Strategies for integral metabolism profile of multiple compounds in herbal medicines: Pharmacokinetics, metabolites characterization and metabolic interactions

Current Drug Metabolism

Volumn 12, Issue 9, 2011, Pages 809-817

  Xin, Gui Zhong ^a   Qi, Lian Wen ^a   Shi, Zi Qi ^a   Li, Ping ^a   Hao, Hai Ping ^a   Wang, Guang Ji ^a   Shang, Jing ^a  

^a CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Herbal medicines.; Metabolic interactions.; Metabolites characterization.; Multiple components.; Pharmacokinetics.; Strategy

Indexed keywords

ALKALOID; ALOE EMODIN; ALOIN; ANTHRAQUINONE DERIVATIVE; CHINESE DRUG; DANGGUI TUXUE TANG; DRUG METABOLITE; ELECTROLYTE; EMODIN; FLAVONOL; FRITILLARIA THUNBERGII EXTRACT; GLYCYRRHETINIC ACID; GLYCYRRHIZIC ACID; HERBACEOUS AGENT; ISOFLAVONOID; ISOVERTICINE; KAEMPFEROL; LIGNAN; PHTHALIDE DERIVATIVE; PHYTOSTEROL; PLANT EXTRACT; PLANT MEDICINAL PRODUCT; QUERCETIN; RHEIN; SAPONIN; SCHISANDRA LIGNAN EXTRACT; SENNOSIDE A; UNCLASSIFIED DRUG; UNINDEXED DRUG; VERTICINE; VERTICINONE;

AREA UNDER THE CURVE; CAPILLARY ELECTROPHORESIS; COLLISIONALLY ACTIVATED DISSOCIATION; DILUTION; DRUG ABSORPTION; DRUG BLOOD LEVEL; DRUG DISTRIBUTION; DRUG EFFICACY; DRUG ELIMINATION; DRUG HALF LIFE; DRUG METABOLISM; DRUG PROTEIN BINDING; DRUG SAFETY; ELUTION; HERB DRUG INTERACTION; HERBAL MEDICINE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ION MONITORING; LIQUID CHROMATOGRAPHY; LIVER MICROSOME METABOLISM; MASS FRAGMENTOGRAPHY; MASS SPECTROMETRY; MAXIMUM PLASMA CONCENTRATION; MEDICINAL PLANT; METABOLIC FINGERPRINTING TECHNIQUE; MICRODIALYSIS; NONHUMAN; ONLINE ANALYSIS; REVIEW; SENSITIVITY AND SPECIFICITY; SOLID PHASE EXTRACTION; TANDEM MASS SPECTROMETRY; TECHNIQUE; TIME OF FLIGHT MASS SPECTROMETRY; TIME TO MAXIMUM PLASMA CONCENTRATION; TURBULENT FLOW;

EID: 80053467113     PISSN: 13892002     EISSN: 18755453     Source Type: Journal    
DOI: 10.2174/138920011797470164     Document Type: Review

References (68)

1. Li, P.; Qi, L.W.; Liu, E.H.; Zhou, J.L.; Wen, X.D. Analysis of Chinese herbal medicines with holistic approaches and integrated evaluation models. Trends Anal. Chem., 2008, 27(1), 66-77.
2. Pierpoint, W.S. Salicylic acid and its derivatives in plants: Medicines, metabolites and messenger molecules. Adv. Bot. Res., 1994, 20, 163-235. (Pubitemid 2115837)
3. Raskin, I.; Ribnicky, D.M.; Komarnytsky, S.; Ilic, N.; Poulev, A.; Borisjuk, N.; Brinker, A.; Moreno, D.A.; Ripoll, C.; Yakoby, N.; O'Neal, J.M.; Cornwell, T.; Pastor, I.; Fridlender, B. Plants and human health in the twenty-first century. TRENDS Biotechnol., 2002, 20(12), 522-531. (Pubitemid 35356407)
4. Qiu, J. Traditional medicine: A culture in the balance. Nature, 2007, 448: 126-128. (Pubitemid 47067352)
5. Patwardhan, B.; Vaidya, A.D.B.; Chorghade, M. Ayurveda and natural products drug discovery. Curr. Sci., 2004, 86(6), 789-799. (Pubitemid 39169379)
6. Lan, K.; Jia, W. An integrated metabolomics and pharmacokinetics strategy for multi-component drugs evaluation. Curr. Drug Metab., 2010, 11(1), 105-114.
7. Morphy, R.; Kay, C.; Rankovic, Z. From magic bullets to designed multiple ligands. Drug Discov. Today, 2004, 9(15), 641-651. (Pubitemid 38981718)
8. Li, Y.; Huang, T.H.; Yamahara, J. Salacia root, a unique Ayurvedic medicine, meets multiple targets in diabetes and obesity. Life Sci., 2008, 82(21-22), 1045-1049.
9. Putnam, S.E.; Scutt, A.M.; Bicknell, K.; Priestley, C.M.; Williamson, E.M. Natural Products as Alternative Treatments for Metabolic Bone Disorders and for Maintenance of Bone Health. Phytother. Res., 2007, 21(2), 99-112.
10. Bao, K.D.; Li, P.; Qi, L.W.; Li, H.J.; Yi, L.; Wang, W.; Wang, Y.Q. Characterization of Flavonoid Metabolites in Rat Plasma, Urine, and Feces after Oral Administration of Semen Ziziphi Spinosae Extract by HPLC-Diode-Array Detection (DAD) and Ion- Trap Mass Spectrometry (MSn). Chem. Pharm. Bull., 2009, 57(2), 144-148.
11. Li, Y.; Duan, J.; Guo, T.; Xie, W.; Yan, S.; Li, B.; Zhou, Y.; Chen, Y. In vivo pharmacokinetics comparisons of icariin, emodin and psoralen from gan-kang granules and extracts of herba Epimedii, Nepal dock root, Ficus hirta yahl. J. Ethnopharmacol., 2009, 124(3), 522-529.
12. Tang, J.C.; Song, X.H.; Zhu, M.; Zhang, J.N. Study on the pharmacokinetics drug-drug interaction potential of glycyrrhiza uralensis, a traditional Chinese medicine, with lidocaine in rats. Phytother. Res., 2009, 23(5), 603-607.
13. General Guidelines for Methodologies on Research and Evaluation of Traditional Medicine, World Health Organization, 2000, p. 3.
14. Wu, J.T.; Zeng, H.; Qian, M.X.; Brogdon, B.L.; Unger, S.E. Direct plasma sample injection in multiple-component LC-MS-MS assays for high-throughput pharmacokinetic screening. Anal. Chem., 2000, 72(1), 61-67. (Pubitemid 30027738)
15. Wang, B.L.; Hu, J.P.; Tan, W.; Sheng, L.; Chen, H.; Li, Y. Simultaneous quantification of four active schisandra lignans from a traditional Chinese medicine Schisandra chinensis (Wuweizi) in rat plasma using liquid chromatography/mass spectrometry. J. Chromatogr. B, 2008, 865(1-2), 114-120.
16. Drasar, P.; Moravcova, J. Recent advances in analysis of Chinese medical plants and traditional medicines. J. Chromatogr. B, 2004, 812(1-2), 3-21. (Pubitemid 39535399)
17. Lin, C.C.; Li, Y.T.; Chen S.H. Recent progress in pharmacokinetic applications of capillary electrophoresis. Electrophoresis, 2003, 24(22-23), 4106-4115.
18. Xu, Y.; Willson, K.J.; Anderson, M.D.G.; Musson, D.G.; Miller- Stein, C.M.; Woolf, E.J. J. Chromatogr. B, 2009, 877(16-17), 1634-1642.
19. Xin, G.Z.; Zhou, J.L.; Qi, L.W.; Li, C.Y.; Liu, P.; Li, H.J.; Wen, X.D.; Li, P. Turbulent-flow chromatography coupled on-line to fast high-performance liquid chromatography and mass spectrometry for simultaneous determination of verticine, verticinone and isoverticine in rat plasma. J. Chromatogr. B, 2010, 878(3-4), 435-441.
20. Zhang, Q.L.; Wang, A.Q.; Song, J.; Li, J.L.; Cao, J.R.; Zhao, J.H.; Tang, Z.X.; Wu, Z.Z. Determination of peiminine in mice plasma by high performance liquid chromatography and its pharmacokinetics. Chin. Pharm. J., 2000, 35(10), 688-689.
21. Chan, S.W.; Li, S.L.; Lin, G.; Li, P. Pharmacokinetic Study and Determination of Imperialine, the Major Bioactive Component in Antitussive Fritillaria cirrhosa, in Rat by High-Performance Liquid Chromatography Coupled with Evaporative Light-Scattering Detector. Anal. Biochem., 2000, 285(1), 172-175.
22. Liang, Y.; Hao, H.P.; Kang, A.; Xie, L.; Xie, T.; Zheng, X.; Dai, C.; Wan, L.R.; Sheng, L.H.; Wang, G.J. Qualitative and quantitative determination of complicated herbal components by liquid chromatography hybrid ion trap time-of-flight mass spectrometry and a relative exposure approach to herbal pharmacokinetics independent of standards. J. Chromatogr. A, 2010, 1217(30), 4971-4979.
23. Wang, W.; Li, C.Y.; Wen, X.D.; Li, P.; Qi, L.W. Simultaneous determination of 6-gingerol, 8-gingerol, 10-gingerol and 6-shogaol in rat plasma by liquid chromatography-mass spectrometry: Application to pharmacokinetics. J. Chromatogr. B, 2009, 877(8-9), 671-679.
24. Chen, C.Y.; Qi, L.W.; Yi, L.; Li, P.; Wen, X.D. Liquid chromatography- mass spectrometry analysis of macranthoidin B, macranthoidin A, dipsacoside B, and macranthoside B in rat plasma for the pharmacokinetic investigation. J. Chromatogr. B, 2009, 877(3), 159-165.
25. Gu, Y.; Wang, G.J.; Sun, J.G.; Jia, Y.W.; Wang, W.; Xu, M.J.; Lv, T.; Zheng, Y.T.; Sai, Y. Pharmacokinetic characterization of ginsenoside Rh2, an anticancer nutrient from ginseng, in rats and dogs. Food Chem. Toxicol., 2009, 47(9), 2257-2268.
26. Liang, Y.; Kang, A.; Xie, T.; Zheng, X.; Dai, C.; Hao, H.P.; A, J.Y.; Sheng, L.H.; Xie, L.; Wang, G.J. Influence of segmental and selected ion monitoring on quantitation of multi-component using high-pressure liquid chromatography-quadrupole mass spectrometry: Simultaneous detection of 16 saponins in rat plasma as a case. J Chromatogr A, 2010, 1217(26), 4501-4506.
27. Herron, W.J.; Eadie, J.; Penman, A.D. Estimation of ranolazine and eleven Phase I metabolites in human plasma by liquid chromatography-atmospheric pressure chemical ionisation mass spectrometry with selected-ion monitoring. J. Chromatogr. A, 1995, 712(1), 55-60.
28. Zhao, Y.; Sun, Y.; Li, C. Simultaneous determination of ginkgo flavonoids and terpenoids in plasma: ammonium formate in LC mobile phase enhancing electrospray ionization efficiency and capacity. J. Am. Soc. Mass Spectrom., 2008, 19(3), 445-449.
29. Johnson, E.L.; Reynolds, D.L.; Wright, D.S.; Pachla, L.A. Biological sample preparation and data reduction concepts in pharmaceutical analysis. J. Chromatogr. Sci., 1988, 26(8), 372-379. (Pubitemid 18651810)
30. Li, Y.F.; Sun, Y.; Du, F.F.; Yuan, K.H.; Li, C. Pulse gradient, large-volume injection, high-throughput ultra-performance liquid chromatographic/tandem mass spectrometry bioanalysis for measurement of plasma amrubicin and its metabolite amrubicinol. J. Chromatogr. A, 2008, 1193(1-2), 109-116.
31. Zhao, Y.; Wang, L.; Bao, Y.W.; Li, C. A sensitive method for the detection and quantification of ginkgo flavonols from plasma. Rapid Commun. Mass Spectrom., 2007, 21(6), 971-981. (Pubitemid 46426817)
32. Homma, M.; Oka, K.; Yamada, T.; Niitsuma, T.; Ihto, H.; Takahashi, N. A strategy for discovering biologically active compounds with high probability in traditional Chinese herb remedies: an application of saiboku-to in bronchial asthma. Anal. Biochem., 1992, 202(1), 179-187.
33. Yoshihiro, K.; Wang, X.J.; Junko, S.; Reiko, M.; Ken-ichi, S.; Kenichi, K. Pharmacological properties of galenical preparations (XIX) pharmacokinetics study of 6,7-dimethylesculetin in rats. J. Tradit. Med., 1994, 11(3), 176-180.
34. Wang, Y.L.; Liang, Y.Z.; Chen, B.M.; He, Y.K.; Li, B.Y.; Hu, Q.N. LC-DAD-APCI-MS-based screening and analysis of the absorption and metabolite components in plasma from a rabbit administered an oral solution of danggui. Anal. Bioanal. Chem., 2005, 383(2), 247-254.
35. Wang, P.; Liang, Y.Z.; Zhou, N.; Chen, B.M.; Yi, L.Z.; Yu, Y.; Yi, Z.B. Screening and analysis of the multiple absorbed bioactive components and metabolites of Dangguibuxue decoction by the metabolic fingerprinting technique and liquid chromatography/diode-array detection mass spectrometry. Rapid Commun. Mass Spectrom., 2007, 21(2), 99-106. (Pubitemid 46095467)
36. Zhang, J.L.; Cui, M.; He, Y.; Yu, H.L.; Guo, D.A. Chemical fingerprint and metabolic fingerprint analysis of Danshen injection by HPLC-UV and HPLC-MS methods. J. Pharm. Biomed. Anal., 2005, 36(5), 1029-1035. (Pubitemid 40037823)
37. Wang, X.J.; Sun, W.J.; Sun, H.; Lv, H.T.;; Wu, Z.M.; Wang, P.; Liu, L.; Cao, H.X. Analysis of the constituents in the rat plasma after oral administration of Yin Chen Hao Tang by UPLC/Q-TOFMS/MS. J. Pharm. Biomed. Anal., 2008, 46(3), 477-490.
38. Li, H.L.; Tang, J.; Liu, R.H.; Lin, M.; Wang, B.; Lv, Y.F.; Huang, H.Q.; Zhang, C.; Zhang, W.D. Characterization and identification of steroidal alkaloids in the Chinese herb Veratrum nigrum L. by high-performance liquid chromatography/electrospray ionization with multi-stage mass spectrometry. Rapid Commun. Mass Spectrom., 2007, 21(6), 869-879. (Pubitemid 46426806)
39. Qi, L.W.; Wen, X.D.; Cao, J.; Li, C.Y.; Li, P.; Yi, L.; Wang, Y.X.; Cheng, X.L.; Ge, X.X. Rapid and sensitive screening and characterization of phenolic acids, phthalides, saponins and isoflavonoids in Danggui Buxue Tang by rapid resolution liquid chromatography/diode-array detection coupled with time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom., 2008, 22(16), 2493-2509.
40. Zhou, J.L.; Xin, G.Z.; Shi, Z.Q.; Ren, M.T.; Qi, L.W.; Li, H.J.; Li, P. Characterization and identification of steroidal alkaloids in Fritillaria species using liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. J. Chromatogr. A, 2010, 1217(45), 7109-7122.
41. Zheng, C.N.; Hao, H.P.; Wang, X.; Wu, X.L.; Wang, G.J.; Sang, G.W.; Liang, Y.; Xie, L.; Xia, C.H.; Yao, X.L. Diagnostic fragment-ion-based extension strategy for rapid screening and identification of serial components of homologous families contained in traditional Chinese medicine prescription using high-resolution LCESI-IT-TOF/MS: Shengmai injection as an example. J. Mass Spectrom., 2009, 44(2), 230-244.
42. Geng, P.; Zhang, R.; Aisa, H.A.; He, J.; Qu, K.; Zhu, H.; Abliz, Z. Fast profiling of the integral metabolism of flavonols in the active fraction of Gossypium herbaceam L. using liquid chromatography/multi-stage tandem mass spectrometry. Rapid Commun. Mass Spectrom., 2007, 21(12), 1877-1888. (Pubitemid 46953549)
43. Mullen, W.; Boitier, A.; Stewart, A.J.; Crozier, A. Flavonoid metabolites in human plasma and urine after the consumption of red onions: analysis by liquid chromatography with photodiode array and full scan tandem mass spectrometric detection. J. Chromatogr. A, 2004, 1058(1-2), 163-168. (Pubitemid 39487216)
44. Day, A.J.; Bao, Y.; Morgan, M.R.; Williamson, G. Conjugation position of quercetin glucuronides and effect on biological activity. Free Radical Biol. Med., 2000, 29(12), 1234-1243.
45. Williamson, G.; Day, A.J.; Plumb, G.W.; Couteau, D. Human metabolic pathways of dietary flavonoids and cinnamates. Biochem. Soc. Trans., 2000, 28, 16-22. (Pubitemid 30103206)
46. Li, C.Y.; Qi, L.W.; Li, P.; Wen, X.D.; Zhu, Y.F.; Liu, E.H.; Gong, Z.; Yang, X.L.; Ren, M.T.; Li, Y.J.; Ge, X.X. Identification of metabolites of Danggui Buxue Tang in rat urine by liquid chromatography coupled with electrospray ionization time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom., 2009, 23(13), 1977-1988.
47. Wen, X.D.; Qi, L.W.; Chen, J.; Song, Y.; Yi, L.; Yang, X.W.; Li, P. Analysis of interaction property of bioactive components in Danggui Buxue Decoction with protein by microdialysis coupled with HPLC-DAD-MS. J. Chromatogr. B, 2007, 852(1-2), 598-604. (Pubitemid 46830165)
48. Bi, S.; Song, D.; Kan, Y.; Xu, D.; Tian, Y.; Zhou, X.; Zhang, H. Spectroscopic characterization of effective components anthraquinones in Chinese medicinal herbs binding with serum albumins. Spectrochim Acta. A Mol. Biomol. Spectrosc., 2005, 62(1-3), 203-212. (Pubitemid 41562606)
49. Mizuhara, Y.; Takizawa, Y.; Ishihara, K.; Asano, T.; Kushida, H.; Morota, T.; Kase, Y.; Takeda, S.; Aburada, M.; Nomura, M.; Yokogawa, K. The influence of the sennosides on absorption of glycyrrhetic acid in rats. Biol. Pharm. Bull., 2005, 28(10), 1897-1902. (Pubitemid 41437077)
50. Smith, D.A.; Ackland, M.J.; Jones, B.C. Properties of cytochrome P450 isoenzymes and their substrates part 2: properties of cytochrome P450 substrates. Drug Discov. Today, 1997, 2(11), 479-486. (Pubitemid 27450429)
51. Iwata, H.; Tezuka, Y.; Kadota, S.; Hiratsuka, A.; Watabe, T. Identification and characterization of potent CYP3A4 inhibitors in schisandra fruit extract. Drug Metab. Dispos., 2004, 32(12), 1351-1358. (Pubitemid 39564554)
52. Qiu, F.R.; Zhang, R.; Sun, J.G.; A, J.Y.; Hao, H.P.; Peng, Y.; Ai, H.; Wang, G.J. Inhibitory effects of seven components of danshen extract on catalytic activity of cytochrome P450 enzyme in human liver microsomes. Drug Metab. Dispos., 2008, 36(7), 1308-1314. (Pubitemid 351929315)
53. Liu, Y.; Zhou, J.L.; Liu. P.; Sun, S.; Li, P. Chemical markers' fishing and knockout for holistic activity and interaction evaluation of the components in herbal medicines. J Chromatogr. A., 2010, 1217(32), 5239-5245.
54. Balimane, P.V.; Chong, S.; Morrison, R.A. Current methodologies used for evaluation of intestinal permeability and absorption. J. Pharmacol. Toxicol. Methods., 2000, 44(1), 301-312. (Pubitemid 32239482)
55. Yee, S. In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man: fact or myth. Pharm. Res., 1997, 14(6), 763-766. (Pubitemid 27281671)
56. Lennernäs, H. Human jejunal effective permeability and its correlation with preclinical drug absorption models. J. Pharm. Pharmacol., 1997, 49(7), 627-638 (Pubitemid 27341705)
57. Lasic, D.D. Liposomes: From Physics to Applications; Elsevier: Amsterdam, 1993.
58. Heldt, N.; Gauger, M.; Zhao, J.; Slack, G.; Pietryka, J.; Li,Y. Characterization of a polymer-stabilized liposome system. React. Funct. Polym., 2001, 48(1-3), 181-191. (Pubitemid 32541821)
59. Huang, X.D.; Kong, L.; Li, X.; Chen, X.G.; Guo, M.; Zou, H.F. Strategy for analysis and screening of bioactive compounds in traditional Chinese medicines. J. Chromatogr. B, 2004, 812(1-2), 71-84. (Pubitemid 39535402)
60. Flaten, G.E.; Dhanikula, A.B.; Luthman, K.; Brandl, M. Drug permeability across a phospholipid vesicle based barrier: A novel approach for studying passive diffusion. Eur. J. Pharm. Sci., 2006, 27(1), 80-90. (Pubitemid 41728258)
61. Foldvari, M.; Mezei, C.; Mezei, M. Intracellular delivery of drugs by liposomes containing Po glycoprotein from peripheral nerve myelin into human M21 melanoma cells. J. Pharm. Sci., 1991, 80(11), 1020-1028.
62. Barbato, F.; Di Martino, G.; Grumetto, L.; La Rotonda, M.I. Prediction of drug-membrane interactions by IAM-HPLC: effects of different phospholipid stationary phases on the partition of bases. Eur. J. Pharm. Sci., 2004, 22(4), 261-269. (Pubitemid 38758013)
63. Zhang, X.; Qi, L.W.; Yi, L.; Li, P.; Wen, X.D.; Yu, Q.T. Screening and identification of potential bioactive components in a combined prescription of Danggui Buxue decoction using cell extraction coupled with high performance liquid chromatography. Biomed. Chromatogr., 2008, 22(2), 157-163. (Pubitemid 351260193)
64. Mao, X.Q.; Kong, L.; Luo, Q.Z.; Li, X.; Zou, H.F. Screening and analysis of permeable compounds in Radix Angelica Sinensis with immobilized liposome chromatography. J. Chromatogr. B, 2002, 779(2), 331-339. (Pubitemid 35279460)
65. Sheng, L.H.; Li, S.L.; Kong, L.; Chen, X.G.; Mao, X.Q.; Su, X.Y.; Zou, H.F.; Li, P. Separation of compounds interacting with liposome membrane in combined prescription of traditional Chinese medicines with immobilized liposome chromatography. J. Pharm. Biomed. Anal., 2005, 38(2), 216-224. (Pubitemid 40733148)
66. Beigi, F.; Gottschalk, I.; Hagglund, C.L.; Haneskog, L.; Brekkan, E.; Zhang, Y.X.; Osterberg, T.; Lundahl, P. Immobilized liposome and biomembrane partitioning chromatography of drugs for prediction of drug transport. Int. J. Pharm., 1998, 164(1-2), 129-137. (Pubitemid 28160105)
67. Yang, Q.; Liu, X.Y.; Yoshimoto, M.; Kuboi, R.; Miyake, J. Covalent immobilization of unilamellar liposomes in gel beads for chromatography. Anal. Biochem. 1999, 268(2), 354-362. (Pubitemid 29147151)
68. Qi, L.W.; Li, P.; Li, S.L.; Sheng, L.H.; Li, R.Y.; Song, Y.; Li, H.J. Screening and identification of permeable components in a combined prescription of Danggui Buxue decoction using a liposome equilibrium dialysis system followed by HPLC and LC-MS. J. Sep. Sci., 2006, 29(14), 2211-2220. (Pubitemid 44480053)