Key Laboratory of Phytochemical R&D of Hunan Province and Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research of Ministry of Education, Hunan Normal University, No.36, Lushan Road, 410081 Changsha, China; Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708 WE Wageningen, The Netherlands.
Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708 WE Wageningen, The Netherlands.
Food Chem. 2024 May 15;440:138187. doi: 10.1016/j.foodchem.2023.138187. Epub 2023 Dec 14.
Δ-Tetrahydrocannabinol (Δ-THC) is increasingly popular as a controversial substitute for Δ-tetrahydrocannabinol (Δ-THC) in cannabinoid-infused edibles. Δ-THC is prepared from cannabidiol (CBD) by treatment with acids. Side products including Δ-THC and other isomers that might end up in Δ-THC edibles are less studied. In this paper, three orthogonal methods, namely reversed-phase (RP)-UHPLC-DAD/HRMS, normal-phase/argentation (silica-Ag(I))-HPLC-DAD/MS, and GC-FID/MS were developed for analysis of cannabinoid isomers, namely Δ-THC, Δ-THC, CBD, Δ-iso-THC, Δ-iso-THC, and hydrated THC isomers. Eight acid-treated CBD mixtures contained various amounts of Δ-THC (0-89%, w/w%), high levels of Δ-THC (up to 49%), Δ-isoTHC (up to 55%), Δ-iso-THC (up to 17%), and three hydrated THC isomers. Commercial Δ-THC gummies were also analyzed, and issues like overclaimed Δ-THC, excessive Δ-THC, undeclared Δ-iso-THC, and Δ-iso-THC were found. These findings highlight the urgency of improving regulations towards converting CBD to Δ-THC for use as food ingredients.
Δ-四氢大麻酚(Δ-THC)越来越受欢迎,作为大麻素注入可食用食品中备受争议的 Δ-四氢大麻酚(Δ-THC)替代品。Δ-THC 是通过用酸处理大麻二酚(CBD)制备的。包括 Δ-THC 和其他异构体在内的副产物,这些异构体可能最终会出现在 Δ-THC 可食用食品中,对它们的研究较少。在本文中,开发了三种正交方法,即反相(RP)-UHPLC-DAD/HRMS、正相/银化(硅胶-Ag(I))-HPLC-DAD/MS 和 GC-FID/MS,用于分析大麻素异构体,即 Δ-THC、Δ-THC、CBD、Δ-iso-THC、Δ-iso-THC 和水合 THC 异构体。八种经酸处理的 CBD 混合物含有不同量的 Δ-THC(0-89%,w/w%),高浓度的 Δ-THC(高达 49%),Δ-isoTHC(高达 55%),Δ-iso-THC(高达 17%)和三种水合 THC 异构体。还对商业 Δ-THC 软糖进行了分析,发现了诸如夸大的 Δ-THC、过量的 Δ-THC、未申报的 Δ-iso-THC 和 Δ-iso-THC 等问题。这些发现凸显了改进将 CBD 转化为 Δ-THC 用作食品成分的法规的紧迫性。