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合成卡西酮的手性拆分与对映选择性:简要综述

Chiral Resolution and Enantioselectivity of Synthetic Cathinones: A Brief Review.

作者信息

Silva Bárbara, Fernandes Carla, Guedes de Pinho Paula, Remião Fernando

机构信息

UCIBIO-REQUIMTE, Laboratório de Toxicologia, Departamento de Ciências Biológicas, Faculdade de Farmácia, Universidade do Porto, Rua Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal.

Laboratório de Química Orgânica e Farmacêutica, Departamento de Ciências Químicas, Faculdade de Farmácia, Universidade do Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313 Porto, Portugal.

出版信息

J Anal Toxicol. 2018 Jan 1;42(1):17-24. doi: 10.1093/jat/bkx074.

Abstract

Chiral discrimination has become one of the most important fields in analytical and medicinal chemistry, and forensic toxicology. The enantiomers may have different binding to proteins that may lead to many pharmacological and toxicological differences between them, including kinetic (at the absorption, distribution, metabolism and excretion level) or dynamic (level of potency and efficacy or even differences in mechanism of action) variations. Cathinone derivatives are chiral compounds, sold via the internet for recreational use, and little is known about their enantiomeric selectivity. Consequently, it is of crucial importance for the development of resolution methods to obtain pure enantiomers to study their biological effects. In the last few years, techniques for chiral drug analysis, as chromatography, have been developed and some works related to the analytical enantiomeric resolution of synthetic cathinones were described. However, information about synthetic cathinones in the literature is scarce specially concerning single enantiomers. In this mini-review, analytical chiral resolution and biological differences between enantiomers of cathinone derivatives will be addressed.

摘要

手性识别已成为分析化学、药物化学和法医毒理学中最重要的领域之一。对映体与蛋白质的结合可能不同,这可能导致它们之间存在许多药理和毒理差异,包括动力学(在吸收、分布、代谢和排泄水平)或动态(效力和功效水平,甚至作用机制差异)变化。卡西酮衍生物是手性化合物,通过互联网销售以供娱乐使用,人们对其对映体选择性知之甚少。因此,开发拆分方法以获得纯对映体来研究其生物学效应至关重要。在过去几年中,已开发出用于手性药物分析的技术,如色谱法,并描述了一些与合成卡西酮对映体拆分分析相关的工作。然而,文献中关于合成卡西酮的信息很少,特别是关于单一对映体的信息。在本综述中,将讨论卡西酮衍生物对映体的分析手性拆分和生物学差异。

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