Department of Environmental, Biological and Pharmaceutical Sciences and Technologies, University of Campania "Luigi Vanvitelli", Via Vivaldi 43, I-81100, Caserta, Italy.
Department of Environmental, Biological and Pharmaceutical Sciences and Technologies, University of Campania "Luigi Vanvitelli", Via Vivaldi 43, I-81100, Caserta, Italy.
J Pharm Biomed Anal. 2021 Jul 15;201:114125. doi: 10.1016/j.jpba.2021.114125. Epub 2021 May 5.
The interest in industrial hemp-based products and by-products to be utilized in food and nutraceutical sector is strictly linked to the demand for improved analytical methods to rapidly discriminate acid phytocannabinoid isomers. Indeed, the differentiation of acid phytocannabinoids, also named pre-cannabinoids, is not properly exploited and valued until now, and it is challenging. Herein, using high-resolution MS/MS, the most common pre-cannabinoids with the resorcinol core linked to the alkyl five carbons chain were deeply investigated in terms of their reactivity to collision-induced dissociation, gaining key data on the integrated energy framework of their dissociation pathway. In fact, CBD-, THC- and CBC-type pre-cannabinoids could be discriminated based on the base peak identity, and the intensity of common fragment ions, when collision energy fragmented precursor ions by 70-75 %. In particular, energy-resolved CID mass spectra highlighted that fragmentation occurs, unrelatedly to alkyl chain length, at phenolic and monoterpenic moieties levels. Accordingly, this tool is effective for further differentiating pre-cannabinoid homologues, from methyl- up to heptyl-homologues, getting new insight in acid cannabinoids heritage of hemp and its products.
人们对以工业大麻为基础的产品及其副产品在食品和营养保健品领域的应用兴趣与对快速区分酸性植物大麻素异构体的改进分析方法的需求密切相关。事实上，直到现在，酸型植物大麻素（也称为前大麻素）的分化还没有得到充分的开发和重视，而且具有一定的挑战性。在此，本文使用高分辨率 MS/MS 技术，深入研究了具有间苯二酚核心并连接到烷基五碳链的最常见的前大麻素，从它们对碰撞诱导解离的反应性方面获得了关于其解离途径综合能量框架的关键数据。事实上，CBD、THC 和 CBC 型前大麻素可以根据基峰的身份和常见碎片离子的强度进行区分，当通过 70-75%的碰撞能使前体离子碎片化时。特别是，能量分辨 CID 质谱突出显示，无论烷基链长度如何，在酚类和单萜类部分都会发生与碎片无关的断裂。因此，该工具可有效地进一步区分前大麻素同系物，从甲基同系物到庚基同系物，深入了解大麻的酸性大麻素遗传及其产品。
