Effects of dietary flavonoids on the transport of cimetidine via P-glycoprotein and cationic transporters in Caco-2 and LLC-PK1 cell models

Xenobiotica

Volumn 38, Issue 12, 2008, Pages 1536-1550

  Taur, J S ^a   Rodriguez Proteau, R ^b  

^a EISAI RESEARCH INSTITUTE   (United States)

^b OREGON STATE UNIVERSITY   (United States)

Author keywords

Caco 2 cells; Cimetidine; Flavonoids; LLC PK1 cells; P glycoprotein

Indexed keywords

AGLYCONE; AURANTIIN; CIMETIDINE; FLAVONOID; GENISTEIN; GENISTIN; GLYCOPROTEIN P; GLYCOSIDE; NARINGENIN; PHENOXYBENZAMINE; QUERCETIN; RUTOSIDE; TETRYLAMMONIUM; VERAPAMIL; XANTHOHUMOL;

APICAL MEMBRANE; ARTICLE; BASOLATERAL MEMBRANE; CATION TRANSPORT; CELL CULTURE; CELL MEMBRANE PERMEABILITY; CELL STRAIN; CELL STRAIN CACO 2; DIET; DRUG INHIBITION; HUMAN; HUMAN CELL; IC 50;

ANIMALS; BIOLOGICAL TRANSPORT; CACO-2 CELLS; CIMETIDINE; FLAVANONES; FLAVONOIDS; GENISTEIN; HUMANS; LLC-PK1 CELLS; ORGANIC CATION TRANSPORT PROTEINS; P-GLYCOPROTEIN; PROPIOPHENONES; QUERCETIN; SWINE; TETRAETHYLAMMONIUM;

EID: 56749164877     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.1080/00498250802499467     Document Type: Article

References (42)

1. Adachi Y, Suzuki H, Sugiyama Y. 2001. Comparative studies on in vitro methods for evaluating in vivo function of MDR1P-glycoprotein. Pharmaceutical Research 18:1660-1668.
2. Akiyama T, Ishida J, Nakagawa S, Ogawara H, Watanabe S, Itoh N, Shibuya M, Fukami Y. 1987. Genistein, a specific inhibitor of tyrosine-specific protein kinases. Journal of Biological Chemistry 262:5592-5595.
3. Austin CA, Patel S, Ono K, Nakane H, Fisher LM. 1992. Site-specific DNA cleavage by mammalian DNA topoisomerase II induced by novel flavone and catechin derivatives. Biochemistry Journal 282:883-889.
4. Bindoli A, Valente M, Cavallini L. 1985. Inhibitory action of quercetin on xanthine oxidase and xanthine dehydrogenase activity. Pharmacological Research Communications 17:831-839.
5. Bolt HM, Janning P, Michna H, Degen GH. 2001. Comparative assessment of endocrine modulators with oestrogenic activity: I. Definition of a hygiene-based margin of safety (HBMOS) for xeno-oestrogens against the background of European developments. Archives of Toxicology 74:649-662.
6. Brandle E, Greven J. 1991. Transport of cimetidine across the basolateral membrane of rabbit kidney S2 proximal tubules. Archives Internationales de Pharmacodynamie et de Thérapie 314:169-185.
7. Castro AF, Altenberg GA. 1997. Inhibition of drug transport by genistein in multidrug-resistant cells expressing P-glycoprotein. Biochemical Pharmacology 53:89-93.
8. Chen CH, Hsu HJ, Huang YJ, Lin CJ. 2007. Interaction of flavonoids and intestinal facilitated glucose transporters. Planta Medica 73:348-354.
9. Collett A, Higgs NB, Sims E, Rowland M, Warhurst G. 1999. Modulation of the permeability of H2 receptor antagonists cimetidine and ranitidine by P-glycoprotein in rat intestine and the human colonic cell line Caco-2. Journal of Pharmacology and Experimental Therapeutics 288:171-178.
10. Collett A, Sims E, Walker D, He YL, Ayrton J, Rowland M, Warhurst G. 1996. Comparison of HT29-18-C1 and Caco-2 cell lines as models for studying intestinal paracellular drug absorption. Pharmaceutical Research 13:216-221.
11. Ferte J, Kuhnel JM, Chapuis G, Rolland Y, Lewin G, Schwaller MA. 1999. Flavonoid-related modulators of multidrug resistance: Synthesis, pharmacological activity, and structure-activity relationships. Journal of Medicinal Chemistry 42:478-489.
12. Grundemann D, Babin-Ebell J, Martel F, Ording N, Schmidt A, Schomig E. 1997. Primary structure and functional expression of the apical organic cation transporter from kidney epithelial LLC-PK1 cells. Journal of Biological Chemistry 272:10408-10413.
13. Harborne JB, Baxter H. 1999. Handbook of natural flavonoids. Chichester: Wiley.
14. Hollman PCH, Katan MB. 1997. Absorption, metabolism and health effects of dietary flavonoids in man. Biomedical and Pharmacotherapy 51:305-310.
15. Kim RB, Wandel C, Leake B, Cvetkoic M, Fromm MF, Dempsey PJ, Roden MM, Belas F, Chaudhary AK, Roden DM, et al. 1999. Interrelationship between substrates and inhibitors of human CYP3A and P-glycoprotein. Pharmaceutical Research 16:408-414.
16. Kitagawa S, Nabekura T, Takahashi T, Nakamura Y, Sakamoto H, Tano H, Hirai M, Tsukahara G. 2005. Structure-activity relationships of the inhibitory effects of flavonoids on P-glycoprotein-mediated transport in KB-C2 cells. Biological and Pharmaceutical Bulletin 28:2274-2278.
17. Komatsubara M, Nagata T, Miyauchi S, Kamo N. 1999. Cimetidine enhances the antiproliferative effect of 5-fluorouracil on colon carcinoma SW620. Anticancer Research 19:1153-1157.
18. Komori A, Yatsunami J, Okabe S, Abe S, Hara K, Suganuma M, Kim SJ, Fujiki H. 1993. Anticarcinogenic activity of green tea polyphenols. Japanese Journal of Clinical Oncology 23:186-190.
19. Kuhnau J. 1976. The flavonoids. A class of semi-essential food components: Their role in human nutrition. World Review of Nutrition and Dietetics 24:117-191.
20. Kupferschmidt HH, Ha HR, Ziegler WH, Meier PJ, Krahenbuhl S. 1995. Interaction between grapefruit juice and midazolam in humans. Clinical Pharmacology and Therapeutics 58:20-28.
21. Li Q, Sai Y, Kato Y, Muraoka H, Tamai I, Tsuji A. 2004. Transporter-mediated renal handling of nafamostat mesilate. Journal of Pharmaceutical Sciences 93:262-272.
22. Lin JH, Yamazaki M. 2003. Clinical relevance of P-glycoprotein in drug therapy. Drug Metabolism Reviews 35:417-454.
23. Martel F, Grundemann D, Calhau C, Schomig E. 2001. Apical uptake of organic cations by human intestinal Caco-2 cells: Putative involvement of ASF transporters. Naunyn-Schmiedebergs Archives of Pharmacology 363:40-49.
24. Nair CN. 1988. Proton gradient independent organic cation transport by HeLa cells. Journal of Pharmacology and Experimental Therapeutics 246:121-124.
25. Ofer M, Wolffram S, Koggel A, Spahn-Langguth H, Langguth P. 2005. Modulation of drug transport by selected flavonoids: Involvement of P-gp and OCT? European Journal of Pharmaceutical Sciences 25:263-271.
26. Pounder RE, Williams JG, Russell RC, Milton-Thompson GJ, Misiewicz JJ. 1976. Inhibition of food-stimulated gastric acid secretion by cimetidine. Gut 17:161-168.
27. Prior RL, Cao G. 1999. Antioxidant capacity and polyphenolic components of teas: implications for altering in vivo antioxidant status. Proceedings of the Society for Experimental Biology and Medicine 220:255-261.
28. Rodriguez-Proteau R, Mata JE, Miranda CL, Fan Y, Brown JJ, Buhler DR. 2006. Plant polyphenols and multidrug resistance: Effects of dietary flavonoids on drug transporters in Caco-2 and MDCKII-MDR1 cell transport models. Xenobiotica 36:41-58.
29. Shapiro AB, Ling V. 1997. Effect of quercetin on Hoechst 33342 transport by purified and reconstituted P-glycoprotein. Biochemical Pharmacology 53:587-596.
30. Shapiro AB, Ling V. 1998. The mechanism of ATP-dependent multidrug transport by P-glycoprotein. Acta Physiologica Scandinavica Supplementum 643:227-234.
31. Somogyi AA, Simmons N, Gross AS. 1994. In-vitro potencies of histamine H2-receptor antagonists on tetraethylammonium uptake in rat renal brush-border membrane vesicles. Journal of Pharmaceutical Pharmacology 46:375-377.
32. Stevens JF, Taylor AW, Deinzer ML. 1999. Quantitative analysis of xanthohumol and related prenylflavonoids in hops and beer by liquid chromatography-tandem mass spectrometry. Journal of Chromatography A 832:97-107.
33. Takanaga H, Ohnishi A, Matsuo H, Sawada Y. 1998. Inhibition of vinblastine efflux mediated by P-glycoprotein by grapefruit juice components in caco-2 cells. Biological and Pharmaceutical Bulletin 21:1062-1066.
34. Takano M, Inui K, Okano T, Hori R. 1985. Cimetidine transport in rat renal brush border and basolateral membrane vesicles. Life Science 37:1579-1585.
35. Urakami Y, Kimura N, Okuda M, Masuda S, Katsura T, Inui K. 2005. Transcellular transport of creatinine in renal tubular epithelial cell line LLC-PK1. Drug Metabolism and Pharmacokinetics 20:200-205.
36. Urakami Y, Okuda M, Saito H, Inui K. 2000. Hormonal regulation of organic cation transporter OCT2 expression in rat kidney. FEBS Letters 473:173-176.
37. Walle UK, French KL, Walgren RA, Walle T. 1999. Transport of genistein-7-glucoside by human intestinal CACO-2 cells: Potential role for MRP2. Research Communications in Molecular Pathology and Pharmacology 103:45-56.
38. Wang YH, Chao PD, Hsiu SL, Wen KC, Hou YC. 2004. Lethal quercetin-digoxin interaction in pigs. Life Science 74:1191-1197.
39. Watanabe S, Yamaguchi M, Sobue T, Takahashi T, Miura T, Arai Y, Mazur W, Wahala K, Adlercreutz H. 1998. Pharmacokinetics of soybean isoflavones in plasma, urine and feces of men after ingestion of 60 g baked soybean powder (kinako). Journal of Nutrition 128:1710-1715.
40. Wenzel U, Kuntz S, Daniel H. 2001. Flavonoids with epidermal growth factor-receptor tyrosine kinase inhibitory activity stimulate PEPT1-mediated cefixime uptake into human intestinal epithelial cells. Journal of Pharmacology and Experimental Therapeutics 299:351-357.
41. Yabuuchi H, Tamai I, Nezu J, Sakamoto K, Oku A, Shimane M, Sai Y, Tsuji A. 1999. Novel membrane transporter OCTN1 mediates multispecific, bidirectional, and pH-dependent transport of organic cations. Journal of Pharmacology and Experimental Therapeutics 289:768-773.
42. Yanagihara K, Ito A, Toge T, Numoto M. 1993. Antiproliferative effects of isoflavones on human cancer cell lines established from the gastrointestinal tract. Cancer Research 53:5815-5821.