College of Pharmaceutical Sciences, Ritsumeikan University.
Chem Pharm Bull (Tokyo). 2022;70(2):169-174. doi: 10.1248/cpb.c21-00901.
Cannabidiol (CBD), a major non-psychoactive cannabinoid, has a lot of attention due to its potential relaxing properties and led the trend in commercial CBD aroma/oral hemp seed oil from the Japanese market. In this study, a routine assay for evaluating CBD oil samples was performed using LC coupled with tandem mass spectrometry (LC-MS/MS) and was used to apply the convertible tetrahydrocannabinol (THC) in acetic acid conditions. Based on the electrospray positive ion mode, the detection of cannabidiolic acid (CBDA; m/z 359 > 219), cannabigerolic acid (CBGA; m/z 361 > 343), cannabigerol (CBG; m/z 317 > 193), CBD (m/z 315 > 193), THC (m/z 315 > 193) and cannabinol (CBN; m/z 311 > 223) was performed by satisfying separation with high density of C column. Oil samples (50 mg) were diluted with isopropanol (5 mL), to which stable isotope internal standards were added by dilution with methanol/water (50/50), and accuracy rates ranged from 97.8 to 102.2%. This method was used to evaluate the CBD oil products (5 kinds) from the Japanese market. Our survey found obvious counterfeit (non-detectable CBD) CBD oil from Japanese market. Following that, we investigated the conversion of THC in CBD oil samples in simple conditions such as 10% acetic acid and 70 °C for 6 h and discovered that converts THC proportions are approximately 5% ((THC content/CBD content) × 100) and <1.0%. Thus, our developed LC-MS/MS assay could be applied to monitor the CBD concentration and convertible THC from CBD oil.
大麻二酚 (CBD) 是一种主要的非精神活性大麻素,由于其潜在的放松特性而备受关注,并引领了日本市场商业 CBD 香气/口服大麻籽油的潮流。在这项研究中,使用 LC 与串联质谱 (LC-MS/MS) 对 CBD 油样品进行了常规分析,并用可转化的四氢大麻酚 (THC) 在乙酸条件下进行了分析。基于电喷雾正离子模式,检测到大麻二酚酸 (CBDA; m/z 359 > 219)、大麻萜酚酸 (CBGA; m/z 361 > 343)、大麻萜酚 (CBG; m/z 317 > 193)、CBD (m/z 315 > 193)、THC (m/z 315 > 193) 和大麻酚 (CBN; m/z 311 > 223),通过高密 C 柱实现了高分离度。将油样 (50 mg) 用异丙醇 (5 mL) 稀释,用甲醇/水 (50/50) 稀释加入稳定同位素内标,回收率为 97.8%至 102.2%。该方法用于评估来自日本市场的 5 种 CBD 油产品。我们的调查发现,来自日本市场的 CBD 油存在明显的假冒产品 (无法检测到 CBD)。之后,我们在简单条件下(10%乙酸和 70°C 下 6 小时)研究了 CBD 油样品中 THC 的转化,发现转化的 THC 比例约为 5%((THC 含量/CBD 含量) × 100)且 <1.0%。因此,我们开发的 LC-MS/MS 分析方法可用于监测 CBD 油中的 CBD 浓度和可转化 THC。