UPLC-Q-TOF-MS/MS研究胆木药材水提物的化学成分
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摘要
目的:采用超高效液相色谱串联四级杆飞行时间质谱法(UPLC-Q-TOF-MS/MS)对胆木药材水提物的化学成分进行定性分析。方法:采用AcclaimTMRSLC 120 C18色谱柱(2.1 mm×100 mm,2.2μm),以0.2%甲酸铵缓冲盐溶液-0.2%甲酸铵缓冲盐甲醇溶液为流动相进行梯度洗脱,柱温30℃;采用电喷雾离子化源,正、负离子全扫描模式。结果:通过高分辨质谱数据分析结合对照品及相关文献,从胆木药材水提物中共鉴定出47个化学成分,包括26个吲哚类生物碱,15个有机酚酸及其苷类,2个喹啉酮类生物碱,2个三萜类,1个黄酮类和1个环烯醚萜苷类化合物,其中奎宁酸,3,4-二羟基肉桂酸,马尾柴酸,nauclefiline,香草酸,3,4,5-三甲氧基苯酚,3,4-二羟基苯甲酸甲酯,2,3-二羟基苯甲酸和乌檀酰胺A同分异构体为首次从胆木中报道。结论:该研究采用UPLC-Q-TOF-MS/MS技术快速鉴定胆木药材水提物的主要化学成分为吲哚类生物碱和有机酚酸及其苷类,其中9个化合物为首次从胆木中报道。
Objective: To conduct a qualitative analysis on the chemical constituents of the aqueous extract from raw Nauclea officinalis by using ultra performance liquid chromatography-quadrupole-time of flight-mass spectrometry( UPLC-Q-TOF-MS/MS) method. Method: Chromatographic separation was performed on AcclaimTM RSLC 120 C18 column( 2. 1 mm × 100 mm,2. 2 μm) with 0. 2% ammonium formate buffer salt solution-0. 2%ammonium formate buffer salt methanol solution as the mobile phase for gradient elution. The column temperature was maintained at 30 ℃,and the analytes were determined by a positive and negative ionization electrospray mass spectrometer with electro-spray ionization source. Result: The 47 chemical constituents including 26 indole alkaloids,15 organic phenolic acids and glycosides,2 isoquinoline alkaloids,2 triterpenes,1 flavonoids and 1 iridoid glycoside were identified from the aqueous extract of N. officinalis or tentatively characterized by comparing their mass spectra information with those of reference substances and literature data. Nine compounds were reported for the first time from N. officinalis, namely quinic acid,3,4-dihydroxy cinnamic acid, barbinervic acid,nauclefiline,vanillic acid,3,4,5-trimethoxy phenol,3,4-dihydroxy benzoic acid methyl ester,2,3-dihydroxy benzoic acid amide and naucleactonin A isomers. Conclusion: In this study,the main chemical components from the aqueous extract of N. officinalis were rapidly identified as indole alkaloids,organic phenolic acids and glycosides by using UPLC-Q-TOF-MS/MS. Nine compounds were reported from N. officinalis for the first time.
Objective: To conduct a qualitative analysis on the chemical constituents of the aqueous extract from raw Nauclea officinalis by using ultra performance liquid chromatography-quadrupole-time of flight-mass spectrometry( UPLC-Q-TOF-MS/MS) method. Method: Chromatographic separation was performed on AcclaimTM RSLC 120 C18 column( 2. 1 mm × 100 mm,2. 2 μm) with 0. 2% ammonium formate buffer salt solution-0. 2%ammonium formate buffer salt methanol solution as the mobile phase for gradient elution. The column temperature was maintained at 30 ℃,and the analytes were determined by a positive and negative ionization electrospray mass spectrometer with electro-spray ionization source. Result: The 47 chemical constituents including 26 indole alkaloids,15 organic phenolic acids and glycosides,2 isoquinoline alkaloids,2 triterpenes,1 flavonoids and 1 iridoid glycoside were identified from the aqueous extract of N. officinalis or tentatively characterized by comparing their mass spectra information with those of reference substances and literature data. Nine compounds were reported for the first time from N. officinalis, namely quinic acid,3,4-dihydroxy cinnamic acid, barbinervic acid,nauclefiline,vanillic acid,3,4,5-trimethoxy phenol,3,4-dihydroxy benzoic acid methyl ester,2,3-dihydroxy benzoic acid amide and naucleactonin A isomers. Conclusion: In this study,the main chemical components from the aqueous extract of N. officinalis were rapidly identified as indole alkaloids,organic phenolic acids and glycosides by using UPLC-Q-TOF-MS/MS. Nine compounds were reported from N. officinalis for the first time.
引文
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[20]朱粉霞,王静静,殷蓉,等.乌檀属植物化学成分研究进展[J].中华中医药杂志,2014,29(9):2877-2880.
[21]马长振,陈佩东,张丽,等.UPLC-ESI-MSn法分析白茅根中的化学成分[J].中成药,2010,32(4):625-628.
[22]Donfack E V,Lenta B N,Kongue M D T,et al.Naucleactonin D,an indole alkaloid and other chemical constituents from roots and fruits of Mitragyna inermis[J].Zeitschrift für Naturforschung B,2012,67(11):1159-1165.
[23]章晨峰,曹亮,衡晴晴,等.胆木叶片抗大鼠急性咽炎作用研究[J].中国实验方剂学杂志,2015,21(23):97-100.
[24]曹亮,李娜,姜雅琼,等.胆木叶提取部位群的抗炎镇痛作用[J].中国实验方剂学杂志,2011,17(24):124-127.
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[3]陈健妙.珍稀野生植物乌檀的开发利用[J].中国野生植物资源,2003,22(4):38-39.
[4]国家中医药管理局《中华本草》编辑委员会.中华本草[M].上海:上海科学技术出版社,1999:6.
[5]钟捷东.黎族医药[M].海口:海南出版社,2008:279.
[6]《全国中草药汇编》组.全国中草药汇编[M].北京:人民卫生出版社,1996:1.
[7]孙敬勇.胆木和山香圆化学成分及其生物活性研究[D].济南:山东大学,2008:12-16.
[8]宣伟东.中药胆木和云南狗牙花活性成分研究[D].上海:第二军医大学,2005:8-9.
[9]ZHU F,CHEN J,WANG J,et al.Qualitative and quantitative analysis of the constituents in Nauclea officinalis preparations by UPLC-PDA-TOF-MS[J].J Chromatographic Sci,2013,52(8):862-871.
[10]王静静.胆木注射液化学成分及其抗炎物质基础研究[D].镇江:江苏大学,2012:37-40.
[11]YANG M,SUN J,LU Z,et al.Phytochemical analysis of traditional Chinese medicine using liquid chromatography coupled with mass spectrometry[J].J Chromatogra A,2009,1216(11):2045-2062.
[12]刘丽萍,徐晓芳,孙东东,等.淫羊藿水提部位化学成分的HPLC-ESI-Q-TOF-MS分析[J].中国实验方剂学杂志,2014,20(19):112-116.
[13]JIANG Y,ZHONG M,PENG W.Qualitative analysis of plant-derived samples by liquid chromatographyelectrospray ionization-quadrupole-time of flight-mass spectrometry[J].Tropical J Pharmaceut Res,2015,14(5):925-930.
[14]LI Q,ZHANG Y,WU B,et al.Identification of indole alkaloids in Nauclea officinalis using high-performance liquid chromatography coupled with ion trap and time-offlight mass spectrometry[J].European J Mass Spectrometry,2011,17(3):277-286.
[15]朱粉霞,贾晓斌,李秀峰,等.胆木注射液中2种主要生物碱的质谱裂解行为解析及HPLC含量测评[J].南京中医药大学学报,2011,27(5):492-494.
[16]张倩.基于LC-MSn技术的清开灵注射液绿原酸类成分研究[D].北京:北京中医药大学,2013:32-33.
[17]欧阳文竹,尚展鹏,王文建,等.茵陈提取物中化学成分的UHPLC-LTQ-Orbitrap快速鉴定[J].中国中药杂志,2017,42(3):523-530.
[18]张阿琴,李迩娜,张仓,等.LC-MS分析消癌平注射液中有机酸类成分[J].中国实验方剂学杂志,2012,18(4):88-90.
[19]cancar J,Zuliani T,igon D,et al.Ni speciation in tea infusions by monolithic chromatography-ICP-MS and Q-TOF-MS[J].Anal Bioanal Chem,2013,405(6):2041-2051.
[20]朱粉霞,王静静,殷蓉,等.乌檀属植物化学成分研究进展[J].中华中医药杂志,2014,29(9):2877-2880.
[21]马长振,陈佩东,张丽,等.UPLC-ESI-MSn法分析白茅根中的化学成分[J].中成药,2010,32(4):625-628.
[22]Donfack E V,Lenta B N,Kongue M D T,et al.Naucleactonin D,an indole alkaloid and other chemical constituents from roots and fruits of Mitragyna inermis[J].Zeitschrift für Naturforschung B,2012,67(11):1159-1165.
[23]章晨峰,曹亮,衡晴晴,等.胆木叶片抗大鼠急性咽炎作用研究[J].中国实验方剂学杂志,2015,21(23):97-100.
[24]曹亮,李娜,姜雅琼,等.胆木叶提取部位群的抗炎镇痛作用[J].中国实验方剂学杂志,2011,17(24):124-127.