对 11-去甲-9-羧基六氢大麻酚(HHC-COOH)和 11-羟基六氢大麻酚(HHC-OH)进行 LC-MS/MS 分析,以核实六氢大麻酚(HHC)的摄入量。

IF 1.3 4区 医学 Q4 MEDICINE, RESEARCH & EXPERIMENTAL Scandinavian Journal of Clinical & Laboratory Investigation Pub Date : 2024-04-01 Epub Date: 2024-03-26 DOI:10.1080/00365513.2024.2333023
Paul Pettersson-Pablo, Joakim Oxelbark
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引用次数: 0

摘要

在瑞典和国际上,天然和半合成大麻素类似物因其作为传统大麻替代品的娱乐用途而日益受到媒体关注。我们的临床实验室收到越来越多的尿样,使用 ThermoFisher Scientific 公司的 CEDIA THC-COOH 免疫测定法检测结果呈阳性,但使用基于 GC-MS 的验证分析法检测结果呈阴性。HHC 摄入量的评估基于以下四种代谢物的鉴定:11-去甲-9(R)-羧基六氢大麻酚(R-HHC-COOH)、11-去甲-9(S)-羧基六氢大麻酚(S-HHC-COOH)、11-羟基-9(R)-六氢大麻酚(R-HHC-OH)和 11-羟基-9(S)-六氢大麻酚(S-HHC-OH)。在本研究分析的 46 份尿样中,44 份显示存在 HHC 代谢物,这表明 HHC 是导致 THC-COOH 阴性验证数量增加的主要原因。在这些样本中,HHC-OH 代谢物的浓度高于 R-HHC-COOH,而 S-HHC-COOH 仅在少数样本中检测到,且浓度较低。R-HHC-COOH 和 S-HHC-COOH 可以很容易地添加到已有的 THC-COOH 检验方法中,并仍然显示出可接受的结果,而 HHC-OH 则需要一种能够水解醚葡萄糖醛酸键的酶。
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LC-MS/MS analysis of 11-nor-9-carboxy-hexahydrocannabinol (HHC-COOH) and 11-hydroxy-hexahydrocannabinol (HHC-OH) for verification of hexahydrocannabinol (HHC) intake.

Natural and semi-synthetic cannabinoid analogs are getting increasing media attention for their recreative use as an alternative to traditional cannabis, in Sweden as well as internationally. To investigate an increasing number of urine samples incoming to our clinical laboratory that were screening positive, using a CEDIA THC-COOH immunoassay from ThermoFisher Scientific, but then testing negative using GC-MS based verification analysis, we developed an LC-MS/MS-method for verification of hexahydrocannabinol (HHC) and Δ8-tetrahydrocannabinol. Assessment of HHC intake was based on identification of the following four metabolites: 11-nor-9(R)-carboxy-hexahydrocannabinol (R-HHC-COOH), 11-nor-9(S)-carboxy-hexahydrocannabinol (S-HHC-COOH), 11-hydroxy-9(R)-hexahydrocannabinol (R-HHC-OH) and 11-hydroxy-9(S)-hexahydrocannabinol (S-HHC-OH). Out of 46 urine samples analysed in this study, 44 showed presence of HHC-metabolites, which indicate HHC as the main explanation for an increased number of negative verifications for THC-COOH. In these samples, the HHC-OH metabolites occurred at a higher concentration than R-HHC-COOH while S-HHC-COOH was only detected in few samples at low concentrations. R-HHC-COOH and S-HHC-COOH can easily be added to a pre-existing verification method for THC-COOH, and still show acceptable results, while HHC-OH requires an enzyme capable of hydrolysing the ether glucuronide bond.

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来源期刊
CiteScore
3.50
自引率
4.80%
发文量
85
审稿时长
4-8 weeks
期刊介绍: The Scandinavian Journal of Clinical and Laboratory Investigation is an international scientific journal covering clinically oriented biochemical and physiological research. Since the launch of the journal in 1949, it has been a forum for international laboratory medicine, closely related to, and edited by, The Scandinavian Society for Clinical Chemistry. The journal contains peer-reviewed articles, editorials, invited reviews, and short technical notes, as well as several supplements each year. Supplements consist of monographs, and symposium and congress reports covering subjects within clinical chemistry and clinical physiology.
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