基于UPLC-ESI-HRMS~n技术的藏药塔黄的化学成分分析
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摘要
目的采用UPLC-ESI-HRMS~n技术对藏药塔黄Rheumnobile的甲醇提取物进行分离鉴定分析。方法 ACQUITYUPLC BEH C18(100 mm×2.1 mm,1.7μm)色谱柱进行分离,甲醇-0.1%甲酸水溶液为流动相进行梯度洗脱,质谱采用正负离子监测模式、全扫描及自动触发二级质谱扫描进行数据采集。通过高分辨质谱数据,结合HMDB数据库、参考相关文献以及对照品比对,鉴定塔黄的主要化学成分。结果从塔黄的甲醇提取物中共鉴定了34个化学成分,包括蒽醌类4个、酚酸类15个、鞣质及鞣质前体类11个、有机酸4个。其中27个化学成分首次从该植物中分离得到。结论 UPLC-ESI-HRMS~n技术可快速、准确地鉴定塔黄中化学成分,为其药效物质基础及质量控制提供理论依据。
Objective A rapid and efficient UPLC-ESI-HRMS~n method was developed and applied to rapidly identify the components in Rheum nobile. Methods With 100% methanol as extract preparation for solution,the extract was separated on an ACQUITY UPLC BEH C18 column(100 mm × 2.1 mm, 1.7 μm), and eluted with a gradient of methanol-water that containing 0.1% formic acid.Chemical constituents were separated and investigated by UPLC-ESI-HRMS~n in both positive and negative ion modes. Combined with accurate mass characteristic fragments, retention time and previous literature database, the structures of compounds were identified or tentatively characterized. Results A total of 34 compounds including four anthraquinones, 15 phenolic acid derivatives, 11 tannin precursor and tannins and four organic acid were identified. Twenty-seven compounds were reported for the first time from R. nobile.Conclusion The analytical method of UPLC-ESI-HRMS~n was valuable for rapid identification of unknown constituents of R. nobile,which supplies a clear material basis for further study.
Objective A rapid and efficient UPLC-ESI-HRMS~n method was developed and applied to rapidly identify the components in Rheum nobile. Methods With 100% methanol as extract preparation for solution,the extract was separated on an ACQUITY UPLC BEH C18 column(100 mm × 2.1 mm, 1.7 μm), and eluted with a gradient of methanol-water that containing 0.1% formic acid.Chemical constituents were separated and investigated by UPLC-ESI-HRMS~n in both positive and negative ion modes. Combined with accurate mass characteristic fragments, retention time and previous literature database, the structures of compounds were identified or tentatively characterized. Results A total of 34 compounds including four anthraquinones, 15 phenolic acid derivatives, 11 tannin precursor and tannins and four organic acid were identified. Twenty-seven compounds were reported for the first time from R. nobile.Conclusion The analytical method of UPLC-ESI-HRMS~n was valuable for rapid identification of unknown constituents of R. nobile,which supplies a clear material basis for further study.
引文
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[13]王晴,卢志威,刘月红,等.UPLC-Q-TOF/MS.E结合诊断离子过滤方法快速分析大黄中酚类成分[J].中国中药杂志,2017,42(10):1922-1931.
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[15]许维桐,霍志鹏,雷磊,等.HPLC-IT-TOF/MS分析地榆水煎液的化学成分群[J].中草药,2018,49(6):1277-1288.
[16]Gao L L,Guo T,Xu X D,et al.Rapid identification and simultaneous analysis of multiple constituents from Rheum tanguticum Maxim.ex Balf.by UPLC/Q-TOF-MS[J].Nat Prod Res,2017,31(13):1529-1535.
[17]董松林,张勇,李彩霞,等.大黄属植物研究进展[J].中兽医医药杂志,2011,30(2):20-23.
[2]中国科学院西北高原生物研究所.藏药志[M].西宁:青海人民出版社,1991.
[3]Yang D Z,Sun G,Zhang A H,et al.Screening and analyzing the potential bioactive components from rhubarb,using multivariate data processing approach and ultra-high performance liquid chromatography coupled with time-of-flight mass spectrometry[J].AnalMethods,2015,7(2):650-661.
[4]Fei Y,Wang J,Peng B,et al.Phenolic constituents from Rheum nobile and their antioxidant activity[J].Nat Prod Res,2017,31(24):2842-2849.
[5]Bao Y T,Qu Y,Li J H,et al.In vitro and in vivo antioxidant activities of the flowers and leaves from Paeonia rockii and identification of their antioxidant constituents by UHPLC-ESI-HRMSn via pre-column DPPH reaction[J].Molecules,2018,62(39):9387-9400.
[6]施天一,廖志新,叶润,等.塔黄的化学成分研究[J].西北药学杂志,2014,29(6):571-573.
[7]陈俊可,曾锐.基于UPLC-ESI-HRMSn的代谢组学技术对粗茎秦艽不同部位化学成分研究[J].中草药,2018,49(10):2328-2335.
[8]徐燕,李爱暖,王玥,等.基于UPLC-ESI-HRMSn评价不同干燥方式对粗茎秦艽中环烯醚萜类及黄酮类成分的影响[J].中草药,2018,49(4):819-825.
[9]董红娇,陈晓虎,曾锐.UPLC-Q-Exactive四级杆-静电场轨道阱高分辨质谱联用快速分析民族药小大黄的化学成分[J].中草药,2016,47(14):2428-2435.
[10]王长生,董红娇,包雅婷,等.UPLC-Q-Exactive四级杆-静电场轨道阱高分辨质谱联用快速分析粗茎秦艽化学成分[J].中草药,2016,47(18):3175-3180.
[11]周秀娟,李燕芳,陈莹,等.基于UPLC-Q Exactive四级杆-轨道阱液质联用法快速建立清热灵颗粒中潜在中药质量标志物(Q-Marker)成分库[J].中草药,2017,48(1):67-74.
[12]Han J,Ye M,Xu M,et al.Comparison of phenolic compounds of rhubarbs in the section deserticola with Rheum palmatum by HPLC-DAD-ESI-MSn[J].Planta Med,2008,74(8):873-879.
[13]王晴,卢志威,刘月红,等.UPLC-Q-TOF/MS.E结合诊断离子过滤方法快速分析大黄中酚类成分[J].中国中药杂志,2017,42(10):1922-1931.
[14]Yan Y,Zhang Q,Feng F.HPLC-TOF-MS and HPLC-MS/MS combined with multivariate analysis for the characterization and discrimination of phenolic profiles in nonfumigated and sulfur-fumigated rhubarb[J].J Separ Sci,2016,39(14):2667-2677.
[15]许维桐,霍志鹏,雷磊,等.HPLC-IT-TOF/MS分析地榆水煎液的化学成分群[J].中草药,2018,49(6):1277-1288.
[16]Gao L L,Guo T,Xu X D,et al.Rapid identification and simultaneous analysis of multiple constituents from Rheum tanguticum Maxim.ex Balf.by UPLC/Q-TOF-MS[J].Nat Prod Res,2017,31(13):1529-1535.
[17]董松林,张勇,李彩霞,等.大黄属植物研究进展[J].中兽医医药杂志,2011,30(2):20-23.