Flavonoids: Therapeutic potential against oxidative stress;Flavonóides: Potential terapêutico no estresse oxidativo

Revista de Ciencias Farmaceuticas Basica e Aplicada

Volumn 28, Issue 3, 2007, Pages 241-249

  Dornas, W C ^a   Oliveira, T T ^b   Rodrigues das Dores, R G ^b   Santos, A F ^b   Nagem, Tanus Jorge ^a,b  

^a FEDERAL UNIVERSITY OF OURO PRETO   (Brazil)

^b FEDERAL UNIVERSITY OF VIÇOSA   (Brazil)

Author keywords

Flavonoids; Free radical; Oxidative stress; Polyphenols

Indexed keywords

APIGENIN; AURANTIIN; AUREUSIDINE; AUREUSIN; BAICALEIN; CHALCONE DERIVATIVE; CHRYSENE; CYANIDIN CHLORIDE; DAIDZEIN; DIOSMIN; FLAVONOID; GENISTEIN; HESPERIDIN; HIGH DENSITY LIPOPROTEIN CHOLESTEROL; MALVIDIN CHLORIDE; MORIN; MYRICETIN; NARINGENIN; PELARGONIDIN; PHLORIZIN; POLYPHENOL DERIVATIVE; QUERCETIN; REACTIVE OXYGEN METABOLITE; RUTOSIDE; SCAVENGER; THIOBARBITURIC ACID REACTIVE SUBSTANCE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ANTIOXIDANT ACTIVITY; CEREBROVASCULAR ACCIDENT; CHRONIC DISEASE; CORONARY ARTERY DISEASE; DEGENERATIVE DISEASE; DIABETES MELLITUS; DIET SUPPLEMENTATION; HUMAN; HYPERLIPIDEMIA; LIPID PEROXIDATION; NONHUMAN; OXIDATIVE STRESS; REVIEW; STRUCTURE ACTIVITY RELATION;

EID: 50049105510     PISSN: 18084532     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (80)

1. Andersen OM, Jordheim M. The anthocyanins. In: Andersen OM, Markham KR Flavonoids: chemistry, biochemistry and applications. Boca Raton: CRC Press; 2006. p.471-553.
2. Andriambeloson E, Kleschyov AL, Muller B, Beretz A, Stoclet JC, Andriantsitohaina R. Nitric oxide production and endothelium-dependent vasorelaxation induced by wine polyphenols in rat aorta. Br J Pharmacol. 1997; 120(6):1053-8.
3. Bagchi D, Garg A, Krohn RL, Bagchi M, Bagchi DJ, Balmoori J, Stohs SJ. Protective effects of grape seed proanthocyanidins and selected antioxidants against TPA-induced hepatic and brain lipid peroxidation and DNA fragmentation, and peritoneal macrophage activation in mice. Gen Pharmacol 1998; 30:771-6.
4. Barnes J, Anderson LA, Phillipson JD. St John's wort (Hypericum perforatum L.): a review of its chemistry, pharmacology and clinical properties. J Pharm Pharmacol 2001; 53(5):583-600.
5. Bombardelli E, Morazzoni P. Vitis vinifera L. Fitoterapia 1995; 66:291-317.
6. Bravo L. Polyphenols: chemistry, dietary sources, metabolism and nutritional significance. Nutr Rev 1998;56:317-33.
7. Dastibar SG, Manna A, Asok Kumar K, Kaushiki M, Shirataki Y. Studies on the antibacterial potentiality of isoflavones. Int J Antimicrob Agents 2004; 23:99-102.
8. De Vries JH, Janseen PL, Hollman PC, Van Staveren WA, Katan MB. Consumption of quercetin and kaempferol in free living subjects eating a variety of diets, Cancer Lett 1997; 114:141-4.
9. Carlo G, Mascolo N, Izzo AA, Capasso F. Flavonoids: old and new aspects of a class of natural therapeutic drugs. Life Sci 1999; 65(4):337-53.
10. Dixon RA, Harrison MJ. Activation, structure, and organization of genes involved in microbial defense in plants. Adv Genet 1990; 28:165-234.
11. Duke RC, Ojcius DM, Young JD. Cell suicide in health and disease. Sci Am 1996; 275:80-7.
12. Esterbauer H, Gebicki J, Puhl H, Jurgens G. The role of lipid peroxidation and antioxidants in oxidative modification of LDL. Free Radical Biol Med 1992; 13:341-90.
13. Feldmann KA. Cytochrome P450s as genes for crop improvement. Curr Opin Plant Biol 2001; 4:162-7.
14. Fennema OR. Quimica de los alimentos. 2.ed. Zaragoza: Acribia; 1992. p.1096
15. Frankel EN, Kanner J, German JB, Parks E, Kinsella JE. Inhibition of oxidation of human low-density lipoprotein by phenolic substance in red wine. Lancet 1993; 341:454-7.
16. Freedman JE, Loscalzo J, Barnard MR, Alpert C, Keaney JF, Michelson AD. Nitric oxide released from activated platelets inhibits platelet recruitment. J Clin Invest 1997;100(2):350-6
17. Freedman JE, Ting B, Hankin B, Loscalzo J, Keaney JFJr, Vita JA. Impaired platelet production of nitric oxide predicts presence of acute coronary syndromes. Circulation 1998; 98(15):1481-6.
18. Gryglewski RJ, Korbut R, Robak J, Swies J. On the mechanism of antithrombotic action of flavonoids. Biochem Pharmacol 1987; 36(3):317-22.
19. Gupta S, Afaq F, Mukhtar H. Selective growth-inhibitory, cell-cycle deregulatory and apoptotic response of apigenin in normal versus human prostate carcinoma cells. Biochem Biophys Res Commun 2001; 287(4):914-20
20. Gupta R, Singh M, Sharma A. Neuroprotective effect of antioxidants on ischaemia and reperfusion-induced cerebral injury. Pharmacol Res 2003; 48(2):209-15.
21. Hahlbrock JB. Flavonoids. In: Conn EE. The biochemistry of plants. A comprehensive treatise. New York: Academic Press; 1981. p.425-591
22. Hahn S, Krieg RJ Jr, Hisano S, Chan W, Kuemmerle NB, Saborio P, Chan JC. Vitamin E suppresses oxidative stress and glomerulosclerosis in rat remnant kidney. Pediatr Nephrol 1999; 13(3):195-8.
23. Halliwell B. Reactive oxygen species and the central nervous system. J Neurochem 1992; 59:1609-23.
24. Halliwell B, Gutteridge JM. Role of free radicals and catalytic metal ions in human disease: an overview. Methods Enzymol 1990; 186:1-85.
25. Harborne JB. Phytochemical methods. A guide to modern techniques of plant analysis. Londres: Chapman & Hall; 1984. p.288
26. Heo HJ, Lee CY. Protective effects of quercetin and vitamina C against oxidative stress-induced neurodegeneration. J Agric Food Chem 2004; 52(25):7514-7.
27. Hirano T, Abe K, Gotoh M, Oka K. Citrus flavone tangeretin inhibits leukaemic HL-60 cell growth partially through induction of apoptosis with less cytotoxicity on normal lymphocytes. Br J Cancer 1995; 72(6):1380-8.
28. Hodek P, Trefil P, Stiborova M. Flavonoids-potent and versatile biologically active compounds interacting with cytochromes P450. Chem Biol Interact 2002; 139(1):1-21.
29. Juzwiak S, Wojcicki J, Mokrzycki K, Marchlewicz M, Bialecka M, Wenda-Rozewicka L, Gawronska-Szklarz B, Drozdzik M. Effect of quercetin on experimental hyperlipidemia and atherosclerosis in rabbits. Pharmacol Rep 2005; 57(5):604-9.
30. Kähkönen MP, Heinonem M. Antioxidant activity of anthocyanins and their aglycons. J Agric Food Chem 2003; 51(3):628-33.
31. Kamalakkannan N, Prince PS. Antihyperglycaemic and antioxidant effect of rutin, a polyphenols flavonoid, in streptozotocin-induced diabetic wistar rats. Basic Clin Pharmacol Toxicol 2006; 98(1):97-103.
32. Kitagawa S. Inhibitory effects of polyphenols on p-glycoprotein-mediated transport. Biol Pharm Bull 2006; 29(1):1-6.
33. Kobayashi H, Oikawa S, Hirakawa K, Kawanishi S. Metal-mediated oxidative damage to cellular and isolated DNA by gallic acid, a metabolite of antioxidant propyl gallate. Mutat Res 2004; 558:111-20.
34. Kroemer G, Petit P, Zamzami N, Vayssiere JL, Mignotte B. Biochemistry of programmed cell death. FASEB J 1995; 9:1277-87.
35. Kuo ML, Yang NC. Reversion of v-H-ras-transformed NIH 3T3 cells by apigenin through inhibiting mitogen activated protein kinase and its downstream oncogenes. Biochem Biophys Res Commun 1995; 212(3):767-75.
36. Kurzer MS. Hormonal effects of soy isoflavones: studies in premenopausal and postmenopausal women. J Nutr 2000; 130:660S-1S.
37. Landolfi R, Mower RL, Steiner M. Modification of platelet function and arachidonic acid metabolism by biflavonoids. Structure-activity relations. Biochem Pharmacol 1984; 33(9):1525-30.
38. Lapidot T, Walker MD, Kannner J. Antioxidant and prooxidant effects of phenolics on pancreatic β-cells in vitro. J Agric Food Chem 2002; 50(25):7220-5.
39. Laughton MJ, Evans PJ, Moroney MA, Hoult JR, Hallivell B. Inhibition of mammalian 5-lipoxygenase and cyclo-oxygenase by flavonoids and phenolic dietary additives. Relationship to antioxidant activity and to iron ion-reducing ability. Biochem Pharmacol 1991; 42(9):1673-81.
40. Lee, KW, Lee HJ, Surh YJ, Lee CY. Vitamin C and cancer chemoprevention: reappraisal. Am J Clin Nutr 2003; 78:1074-8.
41. Lien EJ, Ren S, Bui HH, Wang R. Quantitative structure-activity relationship analysis of phenolic antioxidants. Free Radic Biol Med 1999; 26(3-4):285-94.
42. Lima LRP, Oliveira TT, Oliveira MGA, Nagem TT, Pinto AS, Gomes SM, Filho JTS. Determinação da atividade de lipase na presença de morina, naringenina, naringina e rutina. Ciênc Agrotec, Lavras 1999; 23(3):626-31.
43. Lopez-Revuelta A, Sanches-Gallego JI, Hernandez-Hernandez A, Sanchez-Yague J, Llanillo M. Membrane cholesterol contents influence the protective effects of quercetin and rutin in erythrocytes damaged by oxidative stress. Chem Biol Interact 2006; 161(1):79-91.
44. Lu LJW, Anderson KE, Grady JJ, Nagamani M. Effects of soya consumption for one month on steroid hormones in premenopausal women - implications for breast cancer risk. Cancer Epidemiol Biomarkers Prev 1996; 5:63-70.
45. Mann J. Secondary metabolism. Oxford: Clarendon Press; 1987. p.374.
46. Markaverich BM, Roberts RR, Alejandro MA, Johnson GA, Middleditch BS, Clark JH. Bioflavonoid interaction with rat uterine type II binding sites and cell growth inhibition. J Steroid Biochem 1988; 30:71-8.
47. Martin HJ, Kommann F, Fuhrmann GF. The inhibitory effects of flavonoids and antiestrogens on the Glut1 glucose transporter in human erythrocytes. Chem Biol Interact 2003; 146(3):225-35.
48. Middleton EJr, Kandaswami C, Theoharides TC. The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer. Pharmacol Rev 2000; 52:673-751.
49. Nagem TJ, Albuquerque TTO, Miranda LCG, Pereira CAS. Efeito de flavonoides sobre lipidios em ratos e sobre enzimas metabolizadoras de drogas. Arq Biol Tecnol 1994; 37(3):471-82.
50. Nagem TJ, Pereira WL, Oliveira TT, Pinto AS, Pinto JG. Kaempherol e antocianina: redutores de lipídeos em ratos. Rev Port Farm 2001; 3:127-31.
51. Nijveldt RJ, Van Nood E, Van Hoorn DE, Boelens PQ Van Norren K, Van Leeuwen PA. Flavonoids: a review of probable mechanisms of action and potential applications. Am J Clin Nutr 2001; 74(4):418-25.
52. Noroozi M, Angerson WJ, Lean ME. Effects of flavonoids and vitamin C on oxidative DNA damage to human lymphocytes. Am J Clin Nutr 1998; 67(6):1210-8.
53. Oliveira TT, Gomes SM, Nagem TJ, Costa NMB, Secom PR. Efeito de diferentes doses de flavonóides em ratos hiperlipidêmicos. Rev Nutr 2002; 15(1):45-51.
54. Pedraza-Chaverri J, Maldonado PD, Medina-Campos ON, Olivares-Corichi IM, Granados-Silvestre MA, Hernandez-Pando R, Ibarra-Rubio ME. Garlic ameliorates gentamicin nephrotoxicity: relation to antioxidant enzymes. Free Radic Biol Med 2000; 29(7):602-11.
55. Perry DL, Spedick JM, McCoy TP, Adams MR, Franke AA, Cline JM. Dietary soy protein containing isoflavonoids does not adversely affect the reproductive tract of male cynomolgus macaques (Macaca fascicularis). J Nut. 2007; 137(6):1390-4.
56. Pietta G. Flavonoids as antioxidants. J Nat Prod 2000; 63:1035-42.
57. Pignatelli P, Pulcinelli FM, Celestini A, Lenti L, Ghiselli A, Gazzaniga PP, Violi F. The flavonoids quercetin and catechin synergistically inhibit platelet function by antagonizing the intracellular production of hydrogen peroxide. Am J Clin Nutr 2000; 72(5):1150-5.
58. Pinto AS, Oliveira TT, Nagem TJ, Gomes SM, Costa NMB, Oliveira MGA. Ação de flavonóides sobre os níveis de lipídeos em ratos tratados com triton e seus efeitos antioxidantes. R Esc Farm Odontol Alfenas 1999; 21:21-8.
59. Quine SD, Raghu PS. Effects of (-)-epicatechin, a flavonoid on lipid peroxidation and antioxidants in streptozotocin-induced diabetic liver, kidney and heart. Pharmacol Rep 2005; 57(5):610-5.
60. Rein D, Paglieroni TG Pearson DA, Wun T, Schmitz HH, Gosselin R, Keen CL. Cocoa and wine polyphenols modulate platelet activation and function. J Nutr 2000; 130(8Suppl):2120S-6S.
61. Reiter RJ. Oxidative processes and oxidative defense mechanism in the aging brain. FASEB J 1995; 9:526-33.
62. Ricardo KFS, Oliveira TT, Nagem TJ, Pinto AS, Oliveira MGA, Soares JF. Effect of flavonoids morin, quercetin and nicotin acido on lipid metabolism f rats experimentally fed with triton. Braz ArchBiol Technol 2001; 44(3):263-7.
63. Robak J, Gryglewski RJ. Flavonoids are scavengers of superoxide anions. Biochem Pharmacol 1988; 37(5):837-41.
64. Rodrigo R, Rivera G. Renal damage mediated by oxidative stress: a hypothesis of protective effects of red wine. Free Radic Biol Med 2002; 33:409-22.
65. Sabu MC, Smitha K, Kuttan R. Anti-diabetic activity of green tea polyphenols and their role in reducing oxidative stress in experimental diabetes. J Ethnopharmacol 2002; 83(1-2):109-16.
66. Santos KFR, Oliveira TT, Nagem TJ, Pinto AS, Oliveira MGA. Hypolipidaemic effects of naringenin, rutin, nicotinic acid and their associations. Pharmacol Res 1999; 40(6):493-6.
67. Shahidi F, Naczk M. Food phenolics: sources, chemistry, effects and application. Lancaster: Technomic; 1995. p.331.
68. Sies H. Oxidative stress: From basic research to clinical application. Am J Med 1991; 91:31S-8S.
69. Sies H, Cadenas E. Oxidative stress: damage to intact cells and organs. Philos Trans R Soc Lond B Biol Sci 1985; 311(1152):617-31.
70. Silva RR, Oliveira TT, Nagem TT, Pinto AS, Albino LF, Almeida MR, Moraes GH, Pinto JG Hypocholesterolemic effect of naringin and rutin flavonoids. Arch Latinoam Nutr 2001; 51(3):258-64.
71. Singhal RL, Yeh YA, Praja N, Olah E, Sledge GW, Weber G. Quercetin down-regulates signal transduction in human breast carcinoma cells. Biochem Biophys Res Commun 1995; 208:425-31.
72. Tikkanen MJ. The menopause and hormone replacement therapy: lipids, lipoproteins, coagulation and fibrinolytic factors. Maturitas 1996; 23:209-16.
73. Tzeng SH, Ko WC, Ko FN, Teng CM. Inhibition of platelet aggregation by some flavonoids. Thromb Res 1991; 64(1):91-100.
74. Veitch NC. Isoflavonoids of the leguminosae. Nat Prod Rep 2007; 24(2):417-64.
75. Walsh BW, Li H, Sacks FM. Effects of postmenopausal hormone replacement with oral and transdermal estrogen on high density lipoprotein metabolism. J Lipids Res 1994; 35:2083-93.
76. Williams GT. Programmed cell death: Apoptosis and oncogenesis. Cell 1991; 65:1097-8.
77. Wu K, Yuan LH, Xia W. Inhibitory effects of apigenin on the growth of gastric carcinoma SGC-7901 cells. World J Gastroenterol 2005; 11(29):4461-4.
78. Yamada H, Watanabe H. Tea polyphenols in preventing cardiovascular diseases. Cardiovasc Res 2007; 1573(2):439-40
79. Zhang Y, Vareed SK, Nair MG. Human tumor cell growth inhibition by nontoxic anthocyanidins, the pigments in fruits and vegetables. Life Sci 2005; 76(13):1465-72.
80. Zuanazzi JAS, Montanha JA. Flavonóides. In: Simões CMO, Schenkel EP, Gormann G, Mello JCP, Mentz LA, Petrovick PR. Farmacognosia: da planta ao medicamento. 5.ed. Porto Alegre/Florianópolis: Editora da UFRGS; 2002. p.577-614.