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九种不同草药混合物中合成大麻素的高灵敏度筛选和分析鉴定。

Highly sensitive screening and analytical characterization of synthetic cannabinoids in nine different herbal mixtures.

机构信息

CQM - Centro de Química da Madeira, Universidade da Madeira, Campus Universitário da Penteada, 9020-105, Funchal, Portugal.

Laboratório de Polícia Científica da Polícia Judiciária, Novo edifício-sede da Polícia Judiciária, Rua Gomes Freire, 1169-007, Lisbon, Portugal.

出版信息

Anal Bioanal Chem. 2021 Mar;413(8):2257-2273. doi: 10.1007/s00216-021-03199-6. Epub 2021 Feb 11.

DOI:10.1007/s00216-021-03199-6
PMID:33575815
Abstract

The popularity of new psychoactive substances among drug users has become a public health concern worldwide. Among them, synthetic cannabinoids (SCs) represent the largest, most diversified and fastest growing group. Commonly known as 'synthetic marijuana' as an alternative to cannabis, these synthetic compounds are easily accessible via the internet and are sold as 'herbal incenses' under different brand names with no information about the chemical composition. In the present work, we aim to integrate gas chromatography-tandem mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR) data as useful strategy for the identification and confirmation of synthetic cannabinoids present in nine seized herbal incenses. The analysis of all samples allowed the initial identification of 9 SCs, namely 5 napthoylindoles (JWH-018, JWH-073, JWH-122, JWH-210, MAM-2201), APINACA, XLR-11 and CP47,497-C8 and its enantiomer. JWH-018 was the most frequently detected synthetic compound (8 of 9 samples), while APINACA and XLR-11 were only identified in one herbal product. Other non-cannabinoid drugs, including oleamide, vitamin E and vitamin E acetate, have also been detected. Oleamide and vitamin E are two adulterants, frequently added to herbal products to mask the active ingredients or added as preservatives. However, to our knowledge, no analytical data about vitamin E acetate was reported in herbal products, being the first time that this compound is identified on this type of samples. The integration data obtained from the used analytical technologies proved to be useful, allowing the preliminary identification of the different SCs in the mixture. Furthermore, the examination of mass spectral fragment ions, as well as the results of both 1D and 2D NMR experiments, enabled the identification and confirmation of the molecular structure of SCs.

摘要

新精神活性物质在吸毒者中的流行已成为全球公共卫生关注的问题。其中,合成大麻素(SCs)代表了最大、最多样化和增长最快的群体。这些合成化合物通常被称为“合成大麻”,作为大麻的替代品,很容易通过互联网获取,并以不同品牌的“草药香薰”形式出售,没有关于化学成分的信息。在本工作中,我们旨在整合气相色谱-串联质谱(GC-MS)和核磁共振(NMR)数据,作为鉴定和确认九种缴获的草药香薰中存在的合成大麻素的有用策略。对所有样品的分析允许初步鉴定 9 种 SC,即 5 种萘基吲哚(JWH-018、JWH-073、JWH-122、JWH-210、MAM-2201)、APINACA、XLR-11 和 CP47,497-C8 及其对映体。JWH-018 是最常检测到的合成化合物(9 种样品中的 8 种),而 APINACA 和 XLR-11 仅在一种草药产品中被鉴定。还检测到其他非大麻类药物,包括油酸酰胺、维生素 E 和维生素 E 醋酸酯。油酸酰胺和维生素 E 是两种掺杂物,经常添加到草药产品中以掩盖活性成分或添加作为防腐剂。然而,据我们所知,在草药产品中没有关于维生素 E 醋酸酯的分析数据,这是首次在这种类型的样品中鉴定出这种化合物。所使用的分析技术获得的数据证明是有用的,允许在混合物中初步鉴定不同的 SC。此外,对质谱碎片离子的检查,以及一维和二维 NMR 实验的结果,使 SCs 的鉴定和确认分子结构成为可能。

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