Physiological levels of tea catechins increase cellular lipid antioxidant activity of vitamin C and vitamin E in human intestinal Caco-2 cells

Chemico-Biological Interactions

Volumn 169, Issue 2, 2007, Pages 91-99

  Intra, Janjira ^a   Kuo, Shiu Ming ^a  

^a UNIVERSITY AT BUFFALO   (United States)

Author keywords

( ) Epigallocatechin 3 gallate; Caco 2 cells; Malondialdehyde; Vitamin C; Vitamin E

Indexed keywords

ALPHA TOCOPHEROL; ASCORBIC ACID; CATECHIN; EPIGALLOCATECHIN GALLATE; HYDROXYL RADICAL; MALONALDEHYDE; POLYPHENOL;

ANTIOXIDANT ACTIVITY; ARTICLE; CELL STRAIN CACO 2; CONTROLLED STUDY; FRUIT; HUMAN; HUMAN CELL; INTESTINE CELL; OXIDATIVE STRESS; VEGETABLE;

ANTIOXIDANTS; ASCORBIC ACID; CACO-2 CELLS; CATECHIN; HUMANS; INTESTINES; LIPID METABOLISM; MALONDIALDEHYDE; TEA; VITAMIN E;

EID: 34547183064     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbi.2007.05.007     Document Type: Article

References (52)

1. Minotti G., and Aust S.D. The requirement for iron (III) in the initiation of lipid peroxidation by iron (II) and hydrogen peroxide. J. Biol. Chem. 262 (1987) 1098-1104
2. Slatter D.A., Avery N.C., and Bailey A.J. Identification of a new cross-link and unique histidine adduct from bovine serum albumin incubated with malondialdehyde. J. Biol. Chem. 279 (2004) 61-69
3. Niedernhofer L.J., Daniels J.S., Rouzer C.A., Greene R.E., and Marnett L.J. Malondialdehyde, a product of lipid peroxidation, is mutagenic in human cells. J. Biol. Chem. 278 (2003) 31426-31433
4. Marnett L. Chemistry and biology of DNA damage by malondialdehyde. IARC Sci. Publ. 150 (1999) 17-27
5. Ji C., Rouzer C.A., Marnett L.J., and Pietenpol J.A. Induction of cell cycle arrest by the endogenous product of lipid peroxidation, malondialdehyde. Carcinogenesis 19 (1998) 1275-1283
6. Schriner S.E., Linford N.J., Martin G.M., Treuting P., Ogburn C.E., Emond M., Coskun P.E., Ladiges W., Wolf N., Van Remmen H., Wallace D.C., and Rabinovitch P.S. Extension of murine life span by overexpression of catalase targeted to mitochondria. Science 308 (2005) 1909-1911
7. Ignatov S., Shishniashvili D., Ge B., Scheller F.W., and Lisdat F. Amperometric biosensor based on a functionalized gold electrode for the detection of antioxidants. Biosens. Bioelectron. 17 (2002) 191-199
8. Aldini G., Yeum K.J., Carini M., Krinsky N.I., and Russell R. (-)-Epigallocatechin-3-gallate prevents oxidative damage in both the aqueous and lipid compartments of human plasma. Biochem. Biophys. Res. Commun. 302 (2003) 409-414
9. Lotito S.B., and Fraga C.G. Catechins delay lipid oxidation and alpha-tocopherol and beta-carotene depletion following ascorbate depletion in human plasma. Proc. Soc. Exp. Biol. Med. 225 (2000) 32-38
10. Lee S., Suh S., and Kim S. Protective effects of the green tea polyphenol (-)-epigallocatechin gallate against hippocampal neuronal damage after transient global ischemia in gerbils. Neurosci. Lett. 287 (2000) 191-194
11. Nagai K., Jiang M., Hada J., Nagata T., Yajima Y., Yamamoto S., and Nishizaki T. (-)-Epigallocatechin gallate protects against NO stress-induced neuronal damage after ischemia by acting as an anti-oxidant. Brain Res. 956 (2002) 319-322
12. Giakoustidis A., Giakoustidis D., Iliadis S., Papageorgiou G., Koliakou K., Kontos N., Taitzoglou I., Botsoglou E., Papanikolaou V., Atmatzidis K., Takoudas D., and Antoniadis A. Attenuation of intestinal ischemia/reperfusion induced liver and lung injury by intraperitoneal administration of (-)-epigallocatechin-3-gallate. Free Radic. Res. 40 (2006) 103-110
13. Zhang B., and Osborne N. Oxidative-induced retinal degeneration is attenuated by epigallocatechin gallate. Brain Res. 1124 (2006) 176-187
14. Lambert J.D., Lee M.J., Diamond L., Ju J., Bose H.J.M., Newmark H.L., and Yang C.S. Dose-dependent levels of epigallocatechin-3-gallate in human colon cancer cells and mouse plasma and tissues. Drug Metab. Dispos. 34 (2006) 8-11
15. Elbling L., Weiss R.M., Teufelhofer O., Uhl M., Knasmueller S., Schulte-Hermann R., Berger W., and Micksche M. Green tea extract and (-)-epigallocatechin-3-gallate, the major tea catechin, exert oxidant but lack antioxidant activities. FASEB J. 19 (2005) 807-809
16. Nakagawa H., Hasumi K., Woo J.T., Nagai K., and Wachi M. Generation of hydrogen peroxide primarily contributes to the induction of Fe(II)-dependent apoptosis in Jurkat cells by (-)-epigallocatechin gallate. Carcinogenesis 25 (2004) 1567-1574
17. Choi Y., Jung C., Lee S., Bae J., Baek W., Suh M., Park J., Park C., and Suh S. The green tea polyphenol (-)-epigallocatechin gallate attenuates beta-amyloid-induced neurotoxicity in cultured hippocampal neurons. Life Sci. 70 (2001) 603-614
18. Shimizu M., Deguchi A., Hara Y., Moriwaki H., and Weinstein I. EGCG inhibits activation of the insulin-like growth factor-1 receptor in human colon cancer cells. Biochem. Biophys. Res. Commun. 334 (2005) 947-953
19. Shimizu M., Deguchi A., Joe A., Mckoy J., Moriwaki H., and Weinstein I. EGCG inhibits activation of HER3 and expression of cyclooxygenase-2 in human colon cancer cells. J. Exp. There. Oncol. 5 (2005) 69-78
20. Khan N., Afaq F., Saleem M., Ahmad N., and Mukhtar H. Targeting multiple signaling pathways by green tea polyphenol (-)-epigallocatechin-3-gallate. Cancer Res. 66 (2006) 2500-2505
21. Monteiro R., Calhau C., Martel F., Faria A., Mateus N., and Azevedo I. Modulation of MPP+ uptake by tea and some of its components in Caco-2 cells. Naunyn. Schmiedebergs. Arch. Pharmacol. 372 (2005) 147-152
22. Jung J., Han C., Jeong Y., Kim H., Lim H., Lee K., Park H., Oh W., Kim S., and WJ K. Epigallocatechin gallate inhibits nitric oxide-induced apoptosis in rat PC12 cells. Neurosci. Lett. 411 (2007) 222-227
23. Chu K.O., Wang C.C., Chu C.Y., Chan K.P., Rogers M.S., Choy K.W., and Pang C.P. Pharmacokinetic studies of green tea catechins in maternal plasma and fetuses in rats. J. Pharm. Sci. 95 (2006) 1372-1381
24. Vaidyanathan J.B., and Walle T. Cellular uptake and efflux of the tea flavonoid (-)-epicatechin-3-gallate in the human intestial cell line Caco-2. J. Pharmacol. Exp. Ther. 307 (2003) 745-752
25. Zhang L., Zheng Y., Chow M.S., and Zuo Z. Investigation of intestinal absorption and disposition of green tea catechins by Caco-2 monolayer model. Int. J. Pharm. 287 (2004) 1-12
26. Chan K., Zhang L., and Zuo Z. Intestinal efflux transport kinetics of green tea catechins in Caco-2 monolayer model. J. Pharm. Pharmacol. 59 (2007) 395-400
27. Trichopoulou A., Costacou T., Bamia C., and Trichopoulos D. Adherence to a Mediterranean diet and survival in a Greek population. New England J. Med. 348 (2003) 2599-2608
28. Peng I.-W., and Kuo S.-M. Flavonoid structure affects the inhibition of lipid peroxidation in Caco-2 intestinal cells at physiological concentrations. J. Nutr. 133 (2003) 2184-2187
29. Stahl W., van den Berg H., Arthur J., Bast A., Dainty J., Faulks R.M., Gartner C., Haenen G., Hollman P., Holst B., Kelly F.J., Polidori M.C., Rice-Evans C., Southon S., van Vliet T., Vina-Ribes J., Williamson G., and Astley S.B. Bioavailability and metabolism. Mol. Aspects Med. 23 (2002) 39-100
30. Fariss M.W., Nicholls-Grzemski F.A., Tirmenstein M.A., and Zhang J.G. Enhanced antioxidant and cytoprotective abilities of vitamin E succinate is associated with a rapid uptake advantage in rat hepatocytes and mitochondria. Free Radic. Biol. Med. 31 (2001) 530-541
31. Chepda T., Cadau M., Girin P., Frey J., and Chamson A. Monitoring of ascorbate at a constant rate in cell culture: effect on cell growth. In Vitro Cell Dev. Biol. Anim. 37 (2001) 26-30
32. Hillstrom R.J., Yacapin-Ammons A.K., and Lynch S.M. Vitamin C inhibits lipid oxidation in human HDL. J. Nutr. 133 (2003) 3047-3051
33. Pfanzagl B. Ascorbate is particularly effective against LDL oxidation in the presence of iron(III) and homocysteine/cystine at acidic pH. Biochim. Biophys. Acta 1736 (2005) 237-243
34. USDA, USDA database for the flavonoid content of selected foods, U.S. Department of Agriculture, 2003.
35. Li C., and Xie B. Evaluation of the antioxidant and pro-oxidant effects of tea catechin oxypolymers. J. Agric. Food Chem. 48 (2000) 6362-6366
36. Salah N., Miller N., Paganga G., Tijburg L., Bolwell G., and Rice-Evans C. Polyphenolic flavanols as scavengers of aqueous phase radicals and as chain-breaking antioxidants. Arch. Biochem. Biophys. 322 (1995) 339-346
37. Jovanovic S.V., and Simic M.G. Antioxidants in nutrition. Ann. N. Y. Acad. Sci. 899 (2000) 326-334
38. Sugisawa A., and Umegaki K. Physiological concentrations of (-)-epigallocatechin-3-o-gallate (EGCg) prevent chromosomal damage induced by reactive oxygen species in WIL2-NS cells. J. Nutr. 132 (2002) 1836-1839
39. Fu Y., and Koo M. EGCG protects HT-22 cells against glutamate-induced oxidative stress. Neurotox. Res. 10 (2006) 23-30
40. Kuo S.-M., Leavitt P., and Lin C.-P. Dietary flavonoids interact with trace metals and affect metallothionein level in human intestinal cells. Biol. Trace Element Res. 62 (1998) 135-153
41. Yoshioka H., Senba Y., Saito K., Kimura T., and Hayakawa F. Spin-trapping study on the hydroxyl radical formed from a tea catechin-Cu(II) system. Biosci. Biotechnol. Biochem. 65 (2001) 1697-1706
42. 2+-mediated oxidative modification of human low density lipoportiens. Eur. J. Nutr. 44 (2005) 422-428
43. Packer J., Slater T., and Willson R. Direct observation of a free radical interaction between vitamin E and vitamin C. Nature 278 (1979) 737-738
44. Niki E. Interaction of ascorbate and alpha-tocopherol. Ann. N. Y. Acad. Sci. 498 (1987) 186-199
45. Sugimoto M., Okugawa Y., and Miwa N. Preventive effects of phosphorylated ascorbate on ultraviolet-B induced apoptotic cell death and DNA strand cleavage through enrichment of intracellular vitamin C in skin epidermal keratinocytes. Free Radic. Res. 40 (2006) 213-221
46. Brown K.M., Morrice P.C., and Duthie G.G. Erythrocyte vitamin E and plasma ascorbate concentrations in relation to erythrocyte peroxidation in smokers and nonsmokers: dose response to vitamin E supplementation. Am. J. Clin. Nutr. 65 (1997) 496-502
47. Versari D., Daghini E., Rodriguez-Porcel M., Sattler K., Galili O., Pilarczyk K., Napoli C., Lerman L., and Lerman A. Chronic antioxidant supplementation impairs coronary endothelial function and myocardial perfusion in normal pigs. Hypertension 47 (2006) 475-481
48. Laranjinha J., Vieira O., Madeira V., and Almeida L. Two related phenolic antioxidants with opposite effects on vitamin E content in low density lipoproteins oxidized by ferrylmyoglobin: consumption vs regeneration. Arch. Biochem. Biophys. 323 (1995) 373-381
49. Laranjinha J., and Cadenas E. Redox cycles of caffeic acid, alpha-tocopherol, and ascorbate: implications for protection of low-density lipoproteins against oxidation. IUBMB Life 48 (1999) 57-65
50. Laranjinha J. Redox cycles of caffeic acid with alpha-tocopherol and ascorbate. Meth. Enzymol. 335 (2001) 282-295
51. Mukai K., Mitani S., Ohara K., and Nagaoka S. Structure-activity relationship of the tocopherol-regeneration reaction by catechins. Free Radic. Biol. Med. 38 (2005) 1243-1256
52. Frank J., Budek A., Lundh T., Parker R., Swanson J., Lourenco C., Gago B., Laranjinha J., Vessby B., and Kamal-Eldin A. Dietary flavonoids with a catechol structure increase alpha-tocopherol in rats and protect the vitamin from oxidation in vitro. J. Lipid Res. 47 (2006) 2718-2725