School of Chemistry, Tel Aviv University, Tel Aviv, Israel.
Aviv Analytical Ltd, Hod Hasharon, Israel.
J Mass Spectrom. 2021 Jun;56(6):e4726. doi: 10.1002/jms.4726.
Cannabis extracts and products were analyzed by gas chromatography-mass spectrometry (GC-MS) with Cold EI for their full content including terpenes, sesquiterpenes, sesquiterpinols, fatty acids, delta 9-tetrahydrocannabinol (THC), cannabidiol (CBD), other cannabinoids, hydrocarbons, sterols, diglycerides, triglycerides, and impurities. GC-MS with Cold EI is based on interfacing GC and MS with supersonic molecular beams (SMB) along with electron ionization of vibrationally cold sample compounds in the SMB in a fly-through ion source (hence the name Cold EI). GC-MS with Cold EI improves all the performance aspects of GC-MS, enables the analysis of Cannabinoids with OH groups without derivatization, while providing enhanced molecular ions for improved identification, and enables internal quantitation without calibration. We found over 50 cannabinoid compounds including a new one with a Cold EI mass spectrum very similar to delta 9-THC as well as relatively large cannabinoids with molecular weight above m/z = 400. Because the analysis was universal in full scan and not targeted, we found impurities such as bromo CBD and fluticasone propionate and could monitor the formation of oxidized CBD during decarboxylation. In addition, GC-MS with Cold EI enabled nontargeted full analysis of terpenes, sesquiterpenes, and sesquiterpinols in cannabis extracts with good internal quantitation. GC-MS with Cold EI further served with very good sensitivity for the concentration determination of delta 9-THC in CBD-related products. Finally, cannabis drugs such as EP-1 used in Israel for treatment of epilepsy and for children with autism spectrum disorder (ASD) were analyzed for their full cannabinoids content for learning on the entourage effect and for drug activity optimization.
大麻提取物和产品通过气相色谱-质谱联用(GC-MS)和冷电子电离(Cold EI)进行全分析,包括萜烯、倍半萜烯、倍半萜烯醇、脂肪酸、Δ9-四氢大麻酚(THC)、大麻二酚(CBD)、其他大麻素、碳氢化合物、甾醇、甘油二酯、甘油三酯和杂质。GC-MS 和 Cold EI 基于 GC 和 MS 与超音速分子束(SMB)的接口,以及在 SMB 中的振动冷样品化合物的电子电离在飞行时间离子源(因此得名 Cold EI)中。GC-MS 和 Cold EI 提高了 GC-MS 的所有性能方面,使具有 OH 基团的大麻素分析无需衍生化,同时提供增强的分子离子以提高鉴定的准确性,并实现无需校准的内部定量。我们发现了 50 多种大麻素化合物,包括一种与 delta 9-THC 非常相似的冷电子电离质谱的新型化合物,以及分子量超过 m/z=400 的相对较大的大麻素。由于分析是全扫描的通用方法,而不是靶向分析,我们发现了杂质,如溴化 CBD 和丙酸氟替卡松,并能够监测脱羧过程中 CBD 的氧化形成。此外,GC-MS 和 Cold EI 还能够对大麻提取物中的萜烯、倍半萜烯和倍半萜烯醇进行非靶向全分析,并进行良好的内部定量。GC-MS 和 Cold EI 还具有非常好的灵敏度,可用于 CBD 相关产品中 delta 9-THC 的浓度测定。最后,对 EP-1 等用于治疗癫痫和自闭症谱系障碍(ASD)儿童的以色列大麻药物进行了全大麻素含量分析,以了解伴生效应和优化药物活性。