Cannabigerol (CBG) signal enhancement in its analysis by gas chromatography coupled with tandem mass spectrometry.

IF 2.8 4区 医学 Q2 TOXICOLOGY
Forensic Toxicology Pub Date : 2024-01-01 Epub Date: 2023-09-27 DOI:10.1007/s11419-023-00673-x
Andrzej L Dawidowicz, Rafal Typek, Michal P Dybowski, Piotr Holowinski, Michal Rombel
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引用次数: 0

Abstract

Purpose: According to recent reports, cannabigerol (CBG) concentration level in blood and body fluids may have forensic utility as a highly specific albeit insensitive biomarker of recent cannabis smoking. While the analytical sensitivity of cannabidiol (CBD), Δ9-tetrahydrocannabinol (Δ9-THC), cannabichromene (CBC) or cannabinol (CBN) estimation by gas chromatography-mass spectrometry (GC-MS) is similar and sufficiently high, it is exceptionally low in the case of CBG (ca. 25 times lower than for the other mentioned cannabinoids). The purpose of this study is to explain the reasons for the extremely low analytical sensitivity of GC-MS in estimating CBG and to present possible ways of its improvement.

Methods: Nuclear magnetic resonance (NMR) data and GC-MS responses to CBG and its various derivatization and transformation products were studied.

Results: The validation data of individual derivatives of CBG and its transformation products were established. CBG silylation/acylation or hydration allows to decrease LOD about 3 times, whereas the formation of pyranic CBG derivative leads to 10-times decrease of LOD. The paper enriches the literature of the subject by providing MS and NMR spectra, not published so far, for derivatives of CBG and its transformation products. The most likely cause of low GC-MS response to CBG is also presented.

Conclusions: The presented results shows that although the signal increase of CBG can be obtained through its derivatization by silylation and/or acylation, the greatest increase is observed in the case of its cyclization to the pyranic CBG form during the sample preparation process. The CBG cyclization procedure is very simple and workable in estimating this cannabinoid in blood/plasma samples.

Abstract Image

气相色谱-串联质谱联用分析中的大麻酚(CBG)信号增强。
目的:根据最近的报告,血液和体液中大麻酚(CBG)的浓度水平可能作为近期大麻吸烟的一种高度特异但不敏感的生物标志物具有法医学实用性。虽然通过气相色谱-质谱法(GC-MS)估计的大麻素二醇(CBD)、Δ9-四氢大麻酚(Δ9-THC)、大麻素色烯(CBC)或大麻素(CBN)的分析灵敏度相似且足够高,但在CBG的情况下,其灵敏度异常低(约为其他提到的大麻物质的25倍)。本研究的目的是解释GC-MS在估计CBG时分析灵敏度极低的原因,并提出可能的改进方法。方法:研究了CBG及其各种衍生和转化产物的核磁共振(NMR)数据和GC-MS响应。结果:建立了CBG的单个衍生物及其转化产物的验证数据。CBG甲硅烷基化/酰化或水合可以使LOD降低约3倍,而吡喃CBG衍生物的形成导致LOD降低10倍。该论文提供了CBG衍生物及其转化产物的质谱和核磁共振谱,丰富了该主题的文献。还介绍了GC-MS对CBG反应低的最可能原因。结论:所提出的结果表明,尽管CBG的信号增加可以通过其通过甲硅烷基化和/或酰化的衍生来获得,但在样品制备过程中,观察到其环化为吡喃CBG形式的情况下信号增加最大。CBG环化程序在估计血液/血浆样品中的这种大麻素方面非常简单和可行。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Forensic Toxicology
Forensic Toxicology TOXICOLOGY-
CiteScore
5.80
自引率
9.10%
发文量
40
审稿时长
3 months
期刊介绍: The journal Forensic Toxicology provides an international forum for publication of studies on toxic substances, drugs of abuse, doping agents, chemical warfare agents, and their metabolisms and analyses, which are related to laws and ethics. It includes original articles, reviews, mini-reviews, short communications, and case reports. Although a major focus of the journal is on the development or improvement of analytical methods for the above-mentioned chemicals in human matrices, appropriate studies with animal experiments are also published. Forensic Toxicology is the official publication of the Japanese Association of Forensic Toxicology (JAFT) and is the continuation of the Japanese Journal of Forensic Toxicology (ISSN 0915-9606).
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