Journal of Ginseng Research

The Korean Society of Ginseng (고려인삼학회)
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Putative multiple reaction monitoring strategy for the comparative pharmacokinetics of postoral administration Renshen-Yuanzhi compatibility through liquid chromatography-tandem mass spectrometry

  • Sun, Yufei (State Key Laboratory of Electroanalytical Chemistry, National Center of Mass Spectrometry in Changchun, Jilin Province Key Laboratory of Chinese Medicine Chemistry and Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences) ;
  • Feng, Guifang (State Key Laboratory of Electroanalytical Chemistry, National Center of Mass Spectrometry in Changchun, Jilin Province Key Laboratory of Chinese Medicine Chemistry and Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences) ;
  • Zheng, Yan (State Key Laboratory of Electroanalytical Chemistry, National Center of Mass Spectrometry in Changchun, Jilin Province Key Laboratory of Chinese Medicine Chemistry and Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences) ;
  • Liu, Shu (State Key Laboratory of Electroanalytical Chemistry, National Center of Mass Spectrometry in Changchun, Jilin Province Key Laboratory of Chinese Medicine Chemistry and Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences) ;
  • Zhang, Yan (School of Chemical and Pharmaceutical Engineering, Jilin Institute of Chemical Technology) ;
  • Pi, Zifeng (State Key Laboratory of Electroanalytical Chemistry, National Center of Mass Spectrometry in Changchun, Jilin Province Key Laboratory of Chinese Medicine Chemistry and Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences) ;
  • Song, Fengrui (State Key Laboratory of Electroanalytical Chemistry, National Center of Mass Spectrometry in Changchun, Jilin Province Key Laboratory of Chinese Medicine Chemistry and Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences) ;
  • Liu, Zhiqiang (State Key Laboratory of Electroanalytical Chemistry, National Center of Mass Spectrometry in Changchun, Jilin Province Key Laboratory of Chinese Medicine Chemistry and Mass Spectrometry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences)
  • Received : 2018.05.08
  • Accepted : 2018.09.28
  • Published : 2020.01.15
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Abstract

Background: Exploring the pharmacokinetic (PK) changes of various active components of single herbs and their combinations is necessary to elucidate the compatibility mechanism. However, the lack of chemical standards and low concentrations of multiple active ingredients in the biological matrix restrict PK studies. Methods: A putative multiple reaction monitoring strategy based on liquid chromatography coupled with mass spectrometry (LC-MS) was developed to extend the PK scopes of quantification without resorting to the use of chemical standards. First, the compounds studied, including components with available reference standard (ARS) and components lacking reference standard (LRS), were preclassified to several groups according to their chemical structures. Herb decoctions were then subjected to ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry analysis with appropriate collision energy (CE) in MS2 mode. Finally, multiple reaction monitoring transitions transformed from MS2 of ultrahigh-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry were used for ultrahigh-performance liquid chromatography coupled with triple quadrupole mass spectrometry to obtain the mass responses of LRS components. LRS components quantification was further performed by developing an assistive group-dependent semiquantitative method. Results: The developed method was exemplified by the comparative PK process of single herbs Radix Ginseng (RG), Radix Polygala (RP), and their combinations (RG-RP). Significant changes in PK parameters were observed before and after combination. Conclusion: Results indicated that Traditional Chinese Medicine combinations can produce synergistic effects and diminish possible toxic effects, thereby reflecting the advantages of compatibility. The proposed strategy can solve the quantitative problem of LRS and extend the scopes of PK studies.

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References

  1. Shen J, Mo X, Tang Y, Zhang L, Pang H, Qian Y, Chen Y, Tao W, Gou S, Shang E, et al. Analysis of herb-herb interaction when decocting together by using ultra-high-performance liquid chromatography-tandem mass spectrometry and fuzzy chemical identification strategy with poly-proportion design. J Chromatogr A 2013;1297:168-78. https://doi.org/10.1016/j.chroma.2013.05.001
  2. Li Z, Liu T, Liao J, Ai N, Fan X, Cheng Y. Deciphering chemical interactions between Glycyrrhizae Radix and Coptidis Rhizoma by liquid chromatography with transformed multiple reaction monitoring mass spectrometry. J Sep Sci 2017;40:1254-65. https://doi.org/10.1002/jssc.201601054
  3. Zhou X, Seto SW, Chang D, Kiat H, Razmovski-Naumovski V, Chan K, Bensoussan A. Synergistic effects of Chinese herbal medicine: a comprehensive review of methodology and current research. Front Pharmacol 2016;7:201.
  4. Yang S, Zhang K, Lin X, Miao Y, Meng L, Chen W, Tang X. Pharmacokinetic comparisons of single herb extract of Fufang Danshen preparation with different combinations of its constituent herbs in rats. J Pharm Biomed Anal 2012;67-68:77-85. https://doi.org/10.1016/j.jpba.2012.03.058
  5. Yang T, Liu S, Wang CH, Tao YY, Zhou H, Liu CH. Comparative pharmacokinetic and tissue distribution profiles of four major bioactive components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe. J Pharm Biomed Anal 2015;114:152-8. https://doi.org/10.1016/j.jpba.2015.05.014
  6. Liu R, Gu P, Wang L, Cheng M, Wu Y, Zheng L, Liu Y, Ding L. Study on the pharmacokinetic profiles of corynoline and its potential interaction in traditional Chinese medicine formula Shuanghua Baihe tablets in rats by LC-MS/MS. J Pharm Biomed Anal 2016;117:247-54. https://doi.org/10.1016/j.jpba.2015.09.009
  7. Liu J, Wang JS, Kong LY. Comparative pharmacokinetics of paeoniflorin in plasma of vascular dementia and normal rats orally administrated with Danggui-Shaoyao-San or pure paeoniflorin. Fitoterapia 2011;82:466-73. https://doi.org/10.1016/j.fitote.2010.12.004
  8. Ye H, Zhu L, Wang L, Liu H, Zhang J, Wu M, Wang G, Hao H. Stepped MS(All) Relied Transition (SMART): an approach to rapidly determine optimal multiple reaction monitoring mass spectrometry parameters for small molecules. Anal Chim Acta 2016;907:60-8. https://doi.org/10.1016/j.aca.2015.11.045
  9. Zhou QL, Zhu DN, Yang YF, Xu W, Yang XW. Simultaneous quantification of twenty-one ginsenosides and their three aglycones in rat plasma by a developed UFLC-MS/MS assay: application to a pharmacokinetic study of red ginseng. J Pharm Biomed Anal 2017;137:1-12. https://doi.org/10.1016/j.jpba.2017.01.009
  10. Lin L, Yin X, Lin H, Li X, Cao S, Qu C, Ni J. Simultaneous determination and pharmacokinetic study of polygalaxanthone III, tenuifolin, tenuifoliside A and tenuifoliside C in rat plasma by LC-MS/MS after oral administration. Analytical Methods 2014;6:6424-31. https://doi.org/10.1039/c4ay00449c
  11. Li Q, Zhang S, Berthiaume JM, Simons B, Zhang GF. Novel approach in LC-MS/MS using MRM to generate a full profile of acyl-CoAs: discovery of acyldephospho-CoAs. J Lipid Res 2014;55:592-602. https://doi.org/10.1194/jlr.D045112
  12. Petritis PC K, Elfakir* C, Dreux M. Parameter optimization for the analysis of underivatized protein amino acids by liquid chromatography and ionspray tandem mass spectrometry. J Chromatogr A 2000;896:253-63. https://doi.org/10.1016/S0021-9673(00)00582-3
  13. Nikolskiy I, Siuzdak G, Patti GJ. Discriminating precursors of common fragments for large-scale metabolite profiling by triple quadrupole mass spectrometry. Bioinformatics 2015;31:2017-23. https://doi.org/10.1093/bioinformatics/btv085
  14. Luo P, Dai W, Yin P, Zeng Z, Kong H, Zhou L, Wang X, Chen S, Lu X, Xu G. Multiple reaction monitoring-ion pair finder: a systematic approach to transform nontargeted mode to pseudotargeted mode for metabolomics study based on liquid chromatography-mass spectrometry. Anal Chem 2015;87:5050-5. https://doi.org/10.1021/acs.analchem.5b00615
  15. Liang J, Wu WY, Sun GX, Wang DD, Hou JJ, Yang WZ, Jing BH, Liu X, Guo DA. A dynamic multiple reaction monitoring method for the multiple components quantification of complex traditional Chinese medicine preparations: Niuhuang Shangqing pill as an example. J Chromatogr A 2013;1294:58-69. https://doi.org/10.1016/j.chroma.2013.04.016
  16. Wang EH, Nagarajan Y, Carroll F, Schug KA. Reversed-phase separation parameters for intact proteins using liquid chromatography with triple quadrupole mass spectrometry. J Sep Sci 2016;39:3716-27. https://doi.org/10.1002/jssc.201600764
  17. Xu L, Mu LH, Peng J, Liu WW, Tan X, Li ZL, Wang DX, Liu P. UPLC-Q-TOF-MS(E) analysis of the constituents of Ding-Zhi-Xiao-Wan, a traditional Chinese antidepressant, in normal and depressive rats. J Chromatogr B Analyt Technol Biomed Life Sci 2016;1026:36-42. https://doi.org/10.1016/j.jchromb.2015.07.043
  18. Attele AS, Wu JA, Yuan C-S. Ginseng pharmacology multiple constituents and multiple actions. Biochem Pharmacol 1999;58:1685-93. https://doi.org/10.1016/S0006-2952(99)00212-9
  19. Shin IJ, Son SU, Park H, Kim Y, Park SH, Swanberg K, Shin JY, Ha SK, Cho Y, Bang SY, et al. Preclinical evidence of rapid-onset antidepressant-like effect in Radix Polygalae extract. PloS One 2014;9, e88617. https://doi.org/10.1371/journal.pone.0088617
  20. Tang S, Liu S, Liu Z, Song F, Liu S. Analysis and identification of the chemical constituents of Ding-Zhi-Xiao-Wan prescription by HPLC-IT-MSnand HPLC-QTOF-MS. Chinese J Chem 2015;33:451-62. https://doi.org/10.1002/cjoc.201400789
  21. Feng GF, Liu S, Pi ZF, Song FR, Liu ZQ. Studies on the chemical and intestinal metabolic profiles of Polygalae Radix by using UHPLC-IT-MS(n) and UHPLC-QTOF-MS method coupled with intestinal bacteria incubation model in vitro. J Pharm Biomed Anal 2018;148:298-306. https://doi.org/10.1016/j.jpba.2017.10.017
  22. Cruickshank-Quinn C, Quinn KD, Powell R, Yang Y, Armstrong M, Mahaffey S, Reisdorph R, Reisdorph N. Multi-step preparation technique to recover multiple metabolite compound classes for in-depth and informative metabolomic analysis. J Vis Exp JoVE 2014.
  23. Ling Y, Li Z, Chen M, Sun Z, Fan M, Huang C. Analysis and detection of the chemical constituents of Radix Polygalae and their metabolites in rats after oral administration by ultra high-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. J Pharm Biomed Anal 2013;85:1-13. https://doi.org/10.1016/j.jpba.2013.06.011
  24. Yang B, Liu Z, Wang Q, Chai Y, Xia P. Pharmacokinetic comparison of seven major bioactive components in normal and depression model rats after oral administration of Baihe Zhimu decoction by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal 2018;148:119-27. https://doi.org/10.1016/j.jpba.2017.09.031
  25. Li Z, Xiao S, Ai N, Luo K, Fan X, Cheng Y. Derivative multiple reaction monitoring and single herb calibration approach for multiple components quantification of traditional Chinese medicine analogous formulae. J Chromatogr A 2015;1376:126-42. https://doi.org/10.1016/j.chroma.2014.12.024
  26. Liu K, Song Y, Liu Y, Peng M, Li H, Li X, Feng B, Xu P, Su D. An integrated strategy using UPLC-QTOF-MS(E) and UPLC-QTOF-MRM (enhanced target) for pharmacokinetics study of wine processed Schisandra Chinensis fructus in rats. J Pharm Biomed Anal 2017;139:165-78. https://doi.org/10.1016/j.jpba.2017.02.043
  27. Liu L, Huang J, Hu X, Li K, Sun C. Simultaneous determination of ginsenoside (G-Re, G-Rg1, G-Rg2, G-F1, G-Rh1) and protopanaxatriol in human plasma and urine by LC-MS/MS and its application in a pharmacokinetics study of GRe in volunteers. J Chromatogr B Analyt Technol Biomed Life Sci 2011;879:2011-7. https://doi.org/10.1016/j.jchromb.2011.05.018
  28. Chen ZP, Sun J, Chen HX, Xiao YY, Liu D, Chen J, Cai H, Cai BC. Comparative pharmacokinetics and bioavailability studies of quercetin, kaempferol and isorhamnetin after oral administration of Ginkgo biloba extracts, Ginkgo biloba extract phospholipid complexes and Ginkgo biloba extract solid dispersions in rats. Fitoterapia 2010;81:1045-52. https://doi.org/10.1016/j.fitote.2010.06.028
  29. Wu H, Zhu Z, Zhang G, Zhao L, Zhang H, Zhu D, Chai Y. Comparative pharmacokinetic study of paeoniflorin after oral administration of pure paeoniflorin, extract of Cortex Moutan and Shuang-Dan prescription to rats. J Ethnopharmacol 2009;125:444-9. https://doi.org/10.1016/j.jep.2009.07.019
  30. Zhu Z, Zhao L, Liu X, Chen J, Zhang H, Zhang G, Chai Y. Comparative pharmacokinetics of baicalin and wogonoside by liquid chromatography-mass spectrometry after oral administration of Xiaochaihu Tang and Radix scutellariae extract to rats. J Chromatogr B Analyt Technol Biomed Life Sci 2010;878:2184-90. https://doi.org/10.1016/j.jchromb.2010.06.021
  31. Huang JW L, Zhang L, Luo S, Chen C, Du J. Intestinal absorption characteristics and mechanism of polygala tenuifolia hydrolysate in rats. J Chinese Med Mater 2015;38:556-61.
  32. Yao Y, Jia M, Wu JG, Zhang H, Sun LN, Chen WS, Rahman K. Anxiolytic and sedative-hypnotic activities of polygalasaponins from Polygala tenuifolia in mice. Pharm Biol 2010;48:801-7. https://doi.org/10.3109/13880200903280042
  33. Shin KY, Won BY, Ha HJ, Yun YS, Lee HG. Preclinical safety of the root extract of polygala tenuifolia willdenow in sprague-dawley rats and beagle dogs. Evid Base Compl Alternat Med ECAM 2014;2014, 570134.

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