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使用Lux纤维素-2柱在极性有机相模式下通过高效液相色谱法开发新型精神活性药物的对映体拆分方法。

Development of an enantioseparation method for novel psychoactive drugs by HPLC using a Lux Cellulose-2 column in polar organic phase mode.

作者信息

Taschwer Magdalena, Grascher Jörg, Schmid Martin G

机构信息

Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, University of Graz, Universitätsplatz 1, A-8010 Graz, Austria.

Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, University of Graz, Universitätsplatz 1, A-8010 Graz, Austria.

出版信息

Forensic Sci Int. 2017 Jan;270:232-240. doi: 10.1016/j.forsciint.2016.10.011. Epub 2016 Oct 20.

Abstract

Since the last decade, the hype of the recreational use of novel psychoactive drugs is still on its top in entire Europe. Every year, new derivatives enter the drug market and enlarge the broad spectrum of misused drugs. Many of these compounds contain a stereogenic centre and therefore two enantiomers exist. It is obvious that the pharmacological potency of the isomers differ as it is already known from various pharmaceutical ingredients. Therefore, the development of analytical methods for the chiral separation of new psychoactive substances is of great medical and forensic interest. The aim of this study was to establish an enantioseparation method, which is applicable at equal conditions for different drug compound classes including cathinones, amphetamines, benzofurans, thiophenes, phenidine and phenidate derivatives. A commercially available Lux Cellulose-2 column consisting of cellulose tris(3-chloro-4-methylphenylcarbamate) coated on silica gel was found to be appropriate for the chiral separation of the mentioned drug classes. Experiments were performed under isocratic conditions in polar organic phase mode using UV-detection. With a mobile phase consisting of acetonitrile:isopropanol:diethylamine:formic acid (100%) (95:5:0.1:0.1) 40 out of 43 psychoactive compounds were successfully baseline or partially separated. 3-Fluoroamphetamine, 4-fluoroamphetamine and 1-(benzofuran-6-yl)-N-ethylpropan-2-amine were not chirally separated. The established method enabled enantioseparation of a broad spectrum of different psychoactive compounds under equal conditions. Forty of forty-three compounds were separated in their enantiomers, thus this method has a wide applicability for the enantioseparation of novel psychoactive drugs.

摘要

在过去十年中,新型精神活性物质用于娱乐用途的热潮在整个欧洲持续高涨。每年都有新的衍生物进入毒品市场,扩大了滥用药物的种类范围。这些化合物中的许多都含有一个手性中心,因此存在两种对映体。显然,正如从各种药物成分中已知的那样,这些异构体的药理活性不同。因此,开发用于新型精神活性物质手性分离的分析方法具有重大的医学和法医学意义。本研究的目的是建立一种对映体分离方法,该方法在相同条件下适用于不同类别的药物化合物,包括卡西酮、苯丙胺、苯并呋喃、噻吩、苯乙啶和哌醋甲酯衍生物。发现一种市售的Lux Cellulose-2柱,其由涂覆在硅胶上的三(3-氯-4-甲基苯基氨基甲酸酯)纤维素组成,适用于上述药物类别的手性分离。实验在等度条件下,采用紫外检测,在极性有机相模式下进行。使用由乙腈:异丙醇:二乙胺:甲酸(100%)(95:5:0.1:0.1)组成的流动相,43种精神活性化合物中的40种成功实现了基线分离或部分分离。3-氟苯丙胺、4-氟苯丙胺和1-(苯并呋喃-6-基)-N-乙基丙-2-胺未实现手性分离。所建立的方法能够在相同条件下对多种不同的精神活性化合物进行对映体分离。43种化合物中的40种实现了对映体分离,因此该方法在新型精神活性药物的对映体分离方面具有广泛的适用性。

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