且等度的 HPLC-UV 方法,用于对主要卡西酮和吡咯戊酮衍生物以及苯丙胺、氯胺酮、苯并呋喃、哌啶、哌醋甲酯、吗啉和噻吩的选定代表进行对映分离。Waters Acquity UPC2 ® Trefoil™ CEL1 2.5 µm, 3.0 × 150 mm 色谱柱作为手性固定相,使用三-(3,5-二甲基苯基氨基甲酸纤维素)纤维素作为手性选择剂。流动相由正己烷/正丁醇/二乙胺 (100:0.3:0.2) 或正己烷/二乙胺 (100:0.2) 组成。该方法被发现适用于卡西酮衍生物的快速同时手性分离、确定对映异构体的洗脱顺序、检测位置异构体和鉴定实际样品。此外,还成功进行了重复性研究。95 种化合物中的 78 种成功分离出它们的对映异构体,其中 51 种在 6 分钟内成功分离。结果表明,所有从在线供应商处购买或被警方扣押的 NPS 都作为外消旋混合物进行交易。
更新日期:2020-01-30
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