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J Forensic Sci. 2024 Sep;69(5):1718-1729. doi: 10.1111/1556-4029.15574. Epub 2024 Jun 28.
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Synthetic route sourcing of illicit at home cannabidiol (CBD) isomerization to psychoactive cannabinoids using ion mobility-coupled-LC-MS/MS.使用离子淌度耦合液相色谱-串联质谱法对在家非法合成大麻二酚(CBD)异构化为精神活性大麻素的合成路线进行溯源。
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本文引用的文献

1
Are adverse effects of cannabidiol (CBD) products caused by tetrahydrocannabinol (THC) contamination?大麻二酚(CBD)产品的不良反应是由四氢大麻酚(THC)污染引起的吗?
F1000Res. 2019 Aug 8;8:1394. doi: 10.12688/f1000research.19931.7. eCollection 2019.
2
Is cannabidiol a scheduled controlled substance? Origin makes the difference.大麻二酚是一种受管制的物质吗?来源起着关键作用。
Drug Discov Today. 2020 Apr;25(4):628-632. doi: 10.1016/j.drudis.2020.02.001. Epub 2020 Feb 13.
3
Isolation of a High-Affinity Cannabinoid for the Human CB1 Receptor from a Medicinal Variety: Δ-Tetrahydrocannabutol, the Butyl Homologue of Δ-Tetrahydrocannabinol.从药用品种中分离出对人类 CB1 受体具有高亲和力的大麻素:Δ-四氢大麻醇的丁基同系物Δ-四氢大麻丁醇。
J Nat Prod. 2020 Jan 24;83(1):88-98. doi: 10.1021/acs.jnatprod.9b00876. Epub 2019 Dec 31.
4
A novel phytocannabinoid isolated from Cannabis sativa L. with an in vivo cannabimimetic activity higher than Δ-tetrahydrocannabinol: Δ-Tetrahydrocannabiphorol.一种从大麻属植物中分离得到的新型植物大麻素,其体内大麻样活性高于 Δ-四氢大麻酚:Δ-四氢大麻酚醇。
Sci Rep. 2019 Dec 30;9(1):20335. doi: 10.1038/s41598-019-56785-1.
5
Phytochemical and Ecological Analysis of Two Varieties of Hemp ( L.) Grown in a Mountain Environment of Italian Alps.意大利阿尔卑斯山区种植的两种大麻(L.)的植物化学与生态学分析
Front Plant Sci. 2019 Oct 15;10:1265. doi: 10.3389/fpls.2019.01265. eCollection 2019.
6
Chemical and spectroscopic characterization data of 'cannabidibutol', a novel cannabidiol butyl analog.新型大麻二酚丁酯类似物“大麻二酚丁醇”的化学和光谱表征数据
Data Brief. 2019 Sep 5;26:104463. doi: 10.1016/j.dib.2019.104463. eCollection 2019 Oct.
7
Synthetic Strategies for (-)-Cannabidiol and Its Structural Analogs.合成(-)-大麻二酚及其结构类似物的策略。
Chem Asian J. 2019 Nov 4;14(21):3749-3762. doi: 10.1002/asia.201901179. Epub 2019 Oct 8.
8
Analysis of impurities of cannabidiol from hemp. Isolation, characterization and synthesis of cannabidibutol, the novel cannabidiol butyl analog.大麻中 CBD 的杂质分析。新型 CBD 丁基类似物大麻二酚丁酸的分离、鉴定与合成。
J Pharm Biomed Anal. 2019 Oct 25;175:112752. doi: 10.1016/j.jpba.2019.06.049. Epub 2019 Jul 12.
9
Cannabinoid Profiling of Hemp Seed Oil by Liquid Chromatography Coupled to High-Resolution Mass Spectrometry.采用液相色谱-高分辨率质谱联用技术对大麻籽油进行大麻素分析
Front Plant Sci. 2019 Feb 13;10:120. doi: 10.3389/fpls.2019.00120. eCollection 2019.
10
Translational Investigation of the Therapeutic Potential of Cannabidiol (CBD): Toward a New Age.翻译为简体中文后的文本如下: 大麻二酚(CBD)治疗潜力的转化研究:迈向新时代。
Front Immunol. 2018 Sep 21;9:2009. doi: 10.3389/fimmu.2018.02009. eCollection 2018.

合成大麻素中Δ-四氢大麻酚杂质的来源。

Origin of Δ-Tetrahydrocannabinol Impurity in Synthetic Cannabidiol.

机构信息

Mediteknology s.r.l. (CNR Spin-off Company), Lecce, Italy.

CNR NANOTEC-Institute of Nanotechnology, Lecce, Italy.

出版信息

Cannabis Cannabinoid Res. 2021 Feb 12;6(1):28-39. doi: 10.1089/can.2020.0021. eCollection 2021.

DOI:10.1089/can.2020.0021
PMID:33614950
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7891213/
Abstract

Cannabidiol (CBD), the nonintoxicating constituent of cannabis, is largely employed for pharmaceutical and cosmetic purposes. CBD can be extracted from the plant or chemically synthesized. Impurities of psychotropic cannabinoids Δ-tetrahydrocannabinol (Δ-THC) and Δ-THC have been found in extracted CBD, thus hypothesizing a possible contamination from the plant. In this study, synthetic and extracted CBD samples were analyzed by ultrahigh-performance liquid chromatography coupled to high-resolution mass spectrometry and the parameters that can be responsible of the conversion of CBD into THC were evaluated by an accelerated stability test. In synthetic and extracted CBD no trace of THC species was detected. In contrast, CBD samples stored in the dark at room temperature on the benchtop for 3 months showed the presence of such impurities. Experiments carried out under inert atmosphere in the absence of humidity or carbon dioxide led to no trace of THC over time even at high temperature. The results suggested that the copresence of carbon dioxide and water from the air could be the key for creating the acidic environment responsible for the cyclization of CBD. These findings suggest that it might be appropriate to review the storage conditions indicated on the label of commercially available CBD.

摘要

大麻素(CBD)是非成瘾性大麻成分,主要用于制药和化妆品用途。CBD 可以从植物中提取或化学合成。从提取的 CBD 中发现了精神活性大麻素 Δ-四氢大麻酚(Δ-THC)和 Δ-THC 的杂质,因此推测可能是从植物中污染而来。在这项研究中,通过超高效液相色谱-高分辨率质谱联用分析了合成和提取的 CBD 样品,并通过加速稳定性试验评估了可能导致 CBD 转化为 THC 的参数。在合成和提取的 CBD 中未检测到 THC 物质的痕迹。相反,在室温下在实验台上避光储存 3 个月的 CBD 样品显示出存在这些杂质。在惰性气氛下、没有湿度或二氧化碳的情况下进行的实验表明,即使在高温下,随着时间的推移也不会产生 THC 痕迹。结果表明,空气中的二氧化碳和水的共存可能是形成负责 CBD 环化的酸性环境的关键。这些发现表明,可能需要重新审查市售 CBD 标签上标明的储存条件。