定量核磁共振波谱法测定国内工业大麻Δ9-THC提取物中顺反异构体的含量  

Determination of cis-and trans-Isomers in Δ~9-THC Extracts of Domestic Hemp by Quantitative Nuclear Magnetic Resonance Spectroscopy

作　　者：郭玉涵 郑岩 徐云辉[1] 周靖[1] 姚利娟 华茉莉[1] GUO Yuhan;ZHENG Yan;XU Yunhui;ZHOU Jing;YAO Lijuan;HUA Moli(National Key Lab.of Lead Druggability Research,Shanghai Institute of Pharmaceutical Industry Co.,Ltd.,China State Institute of Pharmaceutical Industry,Shanghai 201203)

机构地区：[1]中国医药工业研究总院上海医药工业研究院有限公司,先导物成药性研究全国重点实验室,上海201203

出　　处：《中国医药工业杂志》2025年第2期224-231,共8页Chinese Journal of Pharmaceuticals

摘　　要：该文建立了定量核磁共振波谱(1H qNMR)法测定工业大麻来源的Δ9-trans-四氢大麻酚(1)和Δ9-cis-四氢大麻酚(2)的含量,并进行了方法学考察。结果显示,1和2浓度分别为5.133×10^(-2)~20.53和5.033×10^(-2)~2.013 mg/mL时与特征峰面积线性关系良好(r>0.999),精密度RSD分别为0.97%和1.83%。平均加样回收率分别为96.89%和97.88%,RSD为2.96%和3.08%。定量限分别为0.513 3和0.050 3 mg/mL。与HPLC和LC-MS/MS法相比较,1H qNMR法的灵敏度低3~5个数量级;并且,采用1H qNMR法和HPLC法的含量测定结果基本一致。说明该研究开发的1H qNMR法可用于1和2的快速鉴定和定量,为工业大麻中Δ9-THC的质量控制及医药开发提供技术支持。A quantitative nuclear magnetic resonance spectroscopy(^(1)H qNMR) method was established for the determination of Δ~9-trans-tetrahydrocannabinol(1) and Δ~9-cis-tetrahydrocannabinol(2) from hemp,and the methodology was verified.The results showed that when the concentration of 1 and 2 were 5.133×10^(-2)-20.53 and 5.033×10^(-2)-2.013 mg/mL,respectively,a good linear relationship was observed between the concentration and the characteristic peak area (r>0.999).And the precision RSD was 0.97% and 1.83%,respectively.The average recoveries were 96.89% and 97.88%,with the RSDs of 2.96% and 3.08%,respectively.The limits of quantitation were 0.513 3 and 0.050 3 mg/mL,respectively.The method was accurate and reliable.Compared with the HPLC and LC-MS/MS methods,the sensitivity of ~1H qNMR method was 3-5 orders of magnitude low.Meanwhile,the results of ~1H qNMR and HPLC were basically consistent.The results indicate that the ~1H qNMR method developed in this study can be used for rapid identification and quantification of 1 and 2,which provides the technical support for quality control and pharmaceutical development of Δ~9-THC from hemp.

关 键 词：定量核磁共振波谱 工业大麻 Δ9-四氢大麻酚 立体异构体 (-)-顺式/反式-Δ^(9)-四氢大麻酚 

分 类 号：R917[医药卫生—药物分析学]