使用木尖喷雾和直接电离质谱对比分析制附子中乌头碱类生物碱
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摘要
采用直接电离技术和木尖喷雾电离技术检测中药材制附子,建立快速、简便分析其中乌头碱类生物碱的方法。将制附子用水浸湿的滤纸包裹过夜,剪成三角形,滴加不同溶剂,分别用于直接电离质谱和木尖喷雾质谱系统检测。结果表明,这两种质谱分析方法不经过复杂的前处理过程,均能快速检测制附子中的生物碱,效果好于传统的毛细管电喷雾质谱分析方法。两种分析方法对比,除了以二氯甲烷为溶剂时,直接电离质谱分析的效果都好于木尖喷雾质谱。在不同极性的溶剂条件下,能选择性地检测出不同种类的生物碱。本实验为制附子成分分析提供了一种快速的质谱方法,从而为其种植、储存、炮制、配伍、品质的研究提供方法。
In this manuscript, a rapid and simple analysis method for aconitine alkaloids was established. The method was based on the use of direct ionization and wooden tip spray ionization technology to detect the aconite.The aconite tuber slices were wrapped with wet filter paper overnight, cut into triangles, and extracted with a few solvents for direct ionization and wooden tip spray mass spectrometry. The results showed that alkaloids in aconite tuber can be rapid detected by two mass spectrometric methods without tedious sample pretreatment. Both methods are superior to that of traditional capillary electrospray ionization mass spectrometry(ESI-MS). The direct ioniza‐tion MS is better than the wooden tip spray MS for analysis of aconite except under the condition of methylene chloride as extract or spray solvent. Different types of alkaloids in aconite tuber can be selectively detected when different solvents are used. The experiments provide a rapid and no pretreatment MS spectrometric method for analysis of alkaloids in aconite. These sample methods are important for research on aspects of plant varieties,storage, prescription compatibility, and quality control of aconite.
In this manuscript, a rapid and simple analysis method for aconitine alkaloids was established. The method was based on the use of direct ionization and wooden tip spray ionization technology to detect the aconite.The aconite tuber slices were wrapped with wet filter paper overnight, cut into triangles, and extracted with a few solvents for direct ionization and wooden tip spray mass spectrometry. The results showed that alkaloids in aconite tuber can be rapid detected by two mass spectrometric methods without tedious sample pretreatment. Both methods are superior to that of traditional capillary electrospray ionization mass spectrometry(ESI-MS). The direct ioniza‐tion MS is better than the wooden tip spray MS for analysis of aconite except under the condition of methylene chloride as extract or spray solvent. Different types of alkaloids in aconite tuber can be selectively detected when different solvents are used. The experiments provide a rapid and no pretreatment MS spectrometric method for analysis of alkaloids in aconite. These sample methods are important for research on aspects of plant varieties,storage, prescription compatibility, and quality control of aconite.
引文
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[15]Xin GZ,Hu B,Shi ZQ,et al.Rapid identification of plant materials by wooden-tip electrospray ionization mass spectrometry and a strategy to differentiate the bulbs of Fritillaria[J].Anal Chim Acta,2014,820:84-91.
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[18]Liu J,Wang H,Cooks RG,et al.Leaf spray:direct chemical analysis of plant material and living plants by mass spectrometry[J].Anal Chem,2011,83:7608-7613.
[19]Tadjimukhamedov FK,Huang G,Ouyang Z,et al.Rapid detec‐tion of urushiol allergens of Toxicodendron genus using leaf spray mass spectrometry[J].Analyst,2012,137:1082-1084.
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[21]Wong HY,Wong MY,Hu B,et al.Rapid differentiation of Ganoderma species by direct ionization mass spectrometry[J].Anal Chim Acta,2015,999:99-106.
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[28]Fang S,Hao C,Sun W,et al.Rapid analysis of steroidal saponin mixture using electrospray ionization mass spectrometry combined with sequential tandem mass spectrometry[J].Rapid Commun Mass Spectrom,1998,12:589-594.
[29]Sun W,Song F,Cui M,et al.Simultaneous determination of lipo-alkaloids extracted from Aconitum carmiechaeli using elec‐trospray ionization mass spectrometry and multiple tandem mass spectrometry[J].Planta Med,1999,65:432-436.
[30]Wang Y,Liu Z,Song F,et al.Electrospray ionization tandem mass spectrometric study of the aconitines in the roots of aconite[J].Rapid Commun Mass Spectrom,2010,16:2075-2082.
[31]Xu Q,Wang Y,Liu C,et al.Structure identification of five unknown dilipo-alkaloids extracted from processed tuber of Aconitum carmiechaeli by electrospray ionization tandem mass spectrometry[J].Anal Sci,2003,19:1599-1603.
[32]Wang Y,Shi L,Song F,et al.Exploring the ester-exchange reac‐tions of diester-diterpenoid alkaloids in the aconite decoction process by electrospray ionization tandem mass spectrometry[J].Rapid Commun Mass Spectrom,2003,17:279-284.
[2]Fenn JB,Mann M,Meng CK,et al.Electrospray ionizationprinciples and practice[J].Mass Spectrom Rev,1990,9:37-70.
[3]Camilleri P,Haskins NJ,New AP,et al.Analysing the complex‐ation of amino acids and peptides withβ-cyciodextrin using elec‐trospray ionization mass spectrometry[J].Rapid Commun Mass Spectrom,1993,7:949-952.
[4]Null AP,Benson LM,Muddiman DC.Enzymatic strategies for the characterization of nucleic acids by electrospray ionization mass spectrometry[J].Rapid Commun Mass Spectrom,2003,17:2699-2706.
[5]Bateman AP,Walser ML,Desyaterik Y,et al.The effect of solvent on the analysis of secondary organic aerosol using electrospray ionization mass spectrometry[J].Environ Sci Technol,2008,42:7341-7346.
[6]Cooks RG,Ouyang Z,Takats Z,et al.Detection technologies.ambient mass spectrometry[J].Science,2006,311:1566-1570.
[7]Takáts Z,Wiseman JM,Gologan B,et al.Mass spectrometry sampling under ambient conditions with desorption electrospray ionization[J].Science,2004,306:471-473.
[8]Hiraoka K,Nishidate K,Mori K,et al.Development of probe electrospray using a solid needle[J].Rapid Commun Mass Spectrom,2007,21:3139-3144.
[9]Mandal MK,Chen LC,Zhan Y,et al.Detection of protein from detergent solutions by probe electrospray ionization mass spec‐trometry(PESI-MS)[J].J Mass Spectrom,2011,46:967-975.
[10]Wang H,Liu JJ,Cooks RG,et al.Paper spray for direct analysis of complex mixtures using mass spectrometry[J].Angew Chem Int Ed Engl,2010,49:877-880.
[11]Hu B,So PK,Yao ZP.Electrospray ionization with aluminum foil:a versatile mass spectrometric technique[J].Anal Chim Acta,2014,817:1-8.
[12]Yang Y,Deng J,Yao ZP.Field-induced wooden-tip electrospray ionization mass spectrometry for high-throughput analysis of herbal medicines[J].Anal Chim Acta,2015,887:127-137.
[13]Yang Y,Deng J.Internal standard mass spectrum fingerprint:a novel strategy for rapid assessing the quality of Shuang-HuangLian oral liquid using wooden-tip electrospray ionization mass spectrometry[J].Anal Chim Acta,2014,837:83-92.
[14]Hu B,So PK,Yao ZP.Analytical properties of solid-substrate electrospray ionization mass spectrometry[J].J Am Soc Mass Spectrom,2013,24:57-65.
[15]Xin GZ,Hu B,Shi ZQ,et al.Rapid identification of plant materials by wooden-tip electrospray ionization mass spectrometry and a strategy to differentiate the bulbs of Fritillaria[J].Anal Chim Acta,2014,820:84-91.
[16]So PK,Ng TT,Wang H,et al.Rapid detection and quantitation of ketamine and norketamine in urine and oral fluid by wooden-tip electrospray ionization mass spectrometry[J].Analyst,2013,138:2239-2243.
[17]Chan SL,Wong MY,Tang HW,et al.Tissue-spray ionization mass spectrometry for raw herb analysis[J].Rapid Commun Mass Spectrom,2011,25:2837-2843.
[18]Liu J,Wang H,Cooks RG,et al.Leaf spray:direct chemical analysis of plant material and living plants by mass spectrometry[J].Anal Chem,2011,83:7608-7613.
[19]Tadjimukhamedov FK,Huang G,Ouyang Z,et al.Rapid detec‐tion of urushiol allergens of Toxicodendron genus using leaf spray mass spectrometry[J].Analyst,2012,137:1082-1084.
[20]Hu B,Lai YH,So PK,et al.Direct ionization of biological tissue for mass spectrometric analysis[J].Analyst,2012,137:3613-3619.
[21]Wong HY,Wong MY,Hu B,et al.Rapid differentiation of Ganoderma species by direct ionization mass spectrometry[J].Anal Chim Acta,2015,999:99-106.
[22]Zhang JI,Li X,Ouyang Z,et al.Direct analysis of steviol glycosides from Stevia leaves by ambient ionization mass spectrometry performed on whole leaves[J].Analyst,2012,137:3091-3098.
[23]Chinese Pharmacopoeia Committee.Pharmacopoeia of the People's Republic of China(中华人民共和国药典)[M].Beijing:China Medical Science Press,2015:191.
[24]Wang Y,Liu ZQ,Song FR,et al.Study on the combination principles about aconite roots by electrospray ionization mass spectrometry[J].Acta Pharm Sin(药学学报),2003,38:451-454.
[25]Yue H,Pi ZF,Song FR,et al.Analysis of aconite alkaloids in the combination of Radix Aconiti Lateralis Preparata with different herbs by ESI-MS spectrometry[J].Acta Pharm Sin(药学学报),2007,42:201-205.
[26]Rapoport H.The alkaloids:chemistry and physiology[J].Am JMed Sci,1971,241:637-638.
[27]Bai Y,Desai HK,Pelletier SW.Long-chain fatty acid esters of some norditerpenoid alkaloids[J].J Nat Prod,1994,57:963-970.
[28]Fang S,Hao C,Sun W,et al.Rapid analysis of steroidal saponin mixture using electrospray ionization mass spectrometry combined with sequential tandem mass spectrometry[J].Rapid Commun Mass Spectrom,1998,12:589-594.
[29]Sun W,Song F,Cui M,et al.Simultaneous determination of lipo-alkaloids extracted from Aconitum carmiechaeli using elec‐trospray ionization mass spectrometry and multiple tandem mass spectrometry[J].Planta Med,1999,65:432-436.
[30]Wang Y,Liu Z,Song F,et al.Electrospray ionization tandem mass spectrometric study of the aconitines in the roots of aconite[J].Rapid Commun Mass Spectrom,2010,16:2075-2082.
[31]Xu Q,Wang Y,Liu C,et al.Structure identification of five unknown dilipo-alkaloids extracted from processed tuber of Aconitum carmiechaeli by electrospray ionization tandem mass spectrometry[J].Anal Sci,2003,19:1599-1603.
[32]Wang Y,Shi L,Song F,et al.Exploring the ester-exchange reac‐tions of diester-diterpenoid alkaloids in the aconite decoction process by electrospray ionization tandem mass spectrometry[J].Rapid Commun Mass Spectrom,2003,17:279-284.