分散固相萃取-超高效液相色谱串联质谱法测定食用植物油中大麻酚、大麻二酚及Δ~9-四氢大麻酚
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摘要
目的建立同时测定食用植物油中大麻酚(CBN)、大麻二酚(CBD)及Δ~9-四氢大麻酚(Δ~9-THC)的超高效液相色谱串联质谱法(UPLC-MS/MS)。方法样品经甲醇提取、分散固相萃取剂净化后,UPLC-MS/MS测定,外标法定量。色谱柱采用WATERS BEH C_(18)柱(2.1mm×100mm,1.7μm);流动相为乙腈-0.1%氨水,进行梯度洗脱;质谱采用电喷雾离子源,在负离子多反应监测模式下进行检测。结果 CBN在2～100μg/L、CBD在10～500μg/L、Δ~9-THC在10～500μg/L范围内线性关系良好(r均>0.995);检测限(LOD)分别为0.6、3.0、3.0μg/kg;定量限(LOQ)分别为2、10、10μg/kg;低、中、高浓度准确度分别为80.7%～89.4%、83.3%～93.8%、107%～117%;相对偏差(RSD)分别为1.9%～4.9%、2.1%～2.9%、1.7%～3.9%;平均回收率为79.10%、95.3%、42.2%。结论建立UPLC-MS/MS法简便、灵敏、准确、稳定,适用于日常火麻油中CBN、CBD及Δ~9-THC测定。
Objective To establish an UPLC-MS/MS method for determination of Cannabinol(CBN),Cannabidiol(CBD)and Δ~9-Tetrahydrocannabinol( Δ~9-THC)in hemp seed oil.Methods The samples were extracted by methanol and cleaned up by solid phase adsorbent,followed by UPLC-MS/MS analysis,the content was quantitatively determined by external standard method.WATERS BEH C_(18) column(2.1 mm×100 mm,1.7μm)was used as separation column,the mobile phase was acetonitrile-0.1%ammonium hydroxide under gradient elution.The mass spectrometry was conducted with electrospray ion source,the negative ions multiple reaction monitoring mode was used for determination.Results CBN,CBD and Δ~9-THC had good linear relationships in the range of 2-100μg/L,10-500μg/L and 10-500μg/L(all r>0.995),respectively;the corresponding limits of detection(LODs)and limits of quantitation(LOQs)were 0.6μg/kg,3.0μg/kg,3.0μg/kg and 0.2μg/kg,10μg/kg,10μg/kg,respectively.The accuracy of the method for low,medium and high concentrations were 80.7%-89.4%,83.3%-93.8%,107%-117%,respectively;the corresponding RSDs were 1.9%-4.9%,2.1%-2.9%,1.7%-3.9%,respectively;the corresponding average recovery rates were 79.10%,95.3% and 42.2%.Conclusion The established UPLCMS/MS method is simple,sensitive and accurate,which could meet the requirements of routine CBN,CBD and Δ~9-THC analyis in hemp seed oil samples.
Objective To establish an UPLC-MS/MS method for determination of Cannabinol(CBN),Cannabidiol(CBD)and Δ~9-Tetrahydrocannabinol( Δ~9-THC)in hemp seed oil.Methods The samples were extracted by methanol and cleaned up by solid phase adsorbent,followed by UPLC-MS/MS analysis,the content was quantitatively determined by external standard method.WATERS BEH C_(18) column(2.1 mm×100 mm,1.7μm)was used as separation column,the mobile phase was acetonitrile-0.1%ammonium hydroxide under gradient elution.The mass spectrometry was conducted with electrospray ion source,the negative ions multiple reaction monitoring mode was used for determination.Results CBN,CBD and Δ~9-THC had good linear relationships in the range of 2-100μg/L,10-500μg/L and 10-500μg/L(all r>0.995),respectively;the corresponding limits of detection(LODs)and limits of quantitation(LOQs)were 0.6μg/kg,3.0μg/kg,3.0μg/kg and 0.2μg/kg,10μg/kg,10μg/kg,respectively.The accuracy of the method for low,medium and high concentrations were 80.7%-89.4%,83.3%-93.8%,107%-117%,respectively;the corresponding RSDs were 1.9%-4.9%,2.1%-2.9%,1.7%-3.9%,respectively;the corresponding average recovery rates were 79.10%,95.3% and 42.2%.Conclusion The established UPLCMS/MS method is simple,sensitive and accurate,which could meet the requirements of routine CBN,CBD and Δ~9-THC analyis in hemp seed oil samples.
引文
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[4]张爱芝,王全林.超高效液相色谱-串联质谱法分析测定食用火麻油中痕量Δ9-四氢大麻酚[J].食品科学,2011,32(10):194-198.
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[6]孙维来,郑晓雨,赵彦彪,等.基于超高效液相色谱-质谱联用技术对大麻植物中3种成分及化学表型分析[J].分析化学,2017,45(7):1052-1058.
[7]Mannila J,Lehtonen M,Jarvinen T,et al.Determination of Δ9-tetrahydrocannabinol from rabbit plasma by gas chromatographymass spectrometryusing two ionization techniques[J].J Chromatogr A,2004,810(2):283-290.
[8]艾斯凯尔·艾尔肯,孙力扬,谢辉,等.气相色谱-质谱联用GC-MS法检测人体血液、尿液中大麻及其主要代谢物的含量[J].新疆医科大学学报,2016,39(8):1020-1025.
[9]陈华,左宁,南楠.GC/MS-NCI法检测头发中四氢大麻酚酸[J].中国药事,2010,24(9):877-880.
[10]王超,杨宏丽,李清,等.RP-HPLC法同时测定火麻仁油中3种大麻酚类成分的含量[J].药物分析杂志,2010,30(9):1742-1745.
[11]张岗,郭江宁,徐占美.高效液相色谱法测定火麻仁油中大麻酚的含量[J].中国药学杂志,2003,38(3):214-215.
[12]张晓京,陆峰,马丽娟.用气相色谱法分析大麻籽油中的Δ9-四氢大麻酚[J].宁夏大学学报:自然科学版,2004,25(3):253-254.
[13]张爱芝,王全林,莫世杰.超高效液相色谱-串联质谱法同时测定食用油中痕量的Δ9-四氢大麻酚、大麻酚和大麻二酚[J].色谱,2010,28(11):1015-1019.
[14]高宝昌,孙宇峰,张旭.工业大麻叶中大麻二酚含量分析研究[J].黑龙江科学,2018,9(1):61-63.
[15]翟晚枫,吴俊陶,张春水.近年来国内外气相色谱及气质联用检测大麻方法综述[J].化学工程与装备,2012,(5):143-145.
[16]李继革,王玉飞,施家威.GC-MS/MS法同时测定尿液中四氢大麻酚和四氢大麻酸[J].中国卫生检验杂志,2014,24(20):2921-2923.
[2]BenjaminD B,Kevin M,Alain G V,et al.Evolution of the Content of THC and Other Major Cannabinoids in Drug-Type Cannabis Cuttings and Seedlings During Growth of Plants[J].Forensic sci,2012,57(4):918-922.
[3]李向阳.麻油的3种除酚分析对比试验[J].中国卫生检验杂志,2009,19(6):1387-1388.
[4]张爱芝,王全林.超高效液相色谱-串联质谱法分析测定食用火麻油中痕量Δ9-四氢大麻酚[J].食品科学,2011,32(10):194-198.
[5]傅强,舒智,邓轲.反相HPLC法同时测定大麻植物中的三种有效成分[J].法医学杂志,2016,32(4):261-263.
[6]孙维来,郑晓雨,赵彦彪,等.基于超高效液相色谱-质谱联用技术对大麻植物中3种成分及化学表型分析[J].分析化学,2017,45(7):1052-1058.
[7]Mannila J,Lehtonen M,Jarvinen T,et al.Determination of Δ9-tetrahydrocannabinol from rabbit plasma by gas chromatographymass spectrometryusing two ionization techniques[J].J Chromatogr A,2004,810(2):283-290.
[8]艾斯凯尔·艾尔肯,孙力扬,谢辉,等.气相色谱-质谱联用GC-MS法检测人体血液、尿液中大麻及其主要代谢物的含量[J].新疆医科大学学报,2016,39(8):1020-1025.
[9]陈华,左宁,南楠.GC/MS-NCI法检测头发中四氢大麻酚酸[J].中国药事,2010,24(9):877-880.
[10]王超,杨宏丽,李清,等.RP-HPLC法同时测定火麻仁油中3种大麻酚类成分的含量[J].药物分析杂志,2010,30(9):1742-1745.
[11]张岗,郭江宁,徐占美.高效液相色谱法测定火麻仁油中大麻酚的含量[J].中国药学杂志,2003,38(3):214-215.
[12]张晓京,陆峰,马丽娟.用气相色谱法分析大麻籽油中的Δ9-四氢大麻酚[J].宁夏大学学报:自然科学版,2004,25(3):253-254.
[13]张爱芝,王全林,莫世杰.超高效液相色谱-串联质谱法同时测定食用油中痕量的Δ9-四氢大麻酚、大麻酚和大麻二酚[J].色谱,2010,28(11):1015-1019.
[14]高宝昌,孙宇峰,张旭.工业大麻叶中大麻二酚含量分析研究[J].黑龙江科学,2018,9(1):61-63.
[15]翟晚枫,吴俊陶,张春水.近年来国内外气相色谱及气质联用检测大麻方法综述[J].化学工程与装备,2012,(5):143-145.
[16]李继革,王玉飞,施家威.GC-MS/MS法同时测定尿液中四氢大麻酚和四氢大麻酸[J].中国卫生检验杂志,2014,24(20):2921-2923.