LC-MS技术在藤黄属植物化学成分研究中的应用
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摘要
藤黄属植物有着重要的经济及药用价值,一直以来都作为食品和民间药物被广泛使用,随着现代分析技术的发展,越来越多的植物化学研究也应用于藤黄属植物,其中,液相色谱-质谱联用(LC-MS)技术以其快速、精确等特点,被越来越多的研究者用于藤黄属植物的化学研究。本文根据已发表文献,通过总结LC-MS技术在藤黄属植物化学成分的定性研究、辅助发现新化合物,以及定量研究等方面的应用进展,阐述LC-MS技术在藤黄属植物化学研究中的研究现状,为今后藤黄属植物化学研究工作提供一定参考。
Various species of Garcinia Linn. have been widely used as food and folk medicines, for their significant economic and pharmaceutical values. As the development of modern analysis technology, many phytochemistry methods were applied in the research of Garcinia Linn., in which especially the liquid chromatography coupled with mass spectrometry(LC-MS), was increasingly used in chemical study for its rapid and accurate analysis. In this article, based on the published articles, the LC-MS methods used in the study of Garcinia Linn., including the qualitative analysis, new compounds discovery and quantitative analysis were reviewed, and it would provide some information for the study of Garcinia Linn. in the future.
Various species of Garcinia Linn. have been widely used as food and folk medicines, for their significant economic and pharmaceutical values. As the development of modern analysis technology, many phytochemistry methods were applied in the research of Garcinia Linn., in which especially the liquid chromatography coupled with mass spectrometry(LC-MS), was increasingly used in chemical study for its rapid and accurate analysis. In this article, based on the published articles, the LC-MS methods used in the study of Garcinia Linn., including the qualitative analysis, new compounds discovery and quantitative analysis were reviewed, and it would provide some information for the study of Garcinia Linn. in the future.
引文
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2 Hemshekhar M,Sunitha K,Santhosh M S,et al.An overview on genu garcinia:phytochemical and therapeutical aspects.Phytochem Rev2011,10(3):325-351.
3关天野,梁艳,李春竹,等.液相色谱/质谱联用技术的新进展和中药研究的相关热点问题.中国天然药物,2011,9(5):385-400.
4 Holcapek M,Jirasko R,Lisa M.Recent developments in liquid chromatography-mass spectrometry and related techniques.J Chromatog A,2012,1259:3-15.
5 Zhou Y,Han Q B,Song J Z,et al.Characterization of polyprenylated xanthones in Garcinia xipshuanbannaensis using liquid chromatograph coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry.J Chromatogr A,2008,1206(2):131-139.
6 Ji X,Avula B,Khan I A.Quantitative and qualitative determination o six xanthones in Garcinia mangostana L.by LC-PDA and LC-ESI-MSJ Pharm Biomed Anal,2007,43(4):1270-1276.
7 Michel T,Destandau E,Fougere L,et al.New"hyphenated"CPC-HPLC-DAD-MS strategy for simultaneous isolation,analysis and identification of phytochemicals:application to xanthones from Garcinia mangostana.Anal Bioanal Chem,2012,404(10):2963-2972.
8周安,李庆林,彭代银,等.高效液相色谱-质谱联用法鉴定中药藤黄中桥环类化合物.药学学报,2008,43(8):838-842.
9 Han S Y,You B H,Kim Y C,et al.Dose-Independent ADME Propertie and Tentative Identification of Metabolites of alpha-Mangostin from Garcinia mangostana in Mice by Automated Microsampling and UPLC-MS/MS Methods.Plo S One,2015,10(7):e0131587.
10 Zhou Y,Huang S X,Song J Z,et al.Screening of Polycycli Polyprenylated Acylphloroglucinols from Garcinia Species Using Precursor Ion Discovery(PID)Scan and Ultra Performance Liquid Chromatography Electrospray Ionization Q-TOF Tandem Mas Spectrometry.J Am Soc Mass Spectrom,2009,20(10):1846-1850.
11 Zhang H,Zheng D,Li H H,et al.Diagnostic filtering to screen polycyclic polyprenylated acylphloroglucinols from Garcinia oblongifolia by ultrahigh performance liquid chromatography coupled with ion mobility quadrupole time-of-flight mass spectrometry.Anal Chim Acta2016,912:85-96.
12 Fiehn O,Kopka J,Dormann P,et al.Metabolite profiling for plan functional genomics.Nat Biotechnol,2000,18(11):1157-1161.
13郭宾,戴仁科.代谢组学及其研究策略和分析方法进展.中国卫生检验杂志,2007,17(3):554-563.
14 Stark T D,Losch S,Wakamatsu J,et al.UPLC-ESI-TOF MS-Based Metabolite Profiling of the Antioxidative Food Supplement Garcinia buchananii.J Agric Food Chem,2015,63(32):7169-7179.
15 Li P,Anandhi Senthilkumar H,Wu S B,et al.Comparative UPLC-QTOF-MS-based metabolomics and bioactivities analyses of Garcinia oblongifolia J Chromatogr B Anal Technol Biomed Life Sci,2016,1011:179-195.
16 Yang J,Ding L,Hu L,et al.Rapid characterization of caged xanthone in the resin of Garcinia hanburyi using multiple mass spectrometri scanning modes:the importance of biosynthetic knowledge based prediction.J Pharm Biomed Anal,2012,60:71-79.
17 Li P,Anandhi Senthilkumar H,Figueroa M,et al.UPLC-QTOFMS(E)-Guided Dereplication of the Endangered Chinese Species Garcinia paucinervis to Identify Additional Benzophenone Derivatives.J Na Prod,2016,79(6):1619-1627.
18 Bharate J B,Vishwakarma R A,Bharate S B,et al.Quantification of th Polyisoprenylated Benzophenones Garcinol and Isogarcinol Usin Multiple Reaction Monitoring LC/Electrospray Ionization-MS/MSAnalysis of Ultrasound-Assisted Extracts of Garcinia indica Fruits.AOAC Int,2014,97(5):1317-1322.
19 Chattopadhyay S K,Kumar S.Identification and quantification of tw biologically active polyisoprenylated benzophenones xanthochymol and isoxanthochymol in Garcinia species using liquid chromatographytandem mass spectrometry.J Chromatogr B-Anal Technol Biomed Lif Sci,2006,844(1):67-83.
20 Pandey R,Chandra P,Kumar B,et al.Simultaneous determination o multi-class bioactive constituents for quality assessment of Garcini species using UHPLC-Qq Q LIT-MS/MS.Ind Crop Prod,2015,77861-872.
21 Zhou Y,Lee S,Choi F F,et al.Qualitative and quantitative analysis o polycyclic polyprenylated acylphloroglucinols from Garcinia specie using ultra performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mas spectrometry.Anal Chim Acta,2010,678(1):96-107.
2 Hemshekhar M,Sunitha K,Santhosh M S,et al.An overview on genu garcinia:phytochemical and therapeutical aspects.Phytochem Rev2011,10(3):325-351.
3关天野,梁艳,李春竹,等.液相色谱/质谱联用技术的新进展和中药研究的相关热点问题.中国天然药物,2011,9(5):385-400.
4 Holcapek M,Jirasko R,Lisa M.Recent developments in liquid chromatography-mass spectrometry and related techniques.J Chromatog A,2012,1259:3-15.
5 Zhou Y,Han Q B,Song J Z,et al.Characterization of polyprenylated xanthones in Garcinia xipshuanbannaensis using liquid chromatograph coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry.J Chromatogr A,2008,1206(2):131-139.
6 Ji X,Avula B,Khan I A.Quantitative and qualitative determination o six xanthones in Garcinia mangostana L.by LC-PDA and LC-ESI-MSJ Pharm Biomed Anal,2007,43(4):1270-1276.
7 Michel T,Destandau E,Fougere L,et al.New"hyphenated"CPC-HPLC-DAD-MS strategy for simultaneous isolation,analysis and identification of phytochemicals:application to xanthones from Garcinia mangostana.Anal Bioanal Chem,2012,404(10):2963-2972.
8周安,李庆林,彭代银,等.高效液相色谱-质谱联用法鉴定中药藤黄中桥环类化合物.药学学报,2008,43(8):838-842.
9 Han S Y,You B H,Kim Y C,et al.Dose-Independent ADME Propertie and Tentative Identification of Metabolites of alpha-Mangostin from Garcinia mangostana in Mice by Automated Microsampling and UPLC-MS/MS Methods.Plo S One,2015,10(7):e0131587.
10 Zhou Y,Huang S X,Song J Z,et al.Screening of Polycycli Polyprenylated Acylphloroglucinols from Garcinia Species Using Precursor Ion Discovery(PID)Scan and Ultra Performance Liquid Chromatography Electrospray Ionization Q-TOF Tandem Mas Spectrometry.J Am Soc Mass Spectrom,2009,20(10):1846-1850.
11 Zhang H,Zheng D,Li H H,et al.Diagnostic filtering to screen polycyclic polyprenylated acylphloroglucinols from Garcinia oblongifolia by ultrahigh performance liquid chromatography coupled with ion mobility quadrupole time-of-flight mass spectrometry.Anal Chim Acta2016,912:85-96.
12 Fiehn O,Kopka J,Dormann P,et al.Metabolite profiling for plan functional genomics.Nat Biotechnol,2000,18(11):1157-1161.
13郭宾,戴仁科.代谢组学及其研究策略和分析方法进展.中国卫生检验杂志,2007,17(3):554-563.
14 Stark T D,Losch S,Wakamatsu J,et al.UPLC-ESI-TOF MS-Based Metabolite Profiling of the Antioxidative Food Supplement Garcinia buchananii.J Agric Food Chem,2015,63(32):7169-7179.
15 Li P,Anandhi Senthilkumar H,Wu S B,et al.Comparative UPLC-QTOF-MS-based metabolomics and bioactivities analyses of Garcinia oblongifolia J Chromatogr B Anal Technol Biomed Life Sci,2016,1011:179-195.
16 Yang J,Ding L,Hu L,et al.Rapid characterization of caged xanthone in the resin of Garcinia hanburyi using multiple mass spectrometri scanning modes:the importance of biosynthetic knowledge based prediction.J Pharm Biomed Anal,2012,60:71-79.
17 Li P,Anandhi Senthilkumar H,Figueroa M,et al.UPLC-QTOFMS(E)-Guided Dereplication of the Endangered Chinese Species Garcinia paucinervis to Identify Additional Benzophenone Derivatives.J Na Prod,2016,79(6):1619-1627.
18 Bharate J B,Vishwakarma R A,Bharate S B,et al.Quantification of th Polyisoprenylated Benzophenones Garcinol and Isogarcinol Usin Multiple Reaction Monitoring LC/Electrospray Ionization-MS/MSAnalysis of Ultrasound-Assisted Extracts of Garcinia indica Fruits.AOAC Int,2014,97(5):1317-1322.
19 Chattopadhyay S K,Kumar S.Identification and quantification of tw biologically active polyisoprenylated benzophenones xanthochymol and isoxanthochymol in Garcinia species using liquid chromatographytandem mass spectrometry.J Chromatogr B-Anal Technol Biomed Lif Sci,2006,844(1):67-83.
20 Pandey R,Chandra P,Kumar B,et al.Simultaneous determination o multi-class bioactive constituents for quality assessment of Garcini species using UHPLC-Qq Q LIT-MS/MS.Ind Crop Prod,2015,77861-872.
21 Zhou Y,Lee S,Choi F F,et al.Qualitative and quantitative analysis o polycyclic polyprenylated acylphloroglucinols from Garcinia specie using ultra performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mas spectrometry.Anal Chim Acta,2010,678(1):96-107.