Offline two-dimensional liquid chromatography coupled with ion mobility-quadrupole time-of-flight mass spectrometry enabling four-dimensional separation and characterization of the multicomponents from white ginseng and red ginseng

Tiantian Zuo; Chunxia Zhang; Weiwei Li; Hongda Wang; Ying Hu; Wenzhi Yang; Li Jia; Xiaoyan Wang; Xiumei Gao; Dean Guo

doi:10.1016/j.jpha.2019.11.001

Volume 10 Issue 6

Dec. 2020

Turn off MathJax

Article Contents

Article Navigation > Journal of Pharmaceutical Analysis > 2020 > 10(6): 597-609

Tiantian Zuo, Chunxia Zhang, Weiwei Li, Hongda Wang, Ying Hu, Wenzhi Yang, Li Jia, Xiaoyan Wang, Xiumei Gao, Dean Guo. Offline two-dimensional liquid chromatography coupled with ion mobility-quadrupole time-of-flight mass spectrometry enabling four-dimensional separation and characterization of the multicomponents from white ginseng and red ginseng[J]. Journal of Pharmaceutical Analysis, 2020, 10(6): 597-609. doi: 10.1016/j.jpha.2019.11.001

Citation:

Tiantian Zuo, Chunxia Zhang, Weiwei Li, Hongda Wang, Ying Hu, Wenzhi Yang, Li Jia, Xiaoyan Wang, Xiumei Gao, Dean Guo. Offline two-dimensional liquid chromatography coupled with ion mobility-quadrupole time-of-flight mass spectrometry enabling four-dimensional separation and characterization of the multicomponents from white ginseng and red ginseng[J]. Journal of Pharmaceutical Analysis, 2020, 10(6): 597-609. doi: 10.1016/j.jpha.2019.11.001

Citation:

Tiantian Zuo, Chunxia Zhang, Weiwei Li, Hongda Wang, Ying Hu, Wenzhi Yang, Li Jia, Xiaoyan Wang, Xiumei Gao, Dean Guo. Offline two-dimensional liquid chromatography coupled with ion mobility-quadrupole time-of-flight mass spectrometry enabling four-dimensional separation and characterization of the multicomponents from white ginseng and red ginseng[J]. Journal of Pharmaceutical Analysis, 2020, 10(6): 597-609. doi: 10.1016/j.jpha.2019.11.001

PDF( 3349 KB)

Offline two-dimensional liquid chromatography coupled with ion mobility-quadrupole time-of-flight mass spectrometry enabling four-dimensional separation and characterization of the multicomponents from white ginseng and red ginseng

doi: 10.1016/j.jpha.2019.11.001

Tiantian Zuo^a,b,
Chunxia Zhang^a,b,
Weiwei Li^a,b,
Hongda Wang^a,b,
Ying Hu^a,b,
Wenzhi Yang^{a,b
,
,},
Li Jia^a,b,
Xiaoyan Wang^a,b,
Xiumei Gao^a,
Dean Guo^{a,c
,
,}

a. Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Tianjin, 300193, China;
b. Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Tianjin, 300193, China;
c. Shanghai Research Center for Modernization of Traditional Chinese Medicine, National Engineering Laboratory for TCM Standardization Technology, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 501 Haike Road, Shanghai, 201203, China

Funds:

This work was funded by the National Natural Science Foundation of China (Grant No. 81872996), the State Key Research and Development Project (Grant No. 2017YFC1702104), the State Key Project for the Creation of Major New Drugs (2018ZX09711001-009-010), and the Tianjin Municipal Education Commission Research Project (Grant No. 2017ZD07).

Received Date: Jul. 22, 2019
Accepted Date: Nov. 01, 2019
Rev Recd Date: Sep. 05, 2019
Available Online: Jan. 24, 2022
Publish Date: Dec. 10, 2020

Abstract

Abstract

Inherent complexity of plant metabolites necessitates the use of multi-dimensional information to accomplish comprehensive profiling and confirmative identification. A dimension-enhanced strategy, by offline two-dimensional liquid chromatography/ion mobility-quadrupole time-of-flight mass spectrometry (2D-LC/IM-QTOF-MS) enabling four-dimensional separations (2D-LC, IM, and MS), is proposed. In combination with in-house database-driven automated peak annotation, this strategy was utilized to characterize ginsenosides simultaneously from white ginseng (WG) and red ginseng (RG). An offline 2D-LC system configuring an Xbridge Amide column and an HSS T3 column showed orthogonality 0.76 in the resolution of ginsenosides. Ginsenoside analysis was performed by data-independent high-definition MS^E (HDMS^E) in the negative ESI mode on a Vion™ IMS-QTOF hybrid high-resolution mass spectrometer, which could better resolve ginsenosides than MS^E and directly give the CCS information. An in-house ginsenoside database recording 504 known ginsenosides and 58 reference compounds, was established to assist the identification of ginsenosides. Streamlined workflows, by applying UNIFI™ to automatedly annotate the HDMS^E data, were proposed. We could separate and characterize 323 ginsenosides (including 286 from WG and 306 from RG), and 125 thereof may have not been isolated from the Panax genus. The established 2D-LC/IM-QTOF-HDMS^E approach could also act as a magnifier to probe differentiated components between WG and RG. Compared with conventional approaches, this dimension-enhanced strategy could better resolve coeluting herbal components and more efficiently, more reliably identify the multicomponents, which, we believe, offers more possibilities for the systematic exposure and confirmative identification of plant metabolites.

FullText(HTML)

References(36)

References

W.Z. Yang, Y.B. Zhang, W.Y. Wu, et al., Approaches to establish Q-markers for the quality standards of traditional Chinese medicine, Acta Pharm. Sin. B 7 (2017) 439−446

Y. Yan, Q.Q. Song, X.J. Chen, et al., Simultaneous determination of components with wide polarity and content ranges in Cistanche tubulosa using serially coupled reverse phase-hydrophilic interaction chromatography-tandem mass spectrometry, J. Chromatogr. A 1501 (2017) 39−50

A. Singh, V. Bajpai, S. Kumar, et al., Analysis of isoquinoline alkaloids from Mahonia leschenaultia and Mahonia napaulensis roots using UHPLC-Orbitrap-MSn and UHPLC-QqQLIT-MS/MS, J. Pharm. Anal. 7 (2017) 77−86

T.A. Garran, R.F. Ji, J.L. Chen, et al., Elucidation of metabolite isomers of Leonurus japonicus and Leonurus cardiaca using discriminating metabolite isomerism strategy based on ultra-high performance liquid chromatography tandem quadrupole time-of-flight mass spectrometry, J. Chromatogr. A 1598 (2019) 141-153

M. Ganzera, S. Sturm, Recent advances on HPLC/MS in medicinal plant analysis -An update covering 2011−2016, J. Pharm. Biomed. Anal. 147 (2018) 211−233

B.W.J. Pirok, D.R. Stoll, P.J. Schoenmakers, Recent developments in two-dimensional liquid chromatography: fundamental improvements for practical applications, Anal. Chem. 91 (2019) 240−263

S. Qiu, W.Z. Yang, X.J. Shi, et al., A green protocol for efficient discovery of novel natural compounds: Characterization of new ginsenosides from the stems and leaves of Panax ginseng as a case study, Anal. Chim. Acta 893 (2015) 65−76

Y. Jaiswal, Z.T. Liang, A. Ho, et al., Tissue-based metabolite profiling and qualitative comparison of two species of Achyranthes roots by use of UHPLC-QTOF MS and laser micro-dissection, J. Pharm. Anal. 8 (2018) 10−19

S. Kumar, A. Singh, B. Kumar, Identification and characterization of phenolics and terpenoids from ethanolic extracts of Phyllanthus species by HPLC-ESI-QTOF-MS/MS, J. Pharm. Anal. 7 (2017) 214−222

J.Y. Zhang, Z.J. Wang, Q. Zhang, et al., Rapid screening and identification of target constituents using full scan-parent ions list-dynamic exclusion acquisition coupled to diagnostic product ions analysis on a hybrid LTQ-Orbitrap mass spectrometer, Talanta 124 (2014) 111−122

X.J. Shi, W.Z. Yang, S. Qiu, et al., An in-source multiple collision-neutral loss filtering based nontargeted metabolomics approach for the comprehensive analysis of malonyl-ginsenosides from Panax ginseng, P. quinquefolius, and P. notoginseng, Anal. Chim. Acta 952 (2017) 59−70

H.Q. Pan, W.Z. Yang, C.L. Yao, et al., Mass defect filtering-oriented classification and precursor ions list-triggered high-resolution mass spectrometry analysis for the discovery of indole alkaloids from Uncaria sinensis, J. Chromatogr. A 1516 (2017) 102−113

C.J.S. Lai, T. Tan, S.L. Zeng, et al., An integrated high resolution mass spectrometric data acquisition method for rapid screening of saponins in Panax notoginseng (Sanqi), J. Pharm. Biomed. Anal. 109 (2015) 184-191

L. Jia, T.T. Zuo, C.X. Zhang, et al., Simultaneous profiling and holistic comparison of the metabolomes among the flower buds of Panax ginseng, Panax quinquefolius, and Panax notoginseng by UHPLC/IM-QTOF-HDMSE-based metabolomics analysis, Molecules 24 (2019) 2188

T.F. Chen, J. Ye, H.L. Li, et al., Hybrid multidimensional data acquisition and data processing strategy for comprehensive characterization of known, unknown and isomeric compounds from the compound Dan Zhi Table by UPLC-TWIMS-QTOFMS, RSC Adv. 9 (2019) 8714-8727

M.E. Pettit, F. Donnarumma, K.K. Murray, et al., Infrared laser ablation sampling coupled with data independent high resolution UPLC-IM-MS/MS for tissue analysis, Anal. Chim. Acta 1034 (2018) 102-109

M.Z. He, J. Jia, J.M. Li, et al., Application of characteristic ion filtering with ultra-high performance liquid chromatography quadrupole time of flight tandem mass spectrometry for rapid detection and identification of chemical profiling in Eucommia ulmoides Oliv, J. Chromatogr. A 1554 (2018) 81-91

H. Ye, L. Zhu, D. Sun, et al., Nontargeted diagnostic ion network analysis (NINA): A software to streamline the analytical workflow for untargeted characterization of natural medicines, J. Pharm. Biomed. Anal. 131 (2016) 40−47

Y. Jin, C.S. Wu, J.L. Zhang, et al., A new strategy for the discovery of epimedium metabolites using high-performance liquid chromatography with high resolution mass spectrometry, Anal. Chim. Acta 768 (2013) 111−117

X. Qiao, X.H. Lin, S. Ji, et al., Global profiling and novel structure discovery using multiple neutral loss/precursor ion scanning combined with substructure recognition and statistical analysis (MNPSS): Characterization of terpene-conjugated curcuminoids in Curcuma longa as a case study, Anal. Chem. 88 (2016) 703−710

M. Zapadka, M. Kaczmarek, B. kupcewicz, An application of QSRR approach and multiple linear regression method for lipophilicity assessment of flavonoids, J. Pharm. Biomed. Anal. 164 (2019) 681−689

X.J. Shi, W.Z. Yang, S. Qiu, et al., Systematic profiling and comparison of the lipidomes from Panax ginseng, P. quinquefolius, and P. notoginseng by ultrahigh performance supercritical fluid chromatography/high-resolution mass spectrometry and ion mobility-derived collision cross section measurement, J. Chromatogr. A 1548 (2018) 64−75

Z.W. Zhou, X.T. Shen, J. Tu, et al., Large-scale prediction of collision cross-section values for metabolites in ion mobility-mass spectrometry, Anal. Chem. 88 (2016) 11084−11091

H. Zhang, J.M. Jiang, D. Zheng, et al., A multidimensional analytical approach based on time-decoupled online comprehensive two-dimensional liquid chromatography coupled with ion mobility quadrupole time-of-flight mass spectrometry for the analysis of ginsenosides from white and red ginsengs, J. Pharm. Biomed. Anal. 163 (2019) 24−33

W.Z. Yang, X. Qiao, K. Li, et al., Identification and differentiation of Panax ginseng, Panax quinquefolium, and Panax notoginseng by monitoring multiple diagnostic chemical markers, Acta Pharm. Sin. B 6 (2016) 568−575

W.Z. Yang, Y. Hu, W.Y. Wu, et al., Saponins in the genus Panax L. (Araliaceae): a systematic review of their chemical diversity, Phytochemistry 106 (2014) 7−24

Z. Liu, J. Xia, C.Z. Wang, et al., Remarkable impact of acidic ginsenosides and organic acids on ginsenoside transformation from fresh ginseng to red ginseng, J. Agric. Food Chem. 64 (2016) 5389−5399

H. Zhang, D. Zheng, H.H. Li, 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. Acta 912 (2016) 85−96

Y. Zhang, L.F. Han, K.J. Sakah, et al., Bioactive protopanaxatriol type saponins isolated from the roots of Panax notoginseng (Burk.) F. H. Chen, Molecules 18 (2013) 10352−10366

W.Z. Yang, J.X. Zhang, C.L. Yao, et al., Method development and application of offline two-dimensional liquid chromatography/quadrupole time-of-flight mass spectrometry-fast data directed analysis for comprehensive characterization of the saponins from Xueshuantong Injection, J. Pharm. Biomed. Anal. 128 (2016) 322-332

G. Paglia, P. Angel, J.P. Williams, et al., Ion mobility-derived collision cross section as an additional measure for lipid fingerprinting and identification, Anal. Chem. 87 (2015) 1137-1144

S. Ji, S. Wang, H.S. Xu, et al., The application of on-line two-dimensional liquid chromatography (2DLC) in the chemical analysis of herbal medicines, J. Pharm. Biomed. Anal. 160 (2018) 301-313

A.H. Zhang, H. Sun, G.L. Yan, et al., Recent developments and emerging trends of mass spectrometry for herbal ingredients analysis. Trends Anal Chem. 94 (2017) 70-76

M. Camenzuli, P.J. Schoenmakers, A new measure of orthogonality for multi-dimensional chromatography, Anal. Chim. Acta 838 (2014) 93-101

X.P. Li, D.R. Stoll, P.W. Carr, Equation for peak capacity estimation in two-dimensional liquid chromatography, Anal. Chem. 81 (2009) 845-850

B.K. Shin, S.W. Kwon, J.H. Park, Chemical diversity of ginseng saponins from Panax ginseng, J. Ginseng Res. 39 (2015) 287-298

Relative Articles

Supplements(0)

Cited By

Proportional views