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多维气相色谱法同时评价大麻属植物精油的对映异构体和碳同位素比值。

Simultaneous evaluation of the enantiomeric and carbon isotopic ratios of Cannabis sativa L. essential oils by multidimensional gas chromatography.

机构信息

Department of Chemical, Biological, Pharmaceutical and Environmental Sciences, University of Messina, 98168, Messina, Italy.

Traceability Unit, Research and Innovation Centre, Fondazione Edmund Mach, San Michele All'Adige, via Mach 1, 38098, Trento, TN, Italy.

出版信息

Anal Bioanal Chem. 2022 Jul;414(18):5643-5656. doi: 10.1007/s00216-022-04035-1. Epub 2022 Apr 7.

DOI:10.1007/s00216-022-04035-1
PMID:35389094
Abstract

Recent times have witnessed an upsurge of interest in hemp and hemp-derived products, as driven by the scientific findings specific to the pharmacological properties of Cannabis sativa L. and its constituents. There has been evidence that the terpene profile, along with the cannabinoid content, produces in humans the effects associated with different strains, beyond fragrance perception. A great deal of effort has been put into developing analytical approaches to strengthen the scientific knowledge on cannabis essential oil composition and provide effective tools for ascertaining the authenticity of commercial cannabis samples. For this concern, enantio-selective-GC-C-IRMS has proven to be effective for assessing the ranges characteristic of the genuine samples and detecting any fraudulent additions. This research aimed at providing for the first time the enantiomeric and isotopic ratios of target terpenes in cannabis essential oils, obtained from microwave-assisted hydro-distillation from the fresh and dried inflorescences of different cannabis varieties. Implementing multidimensional gas chromatography separation was mandatory prior to detection, in order to obtain accurate δC values and enantiomeric data from completely separated peaks. For this purpose, a heart-cut method was developed, based on the coupling of an apolar first dimension column to a secondary chiral cyclodextrin-based stationary phase. Afterwards, the data gathered from enantio-selective-MDGC-C-IRMS/qMS analysis of a set of genuine samples were used to evaluate the quality of nineteen commercial cannabis essential oils purchased from local stores. Remarkably, the data in some cases evidenced enantiomeric ratios and δC values outside the typical ranges of genuine oils. Such findings suggest the usefulness of the method developed to ascertain the genuineness and quality of cannabis essential oils.

摘要

近年来,随着对大麻及其成分的药理学特性的科学发现,人们对大麻和大麻衍生产品的兴趣日益浓厚。有证据表明,萜烯图谱以及大麻素含量会在人类中产生与不同菌株相关的影响,而不仅仅是香气感知。人们已经投入了大量的努力来开发分析方法,以加强对大麻精油成分的科学认识,并为确定商业大麻样品的真实性提供有效的工具。为此,对映选择性气相色谱-碳-同位素比质谱联用(enantioselective-GC-C-IRMS)已被证明可有效评估真实样品的特征范围,并检测任何欺诈性添加物。本研究旨在首次提供从不同大麻品种的新鲜和干燥花序中通过微波辅助水蒸馏获得的大麻精油中目标萜烯的对映体和同位素比值。在检测之前,必须实施多维气相色谱分离,以从完全分离的峰中获得准确的δC 值和对映体数据。为此,开发了一种基于非极性第一维柱与二级手性环糊精固定相偶联的中心切割方法。之后,使用从一组真实样品的对映选择性多维气相色谱-碳-同位素比质谱/ qMS 分析中收集的数据来评估从当地商店购买的十九种商业大麻精油的质量。值得注意的是,在某些情况下,数据表明对映体比值和δC 值超出了真实油的典型范围。这些发现表明,所开发的方法可用于确定大麻精油的真实性和质量。

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