Chemical Composition of Aerosols from the E-Cigarette Vaping of Natural and Synthetic Cannabinoids.

IF 3.7 3区 医学 Q2 CHEMISTRY, MEDICINAL
Chemical Research in Toxicology Pub Date : 2024-12-16 Epub Date: 2024-11-13 DOI:10.1021/acs.chemrestox.4c00326
Nicholas E Robertson, Jack Connolly, Nikolay Shevchenko, Mark Mascal, Kent E Pinkerton, Sascha C T Nicklisch, Tran B Nguyen
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引用次数: 0

Abstract

Vaping cannabinoids in electronic (e)-cigarette devices is rapidly increasing in popularity, particularly among adolescents, although the chemistry affecting the composition of the vape aerosol is not well understood. This work investigates the formation of aerosol mass, bioactive hydroxyquinones, and harmful or potentially harmful carbonyls from the e-cigarette vaping of natural and synthetic cannabinoids e-liquids in propylene glycol and vegetable glycerin (PG/VG) solvent at a 50 mg/mL concentration in a commercial fourth-generation vaping device. The following cannabinoids were studied: cannabidiol (CBD), 8,9-dihydrocannabidiol (H2CBD), 1,2,8,9-tetrahydrocannabidiol (H4CBD), cannabigerol (CBG), and cannabidiolic acid (CBDA). Quantification of analytes was performed using liquid chromatography coupled to accurate mass spectrometry. The addition of cannabinoids significantly increased aerosol and carbonyl formation compared with the PG/VG solvent alone. All cannabinoids in the study formed hydroxyquinones during vaping (up to ∼1% mass conversion) except for CBDA, which primarily decarboxylated to CBD. Hydroxyquinone formation increased and carbonyl formation decreased, with a decreasing number of double bonds among CBD and its synthetic analogues (H2CBD and H4CBD). During the vaping process, ∼3-6% of the cannabinoid mass can be observed as carbonyls under the study conditions. Oxidation of the terpene moiety on the cannabinoids is proposed as a major contributor to carbonyl formation. CBD produced significantly higher concentrations of formaldehyde, acetaldehyde, acrolein, diacetyl, and methylglyoxal compared with the other cannabinoid samples. CBG produced significantly higher levels of acetone, methacrolein, and methylglyoxal. Conversion of CBD to tetrahydrocannabinol (THC) was not observed under the study conditions. The chemical mechanism basis for these observations is discussed. Compared with other modalities of use for CBD and other cannabinoids, vaping has the potential to adversely impact human health by producing harmful products during the heated aerosolization process.

电子烟吸食天然和合成大麻素产生的气溶胶化学成分。
在电子(e)烟设备中吸食大麻类物质正迅速流行起来,尤其是在青少年中,尽管人们对影响吸食气溶胶成分的化学成分还不甚了解。这项研究调查了在商用第四代电子烟设备中,在丙二醇和植物甘油(PG/VG)溶剂中吸入浓度为 50 毫克/毫升的天然和合成大麻素电子烟液所形成的气溶胶团、生物活性羟基醌以及有害或潜在有害的羰基化合物。研究了以下大麻素:大麻二酚(CBD)、8,9-二氢大麻二酚(H2CBD)、1,2,8,9-四氢大麻二酚(H4CBD)、大麻萜醇(CBG)和大麻二酸(CBDA)。分析物的定量采用液相色谱耦合精确质谱法进行。与单独使用 PG/VG 溶剂相比,添加大麻素会明显增加气溶胶和羰基的形成。研究中的所有大麻素在吸食过程中都会形成羟基苯醌(质量转化率高达 1%),但 CBDA 除外,它主要脱羧为 CBD。随着 CBD 及其合成类似物(H2CBD 和 H4CBD)中双键数量的减少,羟基苯醌的形成增加,羰基的形成减少。在研究条件下,吸食过程中可观察到 3% 至 6% 的大麻素以羰基形式存在。据推测,大麻素上的萜烯分子发生氧化是羰基形成的主要原因。与其他大麻素样品相比,CBD 产生的甲醛、乙醛、丙烯醛、双乙酰和甲基乙二醛浓度明显更高。CBG 产生的丙酮、甲基丙烯醛和甲基乙二醛含量明显更高。在研究条件下,没有观察到 CBD 转化为四氢大麻酚(THC)。本文讨论了这些观察结果的化学机制基础。与其他使用 CBD 和其他大麻素的方式相比,吸食有可能在加热气溶胶过程中产生有害产物,从而对人体健康产生不利影响。
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
CiteScore
7.90
自引率
7.30%
发文量
215
审稿时长
3.5 months
期刊介绍: Chemical Research in Toxicology publishes Articles, Rapid Reports, Chemical Profiles, Reviews, Perspectives, Letters to the Editor, and ToxWatch on a wide range of topics in Toxicology that inform a chemical and molecular understanding and capacity to predict biological outcomes on the basis of structures and processes. The overarching goal of activities reported in the Journal are to provide knowledge and innovative approaches needed to promote intelligent solutions for human safety and ecosystem preservation. The journal emphasizes insight concerning mechanisms of toxicity over phenomenological observations. It upholds rigorous chemical, physical and mathematical standards for characterization and application of modern techniques.
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