Antioxidant activity and metabolite profile of quercetin in vitamin-E-depleted rats

Journal of Nutritional Biochemistry

Volumn 19, Issue 7, 2008, Pages 467-474

  Ameho, Clement K ^a,b   Chen, C Y Oliver ^a   Smith, Donald ^a   Sánchez Moreno, Concepción ^c   Milbury, Paul E ^a   Blumberg, Jeffrey B ^a  

^a TUFTS UNIVERSITY   (United States)

^b UNIVERSITY OF KENTUCKY   (United States)

^c INSTITUTO DEL FRÍO CSIC   (Spain)

Author keywords

Tocopherol; Antioxidants; Metabolism; Quercetin; Rats

Indexed keywords

ALPHA TOCOPHEROL; CARBONYL DERIVATIVE; ISORHAMNETIN; MALONALDEHYDE; PYRUVATE KINASE; QUERCETIN;

ALPHA TOCOPHEROL DEFICIENCY; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; DIET SUPPLEMENTATION; DRUG METABOLISM; METABOLITE; NONHUMAN; RAT;

ALPHA-TOCOPHEROL; ANIMALS; ANTIOXIDANTS; MALE; OXIDATIVE STRESS; PYRUVATE KINASE; QUERCETIN; RATS; VITAMIN E DEFICIENCY;

RATTUS;

EID: 44649113123     PISSN: 09552863     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jnutbio.2007.06.004     Document Type: Article

References (54)

1. Sesso H.D., Gaziano J.M., Liu S., and Buring J.E. Flavonoid intake and the risk of cardiovascular disease in women. Am J Clin Nutr 77 (2003) 1400-1408
2. Ross J.A., and Kasum C.M. Dietary flavonoids: bioavailability, metabolic effects, and safety. Annu Rev Nutr 22 (2002) 19-34
3. Formica J.V., and Regelson W. Review of the biology of quercetin and related bioflavonoids. Food Chem Toxicol 33 (1995) 1061-1080
4. Sestili P., Guidarelli A., Dacha M., and Cantoni O. Quercetin prevents DNA single strand breakage and cytotoxicity caused by tert-butylhydroperoxide: free radical scavenging versus iron chelating mechanism. Free Radic Biol Med 25 (1988) 196-200
5. Pedrielli P., and Skibsted L.H. Antioxidant synergy and regeneration effect of quercetin, (-)-epicatechin, and (+)-catechin on alpha-tocopherol in homogeneous solutions of peroxidating methyl linoleate. J Agric Food Chem 50 (2002) 7138-7144
6. Lambert J.D., Hong J., Yang G.Y., Liao J., and Yang C.S. Inhibition of carcinogenesis by polyphenols: evidence from laboratory investigations. Am J Clin Nutr 81 (2005) S284-S291
7. Tan W.F., Lin L.P., Li M.H., Zhang Y.X., Tong Y.G., Xiao D., et al. Quercetin, a dietary-derived flavonoid, possesses antiangiogenic potential. Eur J Pharmacol 459 (2003) 255-262
8. Hackl L.P., Cuttle G., Dovichi S.S., Lima-Landman M.T., and Nicolau M. Inhibition of angiotensin-converting enzyme by quercetin alters the vascular response to bradykinin and angiotensin I. Pharmacology 65 (2002) 182-186
9. Graf B.A., Ameho C., Dolnikowski G.G., Milbury P.E., Chen C.Y., and Blumberg J.B. Quercetin metabolism in the gastrointestinal tract of the rat. J Nutr 136 (2006) 39-44
10. de Boer V.C., Dihal A.A., van der Woude H., Arts I.C., Wolffram S., Alink G.M., et al. Tissue distribution of quercetin in rats and pigs. J Nutr 135 (2005) 1718-1725
11. van der Woude H., Boersma M.G., Vervoort J., and Rietjens I.M. Identification of 14 quercetin phase II mono- and mixed conjugates and their formation by rat and human phase II in vitro model systems. Chem Res Toxicol 17 (2004) 1520-1530
12. Manach C., Morand C., Demigne C., Texier O., Regerat F., and Remesy C. Bioavailability of rutin and quercetin in rats. FEBS Lett 409 (1997) 12-16
13. Morand C., Crespy V., Manach C., Besson C., Demigne C., and Remesy C. Plasma metabolites of quercetin and their antioxidant properties. Am J Physiol 275 (1998) R212-R219
14. Chen C.Y., Milbury P.E., Lapsley K., and Blumberg J.B. Flavonoids from almond skins are bioavailable and act synergistically with vitamins C and E to enhance hamster and human LDL resistance to oxidation. J Nutr 135 (2005) 1366-1373
15. Choi E.J., Chee K.M., and Lee B.H. Anti- and prooxidant effects of chronic quercetin administration in rats. Eur J Pharmacol 482 (2003) 281-285
16. Frank J., Budek A., Lundh T., Parker R.S., Swanson J.E., Lourenco C.F., et al. 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
17. Benito S., Buxaderas S., and Mitjavila M.T. Flavonoid metabolites and susceptibility of rat lipoproteins to oxidation. Am J Physiol Heart Circ Physiol 287 (2004) H2819-H2824
18. Fremont L., Gozzelino M.T., Franchi M.P., and Linard A. Dietary flavonoids reduce lipid peroxidation in rats fed polyunsaturated or monounsaturated fat diets. J Nutr 128 (1998) 1495-1502
19. Reeves P.G., Nielsen F.H., and Fahey Jr. G.C. AIN-93 purified diets for laboratory rodents: final report of the American Institute of Nutrition ad hoc writing committee on the reformulation of the AIN-76A rodent diet. J Nutr 123 (1993) 1939-1951
20. Nutrient requirements of laboratory animals. Subcommittee on Animal Nutrition. National Research Council. 4th ed (1995), National Academic Press, Washington, DC
21. Martín A., Foxall T., Blumberg J.B., and Meydani M. Vitamin E inhibits low-density lipoprotein-induced adhesion of monocytes to human aortic endothelial cells in vitro. Arterioscler Thromb Vasc Biol 17 (1997) 429-436
22. Dhahbi J.M., Mote P.L., Wingo J., Rowley B.C., Cao S.X., Walford R.L., et al. Caloric restriction alters the feeding response of key metabolic enzyme genes. Mech Ageing Dev 122 (2001) 1033-1048
23. Beutler E., Blume K.G., Kaplan J.C., Lohr G.W., Ramot B., and Valentine W.N. International Committee for Standardization in Haematology: recommended methods for red-cell enzyme analysis. Br J Haematol 35 (1997) 331-340
24. Huang D., Ou B., Hampsch-Woodill M., Flanagan J.A., and Prior R.L. High-throughput assay of oxygen radical absorbance capacity (ORAC) using a multichannel liquid handling system coupled with a microplate fluorescence reader in 96-well format. J Agric Food Chem 50 (2002) 4437-4444
25. Volpi N., and Tarugi P. Improvement in the high-performance liquid chromatography malondialdehyde level determination in normal human plasma. J Chromatogr B Biomed Sci Appl 713 (1998) 433-437
26. Reznick A.Z., and Packer L. Oxidative damage to proteins: spectrophotometric method for carbonyl assay. Methods Enzymol 233 (1994) 357-363
27. Machlin L.J., Gabriel E., Spiegel H.E., Horn L.R., Brin M., and Nelson J. Plasma activity of pyruvate kinase and glutamic oxalacetic transaminase as indices of myopathy in the vitamin E deficient rat. J Nutr 108 (1978) 1963-1968
28. Buettner G.R. The pecking order of free radicals and antioxidants: lipid peroxidation, α-tocopherol, and ascorbate. Arch Biochem Biophys 300 (1993) 535-543
29. Frank J., Lundh T., Parker R.S., Swanson J.E., Vessby B., and Kamal-Eldin A. Dietary (+)-catechin and BHT markedly increase alpha-tocopherol concentrations in rats by a tocopherol-omega-hydroxylase-independent mechanism. J Nutr 133 (2003) 3195-3199
30. Kumar P., Khanna M., Srivastava V., Tyagi Y.K., Raj H.G., and Ravi K. Effect of quercetin supplementation on lung antioxidants after experimental influenza virus infection. Exp Lung Res 31 (2005) 449-459
31. Hollman P.C., and Katan M.B. Bioavailability and health effects of dietary flavonols in man. Arch Toxicol Suppl 20 (1998) 237-248
32. Hollman P.C., van Trijp J.M., Mengelers M.J., de Vries J.H., and Katan M.B. Bioavailability of the dietary antioxidant flavonol quercetin in man. Cancer Lett 114 (1997) 139-140
33. Olthof M.R., Hollman P.C.H., Vree T.B., and Katan M.B. Bioavailabilities of quercetin-3-glucoside and quercetin-4-glucoside do not differ in humans. J Nutr 130 (2000) 1200-1203
34. Cermak R., Landgraf S., and Wolffram S. The bioavailability of quercetin in pigs depends on the glycoside moiety and on dietary factors. J Nutr 133 (2003) 2802-2807
35. Arts M.J., Haenen G.R., Voss H.P., and Bast A. Masking of antioxidant capacity by the interaction of flavonoids with protein. Food Chem Toxicol 39 (2001) 787-791
36. Lesser S., Cermak R., and Wolffram S. Bioavailability of quercetin in pigs is influenced by the dietary fat content. J Nutr 134 (2004) 1508-1511
37. Ng H.P., Wang Y.F., Lee C.Y., and Hu M.L. Toxicological and antioxidant effects of short-term dehydroepiandrosterone injection in young rats fed diets deficient or adequate in vitamin E. Food Chem Toxicol 37 (1999) 503-508
38. Ramirez-Tortosa C., Andersen O.M., Gardner P.T., Morrice P.C., Wood S.G., Duthie S.J., et al. Anthocyanin-rich extract decreases indices of lipid peroxidation and DNA damage in vitamin E-depleted rats. Free Radic Biol Med 31 (2001) 1033-1037
39. Navarro F., Navas P., Burgess J.R., Bello R.I., De Cabo R., Arroyo A., et al. Vitamin E and selenium deficiency induces expression of the ubiquinone-dependent antioxidant system at the plasma membrane. FASEB J 12 (1998) 1665-1673
40. van Acker F.A.A., Schouten O., Haenen G.R., van der Vijgh W.J., and Bast A. Flavonoids can replace α-tocopherol as an antioxidant. FEBS Lett 473 (2000) 145-148
41. Chen T.J., Jeng J.Y., Lin C.W., Wu C.Y., and Chen Y.C. Quercetin inhibition of ROS-dependent and -independent apoptosis in rat glioma C6 cells. Toxicology 223 (2006) 113-126
42. Wagner C., Fachinetto R., Dalla Corte C.L., Brito V.B., Severo D., de Oliveira Costa Dias G., et al. Quercitrin, a glycoside form of quercetin, prevents lipid peroxidation in vitro. Brain Res 1107 (2006) 192-198
43. de Whalley C.V., Rankin S.M., Hoult J.R., Jessup W., and Leake D.S. Flavonoids inhibit the oxidative modification of low-density lipoproteins by macrophages. Biochem Pharmacol 39 (1990) 1743-1750
44. Igarashi K., and Ohmuma M. Effects of isorhamnetin, rhamnetin, and quercetin on the concentrations of cholesterol and lipoperoxide in the serum and liver and on the blood and liver antioxidative enzyme activities of rats. Biosci Biotechnol Biochem 59 (1995) 595-601
45. Lu H.W., Sugahara K., Sagara Y., Masuoka N., Asaka Y., Manabe M., et al. Effect of three flavonoids, 5,7,3′,4′-tetrahydroxy-3-methoxy flavone, luteolin, and quercetin, on the stimulus-induced superoxide generation and tyrosyl phosphorylation of proteins in human neutrophil. Arch Biochem Biophys 393 (2001) 73-77
46. Duarte J., Galisteo M., Ocete M.A., Perez-Vizcaino F., Zarzuelo A., and Tamargo J. Effects of chronic quercetin treatment on hepatic oxidative status of spontaneously hypertensive rats. Mol Cell Biochem 221 (2001) 155-160
47. Huk I., Brovkovych V., Nanobash V.J., Weigel G., Neumayer C., Partyka L., et al. Bioflavonoid quercetin scavenges superoxide and increases nitric oxide concentration in ischaemia-reperfusion injury: an experimental study. Br J Surg 85 (1988) 1080-1085
48. Kahraman A., and Inal M.E. Protective effects of quercetin on ultraviolet A light-induced oxidative stress in the blood of rat. J Appl Toxicol 22 (2002) 303-309
49. Mahesh T., and Menon V.P. Quercetin alleviates oxidative stress in streptozotocin-induced diabetic rats. Phytother Res 18 (2004) 123-127
50. 2-isoprostane formation in vivo. Free Radic Biol Med 34 (2003) 795-799
51. Filipe P., Morliere P., Patterson L.K., Hug G.L., Maziere J.C., Maziere C., Freitas J.P., et al. Repair of amino acid radicals of apolipoprotein B100 of low-density lipoproteins by flavonoids. A pulse radiolysis study with quercetin and rutin. Biochemistry 41 (2002) 11057-11064
52. Cao G., Russell R.M., Lischner N., and Prior R.L. Serum antioxidant capacity is increased by consumption of strawberries, spinach, red wine or vitamin C in elderly women. J Nutr 128 (1998) 2383-2390
53. Ninfali P., and Aluigi G. Variability of oxygen radical absorbance capacity (ORAC) in different animal species. Free Radic Res 29 (1998) 399-408
54. Fiskin K., Ozkan A., and Ayhan A.G. Investigation of protective effects of selenium and vitamin E against DNA oxidation, membrane damage and alteration of COMT metabolism in smoke-exposed male mice (Mus musculus, Balb/c). Acta Biol Hung 57 (2006) 403-413