Metabolic routes along digestive system of licorice: Multicomponent sequential metabolism method in rat

Biomedical Chromatography

Volumn 30, Issue 6, 2016, Pages 902-912

  Zhang, Lei ^a   Zhao, Haiyu ^b   Liu, Yang ^a   Dong, Honghuan ^a   Lv, Beiran ^a   Fang, Min ^a   Zhao, Huihui ^a  

^a BEIJING UNIVERSITY OF CHINESE MEDICINE   (China)

^b INSTITUTE OF CHINESE MATERIA MEDICA   (China)

Author keywords

Chemical fingerprint; In situ closed loop; In vitro incubation; LC MS MS; Licorice; Method of absorption and metabolism

Indexed keywords

BLOOD; DIGESTIVE SYSTEM; MEDICINE; PLANTS (BOTANY);

CHEMICAL FINGERPRINT; CLOSED-LOOP; IN SITU CLOSED-LOOP; IN VITRO INCUBATION; IN-VITRO; LC-MS-MS; LC.MS/MS; LICORICE; METHOD OF ABSORPTION AND METABOLISM; VITRO INCUBATION;

METABOLISM;

2 ,7 DIHDROXY 4' METHOXYISOFLAVAN,7 O GLUCOPYRANOSIDE; 22BETA ACETOXYL GLYCYRRHIZIN; 6 ACETYL LIQUIRITIN; APIOGLYCYRRHIZIN; GANCAONIN C; GIUCOIIGUIRITIN ASIOSIDE; GLUCOLIQUIRITIN; GLYCYROSIDE; GLYCYRRHIZA EXTRACT; GLYCYRRHIZIC ACID; ISOLIQUIRITIGENIN; ISOLIQUIRITIN; ISOLIQUIRITIN APIOSIDE; LICORICE GLYCOSIDE A; LICORICE GLYCOSIDE D2; LICORICE SAPONIN A3; LICORICE SAPONIN B; LICORICE SAPONIN B2; LICORICE SAPONIN C2; LICORICE SAPONIN E2; LICORICE SAPONIN G2; LICORICE SAPONIN H2; LICORICE SAPONIN K2; LIQUIRITIGENIN; LIQUIRITIN; LIQUIRITIN APIOSIDE; SCHAFTOSIDE; UNCLASSIFIED DRUG; UNINDEXED DRUG; URALSAPONIN B; YUNGANOSIDE G1; GLUCOSIDE; PHILLYRIN;

ANIMAL EXPERIMENT; ARTICLE; CHINESE MEDICINE; COMPARATIVE STUDY; CONTROLLED STUDY; DIGESTIVE SYSTEM; DRUG ABSORPTION; DRUG EFFICACY; DRUG IDENTIFICATION; DRUG METABOLISM; GLYCYRRHIZA; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IN VITRO STUDY; IN VIVO STUDY; INTESTINE FLORA; LIVER; MALE; MULTICOMPONENT SEQUENTIAL METABOLISM; NONHUMAN; RAT; TANDEM MASS SPECTROMETRY; ANIMAL; MASS SPECTROMETRY; METABOLISM; PROCEDURES; SPRAGUE DAWLEY RAT;

ANIMALS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIGESTIVE SYSTEM; GLUCOSIDES; GLYCYRRHIZA; MALE; MASS SPECTROMETRY; RATS; RATS, SPRAGUE-DAWLEY;

EID: 84947280206     PISSN: 02693879     EISSN: 10990801     Source Type: Journal    
DOI: 10.1002/bmc.3626     Document Type: Article

References (35)

1. Balani SK, Zhu T, Yang TJ, Liu Z, He B and Lee FW. Effective dosing regimen of 1-aminobenzotriazole for inhibition of antipyrine clearance in rats, dogs, and monkeys. Drug Metabolism and Disposition 2002; 30: 1059-1062.
2. Dan M, Su M, Gao X, Zhao T, Zhao A, Xie G, Qiu Y, Zhou M, Liu Z and Jia W. Metabolite profiling of Panax notoginseng using UPLI-ESI-MS. Phytochemistry 2008; 69: 2237-2244.
3. Day AJ, DuPont MS, Ridley S, Rhodes M, Rhodes MJ, Morgan MR and Williamson G. Deglycosylation of flavonoid and isoflavonoid glycosides by human small intestine and liver beta-glucosidase activity. FEBS Letters 1998; 436: 71-75.
4. Day AJ, Canada FJ, Diaz JC, Kroon PA, McLauchlan R, Faulds CB, Plumb GW, Morgan MR and Williamson G. Dietary flavonoid and isoflavone glycosides are hydrolysed by the lactase site of lactase phlorizin hydrolase. FEBS Letters 2000; 468: 166-170.
5. Farag MA, Porzel A and Wessjohann LA. Comparative metabolite profiling and fingerprinting of medicinal licorice roots using a multiplex approach of GC-MS, LI-MS and 1D NMR techniques. Phytochemistry 2012; 76: 60-72.
6. Feng N-P, Di B and Liu W-Y. Comparison of the metabolism of baicalin in rats orally administered with Radix scutellariae extract and Shuang-Huang-Lian extract. Chemical and Pharmaceutical Bulletin 2005; 53: 978-983.
7. Gao X, Wang W, Wei S and Li W. Review of pharmacological effects of Glycyrrhiza radix and its bioactive compounds. China Journal of Chinese Materia Medica 2009; 34: 2695-2700.
8. Hou Y-C, Hsiu S-L, Ching H, Lin Y-T, Tsai S-Y, Wen K-C and Lee Chao P-D. Profound difference of metabolic pharmacokinetics between pure glycyrrhizin and glycyrrhizin in licorice decoction. Life Sciences 2005; 76: 1167-1176.
9. Ilett KF, Tee LB, Reeves PT and Minchin RF. Mebolism of drugs and other xenobiotics in the gut lumen and wall. Pharmacology and Therapeutics 1990; 46: 67-93.
10. Ji S, Wang Q, Qiao X, Guo H-c, Yang Y-f, Bo T, Xiang C, Guo D-a and Ye M. New triterpene saponins from the roots of Glycyrrhiza yunnanensis and their rapid screening by LC/MS/MS. Journal of Pharmaceutical and Biomedical Analysis 2014; 90: 15-26.
11. Kim D-H, Jang I-S, Lee H-K, Jung E-A and Lee K-Y. Metabolism of glycyrrhizin and baicalin by human intestinal bacteria. Archives of Pharmacal Research 1996; 19: 292-296.
12. Kim D-H, Jung E-A, Sohng I-S, Han J-A, Kim T-H and Han MJ. Intestinal bacterial metabolism of flavonoids and its relation to some biological activities. Archives of Pharmacal Research 1998; 21: 17-23.
13. Li P. Editorial [Hot Topic: Multi-Component Drug ADME/T and Metabolic Interactions (Guest Editor: Ping Li)]. Current Drug Metabolism 2011; 12: 808.
14. Liao WC, Lin Y-H, Chang T-M and Huang W-Y. Identification of two licorice species, Glycyrrhiza uralensis and Glycyrrhiza glabra, based on separation and identification of their bioactive components. Food Chemistry 2012; 132: 2188-2193.
15. Liu Y and Hu M. Absorption and metabolism of flavonoids in the caco-2 cell culture model and a perused rat intestinal model. Drug Metabolism and Disposition 2002; 30: 370-377.
16. Luo Z, Liu Y, Zhao B, Tang M, Dong H, Zhang L, Lv B and Wei L. Ex vivo and in situ approaches used to study intestinal absorption. Journal of Pharmacological and Toxicological Methods 2013; 68: 208-216.
17. Mihara K, Matsumura M, Yoshioka E, Hanada K, Nakasa H, Ohmori S, Kitada M and Ogata H. Intestinal first-pass metabolism of eperisone in the rat. Pharmaceutical Research 2001; 18: 1131-1137.
18. Nakayama A, Eguchi O, Hatakeyama M, Saitoh H and Takada M. Different absorption behaviors among steroid hormones due to possible interaction with P-glycoprotein in the rat small intestine. Biological and Pharmaceutical Bulletin 1999; 22: 535-538.
19. Nassar AF. Drug Metabolism Handbook: Concepts and Applications. John Wiley & Sons: Chichester, 2009.
20. Obach RS, Zhang Q-Y, Dunbar D and Kaminsky LS. Metabolic characterization of the major human small intestinal cytochrome P450s. Drug Metabolism and Disposition 2001; 29: 347-352.
21. Ohno A, Saito Y, Hanioka N, Jinno H, Saeki M, Ando M, Ozawa S and J-i S. Involvement of human hepatic UGT1A1, UGT2B4, and UGT2B7 in the glucuronidation of carvedilol. Drug Metabolism and Disposition 2004; 32: 235-239.
22. Paine MF, Shen DD, Kunze KL, Perkins JD, Marsh CL, McVicar JP, Barr DM, Gillies BS and Thummel KE. First-pass metabolism of midazolam by the human intestine. Clinical Pharmacology and Therapeutics 1996; 60: 14-24.
23. Qiao X, Ye M, Xiang C, Wang Liu C-f, Miao, W-j M and Guo D-a. Analytical strategy to reveal the in vivo process of multi-component herbal medicine: a pharmacokinetic study of licorice using liquid chromatography coupled with triple quadrupole mass spectrometry. Journal of Chromatography A 2012a; 1258: 84-93.
24. Qiao X, Ye M, Xiang C, Wang Q, Liu C-f, Miao W-j and Guo D-a. Analytical strategy to reveal the in vivo process of multi-component herbal medicine: a pharmacokinetic study of licorice using liquid chromatography coupled with triple quadrupole mass spectrometry. Journal of Chromatography A 2012b; 1258: 84-93.
25. Sun J. Absorption and transportation of oral administration drugs. People's Medical Publishing House: Beijing, 2006; 294.
26. US Food and Drug Administration. Guidance for Industry: Drug Interaction Studies - Study Design, Data Analysis, Implications for Dosing, and Labeling Recommendations. Food and Drug Administration: Rockville, MD, 2012.
27. Vickers A, Fischer V, Connors S, Fisher RL, Baldeck J-P, Maurer G and Brendel K. Cyclosporin A metabolism in human liver, kidney, and intestine slices. Comparison to rat and dog slices and human cell lines. Drug Metabolism and Disposition 1992; 20: 802-809.
28. Wang Z, Klipfell E, Bennett BJ, Koeth R, Levison BS, DuGar B, Feldstein AE, Britt EB, Fu X and Chung Y-M. Gut flora metabolism of phosphatidylcholine promotes cardiovascular disease. Nature 2011; 472: 57-63.
29. Wu C-Y, Benet LZ, Hebert MF, Gupta SK, Rowland M, Gomez DY and Wacher VJ. Differentiation of absorption and first-pass gut and hepatic metabolism in humans: studies with cyclosporine. Clinical Pharmacology and Therapeutics 1995; 58: 492-497.
30. Xiang C, Qiao X, Wang Q, Li R, Miao W, Guo D and Ye M. From single compounds to herbal extract: a strategy to systematically characterize the metabolites of licorice in rats. Drug Metabolism and Disposition 2011; 39: 1597-1608.
31. Xie B, Gong T, Gao R, Liu J, Zuo J, Wang X and Zhang Z. Development of rat urinary HPLC-UV profiling for metabonomic study on Liuwei Dihuang Pills. Journal of Pharmaceutical and Biomedical Analysis 2009; 49: 492-497.
32. Yan R, Ko NL, Li S-L, Tam YK and Lin G. Pharmacokinetics and metabolism of ligustilide, a major bioactive component in Rhizoma Chuanxiong, in the rat. Drug Metabolism and Disposition 2008; 36: 400-408.
33. Yim J-S, Kim Y-S, Moon S-K, Cho K-H, Bae H-S, Kim J-J, Park E-K and Kim D-H. Metabolic activities of ginsenoside Rb1, baicalin, glycyrrhizin and geniposide to their bioactive compounds by human intestinal microflora. Biological and Pharmaceutical Bulletin 2004; 27: 1580-1583.
34. Zhang L, Lin G, Chang Q and Zuo Z. Role of intestinal first-pass metabolism of baicalein in its absorption process. Pharmaceutical Research 2005; 22: 1050-1058.
35. Zhu S, Li L, Thorton C, Carvalho P, Avery BA and Willett KL. Simultaneous determination of benzo [a] pyrene and eight of its metabolites in Fundulus heteroclitus bile using ultra performance liquid chromatography with mass spectrometry. Journal of Chromatography B, Analytical Technologies in the Biomedical and Life Sciences 2008; 863: 141.