Modulation of (-)-epicatechin metabolism by coadministration with other polyphenols in caco-2 cell model

Drug Metabolism and Disposition

Volumn 43, Issue 1, 2015, Pages 9-16

  Sanchez Bridge, Belén ^a   Lévèques, Antoine ^a   Li, Hequn ^b   Bertschy, Emmanuelle ^a   Patin, Amaury ^a   Actis Goretta, Lucas ^a  

^a NESTLÉ RESEARCH CENTER   (Switzerland)

^b WAGENINGEN UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CHLOROGENIC ACID; CHRYSIN; DIOSMETIN; EPICATECHIN; EQUOL; FLAVONOL DERIVATIVE; GENISTEIN; HESPERETIN; ISORHAMNETIN; KAEMPFEROL; LUTEOLIN; NEVADENSIN; POLYPHENOL DERIVATIVE; QUERCETIN; UMBELLIFERONE; CATECHIN; POLYPHENOL;

APICAL MEMBRANE; ARTICLE; BASOLATERAL MEMBRANE; CACO 2 CELL LINE; CONTROLLED STUDY; HUMAN; HUMAN CELL; INTESTINE ABSORPTION; METABOLISM; PASSIVE TRANSPORT; INTESTINE; PHYSIOLOGY; TRANSPORT AT THE CELLULAR LEVEL; TUMOR CELL LINE;

THEOBROMA CACAO;

BIOLOGICAL TRANSPORT; CACO-2 CELLS; CATECHIN; CELL LINE, TUMOR; HUMANS; INTESTINAL ABSORPTION; INTESTINES; POLYPHENOLS;

EID: 84919608288     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.114.060590     Document Type: Article

References (37)

1. Actis-Goretta L, Lévèques A, Giuffrida F, Romanov-Michailidis F, Viton F, Barron D, Duenas-Paton M, Gonzalez-Manzano S, Santos-Buelga C, and Williamson G, et al. (2012) Elucidation of (-)-epicatechin metabolites after ingestion of chocolate by healthy humans. Free Radic Biol Med 53:787-795.
2. Actis-Goretta L, Lévèques A, Rein M, Teml A, Schäfer C, Hofmann U, Li H, Schwab M, Eichelbaum M, and Williamson G (2013) Intestinal absorption, metabolism, and excretion of (-)-epicatechin in healthy humans assessed by using an intestinal perfusion technique. Am J Clin Nutr 98:924-933.
3. Arts IC, Hollman PC, Feskens EJ, Bueno de Mesquita HB, and Kromhout D (2001) Catechin intake might explain the inverse relation between tea consumption and ischemic heart disease: the Zutphen Elderly Study. Am J Clin Nutr 74:227-232.
4. Borges G, Mullen W, Mullan A, Lean ME, Roberts SA, and Crozier A (2010) Bioavailability of multiple components following acute ingestion of a polyphenol-rich juice drink. Mol Nutr Food Res 54 (Suppl 2):S268-S277.
5. Brand W, Padilla B, van Bladeren PJ, Williamson G, and Rietjens IM (2010) The effect of coadministered flavonoids on the metabolism of hesperetin and the disposition of its metabolites in Caco-2 cell monolayers. Mol Nutr Food Res 54:851-860.
6. Chan KY, Zhang L, and Zuo Z (2007) Intestinal efflux transport kinetics of green tea catechins in Caco-2 monolayer model. J Pharm Pharmacol 59:395-400.
7. Chen Z, Chen M, Pan H, Sun S, Li L, Zeng S, and Jiang H (2011) Role of catechol-Omethyltransferase in the disposition of luteolin in rats. Drug Metab Dispos 39:667-674.
8. de Pascual-Teresa S, Santos-Buelga C, and Rivas-Gonzalo JC (2000) Quantitative analysis of flavan-3-ols in Spanish foodstuffs and beverages. J Agric Food Chem 48:5331-5337.
9. Catechin is metabolized by both the small intestine and liver of rats. J Nutr 131: 1753 - 1757.
10. Fayz S, Cherry WF, Dawson JR, Mulder GJ, and Pang KS (1984) Inhibition of acetaminophen sulfation by 2,6-dichloro-4-nitrophenol in the perfused rat liver preparation. Lack of a compensatory increase of glucuronidation. Drug Metab Dispos 12:323-329.
11. Feng WY (2006) Metabolism of green tea catechins: an overview. Curr Drug Metab 7: 755-809.
12. González-Manzano S, González-Paramás A, Santos-Buelga C, and Dueñas M (2009) Preparation and characterization of catechin sulfates, glucuronides, and methylethers with metabolic interest. J Agric Food Chem 57:1231-1238.
13. Identification of the major antioxidative metabolites in biological fluids of the rat with ingested (+)-catechin and (-)-epicatechin. Biosci Biotechnol Biochem 63:973-977.
14. Heiss C, Kleinbongard P, Dejam A, Perré S, Schroeter H, Sies H, and Kelm M (2005) Acute consumption of flavanol-rich cocoa and the reversal of endothelial dysfunction in smokers. J Am Coll Cardiol 46:1276-1283.
15. Hertog MG, Feskens EJ, Hollman PC, Katan MB, and Kromhout D (1993) Dietary antioxidant flavonoids and risk of coronary heart disease: the Zutphen Elderly Study. Lancet 342: 1007-1011.
16. Hertog MG, Feskens EJ, and Kromhout D (1997) Antioxidant flavonols and coronary heart disease risk. Lancet 349:699.
17. Hidalgo IJ, Raub TJ, and Borchardt RT (1989) Characterization of the human colon carcinoma cell line (Caco-2) as a model system for intestinal epithelial permeability. Gastroenterology 96: 736-749.
18. Hooper L, Kay C, Abdelhamid A, Kroon PA, Cohn JS, Rimm EB, and Cassidy A (2012) Effects of chocolate, cocoa, and flavan-3-ols on cardiovascular health: a systematic review and metaanalysis of randomized trials. Am J Clin Nutr 95:740-751.
19. Loke WM, Hodgson JM, Proudfoot JM, McKinley AJ, Puddey IB, and Croft KD (2008) Pure dietary flavonoids quercetin and (-)-epicatechin augment nitric oxide products and reduce endothelin-1 acutely in healthy men. Am J Clin Nutr 88:1018-1025.
20. Manach C, Williamson G, Morand C, Scalbert A, and Rémésy C (2005) Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies. Am J Clin Nutr 81(1, Suppl)230S-242S.
21. Flavonoid intake and cardiovascular disease mortality: a prospective study in postmenopausal women. Am J Clin Nutr 85:895-909.
22. Morimitsu Y, Sugihara N, and Furuno K (2004) Inhibitory effect of flavonoids on sulfo- and glucurono-conjugation of acetaminophen in rat cultured hepatocytes and liver subcellular preparations. Biol Pharm Bull 27:714-717.
23. Neilson AP and Ferruzzi MG (2011) Influence of formulation and processing on absorption and metabolism of flavan-3-ols from tea and cocoa. Annual Rev Food Sci Technol 2:125-151.
24. Scalbert A and Williamson G (2000) Dietary intake and bioavailability of polyphenols. J Nutr 130(8S, Suppl)2073S-2085S.
25. Schramm DD, Karim M, Schrader HR, Holt RR, Kirkpatrick NJ, Polagruto JA, Ensunsa JL, Schmitz HH, and Keen CL (2003) Food effects on the absorption and pharmacokinetics of cocoa flavanols. Life Sci 73:857-869.
26. Schroeter H, Heiss C, Balzer J, Kleinbongard P, Keen CL, Hollenberg NK, Sies H, Kwik-Uribe C, Schmitz HH, and Kelm M (2006) (-)-Epicatechin mediates beneficial effects of flavanol-rich cocoa on vascular function in humans. Proc Natl Acad Sci USA 103:1024-1029.
27. Flavonoid-rich cocoa consumption affects multiple cardiovascular risk factors in a metaanalysis of short-term studies. J Nutr 141:1982-1988.
28. Singh A, Naidu PS, and Kulkarni SK (2003) Quercetin potentiates L-Dopa reversal of druginduced catalepsy in rats: possible COMT/MAO inhibition. Pharmacology 68:81-88.
29. Takano M, Yumoto R, and Murakami T (2006) Expression and function of efflux drug transporters in the intestine. Pharmacol Ther 109:137-161.
30. Tian XJ, Yang XW, Yang X, and Wang K (2009) Studies of intestinal permeability of 36 flavonoids using Caco-2 cell monolayer model. Int J Pharm 367:58-64.
31. Green tea reduces LDL oxidability and improves vascular function. J Am Coll Nutr 27:209-213.
32. Vaidyanathan JB and Walle T (2001) Transport and metabolism of the tea flavonoid (-)-epicatechin by the human intestinal cell line Caco-2. Pharm Res 18:1420-1425.
33. Wang P, Heber D, and Henning SM (2012) Quercetin increased bioavailability and decreased methylation of green tea polyphenols in vitro and in vivo. Food Funct 3:635-642.
34. Wong CC and Williamson G (2013) Inhibition of hydroxycinnamic acid sulfation by flavonoids and their conjugated metabolites. Biofactors 39:644-651.
35. Yamashita S, Furubayashi T, Kataoka M, Sakane T, Sezaki H, and Tokuda H (2000) Optimized conditions for prediction of intestinal drug permeability using Caco-2 cells. Eur J Pharm Sci 10:195-204.
36. Zhang L, Zheng Y, Chow MS, and Zuo Z (2004) Investigation of intestinal absorption and disposition of green tea catechins by Caco-2 monolayer model. Int J Pharm 287:1-12.
37. Zhu BT and Liehr JG (1996) Inhibition of catechol O-methyltransferase-catalyzed O-methylation of 2- and 4-hydroxyestradiol by quercetin. Possible role in estradiol-induced tumorigenesis. J Biol Chem 271:1357-1363.