Novel mechanisms of natural antioxidant compounds in biological systems: involvement of glutathione and glutathione-related enzymes

Davies, 1993, Oxidative stress: the paradox of aerobic life, Biochem Soc Symp, 6, 1 Nohl, 2005, Intracellular generation of reactive oxygen species by mitochondria, Biochem Pharmacol, 69, 719, 10.1016/j.bcp.2004.12.002 Szocs, 2004, Endothelial dysfunction and reactive oxygen species production on ischemia/reperfusion and nitrate tolerance, Gen Physiol Biophys, 23, 265 Ichihashi, 2003, UV-induced skin damage, Toxicology, 189, 21, 10.1016/S0300-483X(03)00150-1 Rosen, 1995, Free radicals and phagocytic cells, FASEB J, 9, 200, 10.1096/fasebj.9.2.7540156 Halliwell, 1999 Valko, 2004, Role of oxygen radicals in DNA damage and cancer incidence, Mol Cell Biochem, 266, 37, 10.1023/B:MCBI.0000049134.69131.89 Halliwell, 1999, Antioxidant defense mechanisms: from the beginning to the end, Free Radic Res, 31, 261, 10.1080/10715769900300841 Gutteridge, 1993, Free radicals in diseases processes: a compilation of cause and consequence, Free Radic Res Commun, 19, 141, 10.3109/10715769309111598 Kehrer, 1993, Free radicals as mediators of tissue injury and disease, Crit Rev Toxicol, 23, 21, 10.3109/10408449309104073 Storz, 2005, Reactive oxygen species in tumor progression, Front Biosci, 10, 1881, 10.2741/1667 Hayes, 1999, Glutathione and glutathione-dependent enzymes represent a co-ordinately regulated defences against oxidative stress, Free Radic Res, 31, 273, 10.1080/10715769900300851 Sies, 1999, Glutathione and its role in cellular functions, Free Radic Biol Med, 27, 916, 10.1016/S0891-5849(99)00177-X Benzie, 1999, Antioxidants: observational epidemiology, 106 Yao, 2004, Flavonoids in food and their health benefits, Plant Foods Hum Nutr, 59, 113, 10.1007/s11130-004-0049-7 Porrini, 2005, Daily intake of a formulated tomato drink affects carotenoid plasma and lymphocyte concentrations and improves cellular antioxidant protection, Br J Nutr, 93, 93, 10.1079/BJN20041315 Halliwell, 1997, Antioxidants and human diseases: a general introduction, Nutr Rev, 55, S44, 10.1111/j.1753-4887.1997.tb06100.x Gawrieh, 2004, Oxidative stress in non alcoholic fatty liver disease: pathogenesis and antioxidant therapies, J Investig Med, 52, 506, 10.1177/108155890405200822 Gaetke, 2003, Copper toxicity, oxidative stress, and antioxidant nutrients, Toxicology, 189, 147, 10.1016/S0300-483X(03)00159-8 Manach, 2004, Polyphenols: food sources and bioavailability, Am J Clin Nutr, 79, 727, 10.1093/ajcn/79.5.727 Huxley, 2003, The relation between dietary flavonoid intake and coronary heart disease mortality: a meta-analysis of prospective cohort studies, Eur J Clin Nutr, 57, 904, 10.1038/sj.ejcn.1601624 Hertog, 1996, Potential health effects of the dietary flavonol quercetin, Eur J Clin Nutr, 50, 63 Arts, 2005, Polyphenols and disease risk in epidemiologic studies, Am J Clin Nutr, 81, 317S, 10.1093/ajcn/81.1.317S Sesso, 1999, Coffee and tea intake and the risk of myocardial infarction, Am J Epidemiol, 149, 162, 10.1093/oxfordjournals.aje.a009782 Yochum, 1999, Dietary flavonoid intake and risk of cardiovascular disease in postmenopausal women, Am J Epidemiol, 149, 943, 10.1093/oxfordjournals.aje.a009738 Hertog, 1996, Fruit and vegetable consumption and cancer mortality in the Caerphilly study, Cancer Epidemiol Biomarkers Prev, 5, 673 Rice-Evans, 2001, Flavonoid antioxidants, Curr Med Chem, 8, 797, 10.2174/0929867013373011 Rice-Evans, 1996, Structure–antioxidant activity relationships of flavonoids and phenolic acids, Free Radic Biol Med, 20, 933, 10.1016/0891-5849(95)02227-9 Rice-Evans, 1995, Plant polyphenols: free radicals scavengers or chain-breaking antioxidants?, Biochem Soc Symp, 61, 103, 10.1042/bss0610103 Hu, 1995, Structure–activity relationship of flavonoids with superoxide scavenging activity, Biol Trace Elem Res, 47, 327, 10.1007/BF02790134 Nijveldt, 2001, Flavonoids: a review of probable mechanisms of action and potential applications, Am J Clin Nutr, 74, 418, 10.1093/ajcn/74.4.418 Heijnen, 2002, Protection of flavonoids against lipid peroxidation: structure activity relationship revisited, Free Radic Res, 36, 575, 10.1080/10715760290025951 Aviram, 1998, Polyphenolic flavonoids inhibit macrophage-mediated oxidation of LDL and attenuate atherogenesis, Atherosclerosis, 137, 45, 10.1016/S0021-9150(97)00306-7 Masella, 1999, Antioxidant activity of 3,4-DHPEA-EA and protocatechuic acid: a comparative assessment with other olive oil biophenols, Redox Rep, 4, 113, 10.1179/135100099101534792 Coni, 2000, Protective effect of oleuropein, an olive oil biophenol, on low density lipoprotein oxidizability in rabbits, Lipids, 35, 45, 10.1007/s11745-000-0493-2 Masella, 2001, Effects of dietary olive oil phenols on low density lipoprotein oxidation in hyperlipidemic patients, Lipids, 36, 1195, 10.1007/s11745-001-0832-3 Szeto, 2002, Effects of dietary antioxidants on human DNA ex vivo, Free Radic Res, 36, 113, 10.1080/10715760210161 Luximon-Ramma, 2002, Antioxidant activities of phenolic, proanthocyanidin and flavonoid components in extracts of Cassia fistula, J Agric Food Chem, 50, 5042, 10.1021/jf0201172 Azzi, 2004, Free radical biology: terminology and critical thinking, FEBS Lett, 558, 3, 10.1016/S0014-5793(03)01526-6 Elbling, 2005, Green tea extract and (−)-epigallocatechin-3-gallate, the major tea catechin, exert oxidant but lack antioxidant activities, FASEB J, 19, 807, 10.1096/fj.04-2915fje Lambert, 2005, Inhibition of carcinogenesis by polyphenols: evidence from laboratory investigations, Am J Clin Nutr, 81, 284S, 10.1093/ajcn/81.1.284S Allen, 2000, Oxidative stress and gene regulation, Free Radic Biol Med, 28, 463, 10.1016/S0891-5849(99)00242-7 Torres, 2003, Redox signaling and the MAP kinase pathways, Biofactors, 17, 287, 10.1002/biof.5520170128 Kwon, 2003, Redox regulation of cell growth and cell death, Biol Chem, 384, 991, 10.1515/BC.2003.111 Middleton, 2000, The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer, Pharmacol Rev, 52, 651 Spencer, 2001, Epicatechin and its in vivo metabolite 3′O-methyl epicatechin, protect human fibroblasts from oxidative-stress-induced cell death involving caspase-3-activation, Biochem J, 354, 493, 10.1042/bj3540493 Williams, 2004, Flavonoids: antioxidants or signalling molecules?, Free Radic Biol Med, 36, 838, 10.1016/j.freeradbiomed.2004.01.001 Bors, 2001, Structure–activity relationships governing antioxidant capacities of plant polyphenols, Methods Enzymol, 335, 166, 10.1016/S0076-6879(01)35241-2 Spencer, 2003, Metabolism in the small intestine and gastrointestinal tract, 363 Donovan, 2003, Bioavailability of flavanol monomers, 413 Spencer, 2004, Cellular uptake and metabolism of flavonoids and their metabolites: implications for their bioactivity, Arch Biochem Biophys, 423, 148, 10.1016/j.abb.2003.11.010 Manach, 2005, Bioavailability and bioefficacy of polyphenols in humans. I. Review of 97 bioavailability studies, Am J Clin Nutr, 81, 230S, 10.1093/ajcn/81.1.230S Williamson, 2005, Bioavailability and bioefficacy of polyphenols in humans. II: review of 93 intervention studies, Am J Clin Nutr, 81, 243S, 10.1093/ajcn/81.1.243S Naasani, 2003, Blocking telomerase by dietary polyphenols is a major mechanisms for limiting the growth of human cancer cells in vitro and in vivo, Cancer Res, 63, 824 Laughton, 1991, 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, 42, 1673, 10.1016/0006-2952(91)90501-U O'Leary, 2004, Effect of flavonoids and vitamin E on cyclooxygenase-2 (COX-2), Mutat Res, 551, 245, 10.1016/j.mrfmmm.2004.01.015 Hussain, 2005, Green tea constituent epigallocatechin-3-gallate selectively inhibits COX-2 without affecting COX-1 expression in human prostate carcinoma cells, Int J Cancer, 113, 660, 10.1002/ijc.20629 Schewe, 2001, Polyphenols of cocoa: inhibition of mammalian 15-lipoxygenase, Biol Chem, 382, 1687, 10.1515/BC.2001.204 Sadik, 2003, Inhibition of 15-lipoxygenase by flavonoids: structure–activity relations and mode of action, Biochem Pharmacol, 65, 773, 10.1016/S0006-2952(02)01621-0 Van Hoorn, 2002, Accurate prediction of xanthine oxidase inhibition based on the structure of flavonoids, Eur J Pharmacol, 451, 111, 10.1016/S0014-2999(02)02192-1 Isemura, 1999, Inhibition of matrix metalloproteinases by tea catechins and related polyphenols, Ann NY Acad Sci, 878, 629, 10.1111/j.1749-6632.1999.tb07746.x Oak, 2004, Red wine polyphenolic compounds strongly inhibit pro-matrix metalloproteinase-2 expression and its activation in response to thrombin via direct inhibition of membrane type 1-matrix metalloproteinase in vascular smooth muscle cells, Circulation, 110, 1861, 10.1161/01.CIR.0000142617.52881.F4 Actis-Goretta, 2003, Inhibition of angiotensin converting enzyme (ACE) activity by flavan-3-ols and procyanidins, FEBS Lett, 555, 597, 10.1016/S0014-5793(03)01355-3 Agullo, 1997, Relationship between flavonoid structure and inhibition of phosphatidylinositol 3-kinase: a comparison with tyrosine kinase and protein kinase C inhibition, Biochem Pharmacol, 53, 1649, 10.1016/S0006-2952(97)82453-7 Gamet-Payrastre, 1999, Flavonoids and the inhibition of PKC and PI 3-kinase, Gen Pharmacol, 32, 279, 10.1016/S0306-3623(98)00220-1 Wiseman, 2001, Tea flavonoids: bioavailability in vivo and effects on cell signaling pathway in vitro, Antioxid Redox Signal, 3, 1009, 10.1089/152308601317203549 Kong, 2000, Signal transduction events elicited by natural products: role of MAPK and caspase pathways in homeostatic response and induction of apoptosis, Arch Pharm Res, 23, 1, 10.1007/BF02976458 Spencer, 2003, Modulation of pro-survival Akt/PKB and ERK1/2 signalling cascades by quercetin and its in vivo metabolites underlie their action on neuronal viability, J Biol Chem, 278, 34783, 10.1074/jbc.M305063200 Rosenkranz, 2002, Inhibition of the PDGF receptor by red wine flavonoids provides a molecular explanation for the “French Paradox”, FASEB J, 16, 1958, 10.1096/fj.02-0207fje Mueller, 2004, Phytoestrogens and their human metabolites show distinct agonistic and antagonistic properties on estrogen receptor alpha (ERalpha) and ERbeta in human cells, Toxicol Sci, 80, 14, 10.1093/toxsci/kfh147 Way, 2005, Degradation of HER2/neu by apigenin induces apoptosis through cytochrome c release and caspase-3 activation in HER2/neu-overexpressing breast cancer cells, FEBS Lett, 579, 145, 10.1016/j.febslet.2004.11.061 Monasterio, 2004, Flavonoids induce apoptosis in human leukemia U937 cells through caspase- and caspase-calpain-dependent pathways, Nutr Cancer, 50, 90, 10.1207/s15327914nc5001_12 Sergeev, 2004, Genistein induces Ca2+-mediated, calpain/caspase-12-dependent apoptosis in breast cancer cells, Biochem Biophys Res Comm, 321, 462, 10.1016/j.bbrc.2004.06.173 Fischer, 2000, Inhibitors of cyclin-dependent kinases as anti-cancer therapeutics, Curr Med Chem, 7, 1213, 10.2174/0929867003374048 Birt, 2001, Dietary agents in cancer prevention: flavonoids and isoflavonoids, Pharmacol Ther, 90, 157, 10.1016/S0163-7258(01)00137-1 Aldini, 2003, Procyanidins from grape seeds protect endothelial cells from peroxynitrite damage and enhance endothelium-dependent relaxation in human artery: new evidences for cardio-protection, Life Sci, 73, 2883, 10.1016/S0024-3205(03)00697-0 Wallerath, 2003, Red wine increases the expression of human endothelial nitric oxide synthase: a mechanism that may contribute to its beneficial cardiovascular effects, J Am Coll Cardiol, 41, 471, 10.1016/S0735-1097(02)02826-7 Murphy, 2003, Dietary flavanols and procyanidin oligomers from cocoa (Teobroma cacao) inhibit platelet function, Am J Clin Nutr, 77, 1466, 10.1093/ajcn/77.6.1466 Vera, 1996, Genistein is a natural inhibitor of hexose and dehydroascorbic acid transport through the glucose transporter GLUT1, J Biol Chem, 271, 8719, 10.1074/jbc.271.15.8719 Kris-Etherton, 2002, Evidence that the antioxidant flavonoids in tea and cocoa are beneficial for cardiovascular health, Curr Opin Lipidol, 13, 41, 10.1097/00041433-200202000-00007 Hayes, 1999, Glutathione and glutathione-dependent enzymes represent a co-ordinately regulated defense against oxidative stress, Free Radic Biol Med, 31, 273, 10.1080/10715769900300851 Talalay, 2000, Chemoprotection against cancer by induction of phase II enzymes, Biofactors, 12, 5, 10.1002/biof.5520120102 Arnér, 2000, Physiological functions of thioredoxin and thioredoxin reductase, Eur J Biochem, 267, 6102, 10.1046/j.1432-1327.2000.01701.x Matés, 1999, Antioxidant enzymes and human diseases, Clin Biochem, 32, 595, 10.1016/S0009-9120(99)00075-2 Chaudière, 1999, Intracellular antioxidants: from chemical to biochemical mechanisms, Food Chem Toxicol, 37, 949, 10.1016/S0278-6915(99)00090-3 Armstrong, 1997, Structure, catalytic mechanism and evolution of the glutathione transferase, Chem Res Toxicol, 10, 2, 10.1021/tx960072x Brigelius-Flohè, 1999, Tissue-specific functions of individual glutathione peroxidases, Free Radic Biol Med, 27, 951, 10.1016/S0891-5849(99)00173-2 Kuhn, 2002, Regulation of enzymatic lipid peroxidation: the interplay of peroxidizing and peroxide reducing enzymes, Free Radic Biol Med, 33, 154 Akerboom, 1989, Transport of glutathione, glutathione disulfide, and glutathione conjugates across the hepatocyte plasma membrane, Methods Enzymol, 134, 523, 10.1016/S0076-6879(89)73036-6 Meister, 1983, Glutathione, Annu Rev Biochem, 52, 711, 10.1146/annurev.bi.52.070183.003431 Kalyanaraman, 1996, Detection of thiyl radical adducts formed during hydroxyl radical- and peroxynitrite-mediated oxidation of thiols — a high resolution ESR spin-trapping study at Q-band, Anal Biochem, 241, 75, 10.1006/abio.1996.0380 Briviba, 1999, Defenses against peroxynitrite, Methods Enzymol, 301, 301, 10.1016/S0076-6879(99)01094-0 Pompella, 2003, The changing faces of glutathione, a cellular protagonist, Biochem Pharmacol, 66, 1499, 10.1016/S0006-2952(03)00504-5 Ursini, 1995, The diversity of glutathione peroxidases, Methods Enzymol, 252B, 38 Nakashima, 2005, Redox control of catalytic activities of membrane-associated protein tyrosine kinases, Arch Biochem Biophys, 434, 3, 10.1016/j.abb.2004.06.016 Hayes, 2005, Glutathione transferases, Annu Rev Pharmacol Toxicol, 45, 51, 10.1146/annurev.pharmtox.45.120403.095857 Lu, 2000, Regulation of glutathione synthesis, Curr Top Cell Regul, 36, 95, 10.1016/S0070-2137(01)80004-2 Argyrou, 2004, Flavoprotein disulfide reductases: advances in chemistry and function, Prog Nucleic Acid Res Mol Biol, 78, 89, 10.1016/S0079-6603(04)78003-4 Rogers, 2004, Analyses of glutathione reductase hypomorphic mice indicate a genetic knockout, Toxicol Sci, 82, 367, 10.1093/toxsci/kfh268 Steele, 2000, Comparative chemopreventive mechanisms of green tea, black tea and selected polyphenol extracts measured by in vitro bioassays, Carcinogenesis, 21, 63, 10.1093/carcin/21.1.63 Scharf, 2003, Enhancement of glutathione and γ-glutamylcysteine synthetase, the rate limiting enzyme of glutathione synthesis, by chemoprotective plant-derived food and beverage components in the human hepatoma cell line HepG2, Nutr Cancer, 45, 74, 10.1207/S15327914NC4501_9 Chen, 2004, Effect of tea catechins on the change of glutathione levels caused by Pb++ in PC12 cells, Chem Res Toxicol, 17, 922, 10.1021/tx0499315 Ramirez-Mares, 2003, Comparative study of the antioxidant effect of ardisin and epigallocatechin gallate in rat hepatocytes exposed to benomyl and 1-nitropyrene, Food Chem Toxicol, 41, 1527, 10.1016/S0278-6915(03)00169-8 Jeon, 2003, Dietary supplementation of (+)-catechin protects against UVB-induced skin damage by modulating antioxidant enzyme activities, Photodermatol Photoimmunol Photomed, 19, 235, 10.1034/j.1600-0781.2003.00052.x Rohrdanza, 2003, The effect of quercetin on the mRNA expression of different antioxidant enzymes in hepatoma cells, Arch Toxicol, 77, 506, 10.1007/s00204-003-0482-7 Sabu, 2002, Anti-diabetic activity of green tea polyphenols and their role in reducing oxidative stress in experimental diabetes, J Ethnopharmacol, 83, 109, 10.1016/S0378-8741(02)00217-9 Jung, 2003, Naringin supplementation lowers plasma lipids and enhances erythrocyte antioxidant enzyme activities in hypercholesterolemic subjects, Clin Nutr, 22, 561, 10.1016/S0261-5614(03)00059-1 Rodrigo, 2002, Rat kidney antioxidant response to long-term exposure to flavonol rich red wine, Life Sci, 71, 2881, 10.1016/S0024-3205(02)02140-9 Rodrigo, 2005, Diminution of tissue lipid peroxidation in rats is related to the in vitro antioxidant capacity of wine, Life Sci, 76, 889, 10.1016/j.lfs.2004.10.006 Khan, 2004, Abrogation of potassium bromate-induced renal oxidative stress and subsequent cell proliferation response by soy isoflavones in Wistar rats, Toxicology, 201, 173, 10.1016/j.tox.2004.04.012 Soto, 2003, Silymarin increases antioxidant enzymes in alloxan-induced diabetes in rat pancreas, Comp Biochem Physiol C Toxicol Pharmacol, 136, 205, 10.1016/S1532-0456(03)00214-X Molina, 2003, Quercetin, a flavonoid antioxidant, prevents and protects against ethanol-induced oxidative stress in mouse liver, Biol Pharm Bull, 26, 1398, 10.1248/bpb.26.1398 Masella, 2004, Extra virgin olive oil biophenols inhibit cell-mediated oxidation of LDL by increasing the mRNA transcription of glutathione-related enzymes, J Nutr, 134, 785, 10.1093/jn/134.4.785 Gohil, 2000, mRNA expression profile of a human cancer cell line in response to Ginkgo biloba extract: induction of antioxidant response and the Golgi system, Free Radic Res, 33, 831, 10.1080/10715760000301351 Waever, 2002, Biomarkers of bone health appropriate for evaluating functional foods designed to reduce risk of osteoporosis, Br J Nutr, 88, S225, 10.1079/BJN2002687 Vayalil, 2003, Treatment of green tea polyphenols in hydrophilic cream prevents UVB-induced oxidation of lipids and proteins, depletion of antioxidant enzymes and phosphorylation of MAPK proteins in SKH-1 hairless mouse skin, Carcinogenesis, 24, 927, 10.1093/carcin/bgg025 Luceri, 2002, Red Wine and black tea polyphenols modulate the expression of cycloxygenase-2, inducible nitric oxide synthase and glutathione-related enzymes in azoxymethane-induced F344 rat colon tumors, J Nutr, 132, 1376, 10.1093/jn/132.6.1376 Suzuki, 2002, Genistein, a soy isoflavone, induces glutathione peroxidase in the human prostate cancer cell lines LNCAP and PC-3, Int J Cancer, 99, 846, 10.1002/ijc.10428 Kelloff, 2000, Progress in cancer chemoprevention: development of diet-derived chemopreventive agents, J Nutr, 130, 467S, 10.1093/jn/130.2.467S Fiander, 2000, Dietary orto-phenols that induce glutathione S-transferase and increase the resistance of cells to hydrogen peroxide are potential cancer chemopreventives that act by two mechanisms: the alleviation of oxidative stress and the detoxification of mutagenic xenobiotics, Cancer Lett, 156, 117, 10.1016/S0304-3835(00)00368-2 Borst, 1999, The multidrug resistance protein family, Biochim Biophys Acta, 1461, 347, 10.1016/S0005-2736(99)00167-4 Sutoh, 2000, Concurrent expressions of metallothionein, glutathione S-transferase-pi and P-glycoprotein in colorectal cancers, Dis Colon Rectum, 43, 221, 10.1007/BF02236987 Mulder, 1995, Glutathione S-transferase pi in colorectal tumors is predictive for overall survival, Cancer Res, 55, 2696 Van Zanden, 2004, Structural requirements for the flavonoid-mediated modulation of glutathione S-transferase and GS-X pump activity in MCF7 breast cancer cells, Biochem Pharmacol, 67, 1607, 10.1016/j.bcp.2003.12.032 Kuntz, 1999, Comparative analysis of the effects of flavonoids on proliferation. Cytotoxicity and apoptosis in human colon cancer cell lines, Eur J Nutr, 38, 133, 10.1007/s003940050054 Depeint, 2002, Evidence for consistent patterns between flavonoid structures and cellular activities, Proc Nutr Soc, 61, 97, 10.1079/PNS2001133 Fukao, 2004, The effects of allyl sulfides on the induction of phase II detoxification enzymes and liver injury by carbon tetrachloride, Food Chem Toxicol, 42, 743, 10.1016/j.fct.2003.12.010 Dhakshinamoorthy, 2000, Antioxidant regulation of genes encoding enzymes that detoxify xenobiotica and carcinogens, Curr Top Cell Regul, 36, 201, 10.1016/S0070-2137(01)80009-1 Jaiswal, 2000, Regulation of genes encoding NAD(P)H:quinone oxidoreductases, Free Radic Biol Med, 29, 254, 10.1016/S0891-5849(00)00306-3 Rushmore, 1991, The antioxidant responsive element. Activation by oxidative stress and identification of the DNA consensus sequence required for functional activity, J Biol Chem, 266, 11632, 10.1016/S0021-9258(18)99004-6 Friling, 1990, Xenobiotic-inducible expression of murine glutathione S-transferase Ya subunit gene is controlled by an electrophile-responsive element, Proc Natl Acad Sci U S A, 87, 6258, 10.1073/pnas.87.16.6258 Wasserman, 1997, Functional antioxidant responsive elements, Proc Natl Acad Sci U S A, 94, 5361, 10.1073/pnas.94.10.5361 Nguyen, 2003, Regulatory mechanisms controlling gene expression mediated by the antioxidant response element, Annu Rev Pharmacol, 43, 233, 10.1146/annurev.pharmtox.43.100901.140229 Lee, 2004, An important role of Nrf2-ARE pathway in the cellular defense mechanism, J Biochem Mol Biol, 37, 139 Itoh, 1999, Keap 1 represses nuclear activation of anti-oxidant responsive elements by Nrf2 through binding to the amino-terminal Neh2 domain, Genes Dev, 13, 76, 10.1101/gad.13.1.76 Itoh, 2003, Keap 1 regulates both cytoplasmic-nuclear shuttling and degradation of Nrf2 in response to electrophiles, Genes Cells, 8, 379, 10.1046/j.1365-2443.2003.00640.x Nguyen, 2004, The pathways and molecular mechanisms regulating NRF2 activation in response to chemical stress, Free Radic Biol Med, 37, 433, 10.1016/j.freeradbiomed.2004.04.033 Dinkova-Kostova, 2002, Direct evidence that sulphydryl groups of Keap1 are the sensors regulating induction of phase II enzymes that protect against carcinogens and oxidants, Proc Natl Acad Sci U S A, 99, 11908, 10.1073/pnas.172398899 Venugopal, 1998, Nfr2 and Nrf1 in association with cJun proteins regulate antioxidant response element-mediated expression and coordinated induction of genes encoding detoxifying enzymes, Oncogene, 17, 3145, 10.1038/sj.onc.1202237 Itoh, 1997, An Nrf2/small Maf heterodimer mediates the induction of phase II detoxifying enzyme genes through antioxidant response elements, Biochem Biophys Res Commun, 236, 313, 10.1006/bbrc.1997.6943 Dhakshinamoorthy, 2002, c-Maf negatively regulates ARE-mediated detoxifying enzyme gene expression and antioxidant induction, Oncogene, 21, 5301, 10.1038/sj.onc.1205642 Wasserman, 1997, Comprehensive analysis of proteins which interact with the antioxidant responsive element: correlation of ARE-BP-1 with the chemopreventive induction response, Arch Biochem Biophys, 344, 387, 10.1006/abbi.1997.0215 Huang, 2002, Phosphorylation of Nrf2 at ser-40 by protein kinase C regulates antioxidant response element-mediated transcription, J Biol Chem, 277, 42769, 10.1074/jbc.M206911200 Kang, 2002, Peroxynitrite activates NF-E2-related factor 2/antioxidant response element through the pathway of phosphatidylinositol 3-kinase: the role of nitric oxide synthase in rat glutathione S-transferase A2 induction, Nitric Oxide, 7, 244, 10.1016/S1089-8603(02)00117-9 Nakaso, 2003, PI3K is a key molecule in the Nrf2-mediated regulation of antioxidative proteins by hemin in human neuroblastoma cells, FEBS Lett, 546, 181, 10.1016/S0014-5793(03)00517-9 Zipper, 2000, Inhibition of ERK and p38 MAP kinases inhibits binding of Nrf2 and induction of GCS genes, Biochem Biophys Res Commun, 278, 484, 10.1006/bbrc.2000.3830 Myhrstad, 2002, Flavonoids increases the intracellular glutathione level by transactivation of the γ-glutamylcysteine synthetase catalytic subunit promoter, Free Radic Biol Med, 32, 386, 10.1016/S0891-5849(01)00812-7 Moskaug, 2005, Polyphenols and glutathione synthesis regulation, Am J Clin Nutr, 81, 277S, 10.1093/ajcn/81.1.277S Valerio, 2001, Induction of human NAD(P)H:quinone oxidoreductase (NQO1) gene expression by the flavonol quercetin, Toxicol Lett, 119, 49, 10.1016/S0378-4274(00)00302-7 Toyokuni, 2003, Effects of the phenolic contents of Mauritian endemic plant extracts on promoter activities of antioxidants enzymes, Free Radic Res, 37, 1215, 10.1080/10715760310001598150 Myhrstad, 1999, Relation of structure of curcumin analogs to their potencies as inducers of phase 2 detoxyfication enzymes, Carcinogenesis, 20, 911, 10.1093/carcin/20.5.911 Chen, 2000, Activation of antioxidant-response element (ARE), mitogen-activated protein kinases (MAPKs) and caspases by major green tea polyphenols components during cell survival and death, Arch Pharm Res, 23, 605, 10.1007/BF02975249 Dinkova-Kostova, 2001, Potency of the Michael reaction acceptors as inducers of enzymes that protect against carcinogenesis depends on their reactivity with sulfhydryl groups, Proc Natl Acad Sci U S A, 98, 3404, 10.1073/pnas.051632198 Galati, 2001, Peroxidative metabolism of apigenin and naringenin versus luteolin and quercetin: glutathione oxidation and conjugation, Free Radic Biol Med, 30, 370, 10.1016/S0891-5849(00)00481-0 Levonen, 2004, Cellular mechanisms of redox cell signaling: role of cysteine modification in controlling antioxidant defenses in response to electrophilic lipid oxidation products, Biochem J, 378, 373, 10.1042/bj20031049 Yu, 1997, Butylated hydroxyanisole and its metabolite tert-butylhydroquinone differentially regulate mitogen-activated protein kinases. The role of oxidative stress in the activation of mitogen-activated protein kinases by phenolic antioxidants, J Biol Chem, 272, 28962, 10.1074/jbc.272.46.28962 Yu, 1997, Activation of mitogen-activated protein kinases by green tea polyphenols: potential signaling pathways in the regulation of antioxidant-responsive element-mediated phase II enzyme gene expression, Carcinogenesis, 18, 451, 10.1093/carcin/18.2.451 Kong, 2001, Induction of xenobiotic enzymes by the MAP kinase pathway and the antioxidant or electrophile response element (ARE/EpRE), Drug Metab Rev, 33, 255, 10.1081/DMR-120000652 Lang, 1997, Cancer chemopreventive activity of resveratrol, a natural product derived from grapes, Science, 275, 218, 10.1126/science.275.5297.218 Cao, 2004, Potent induction of cellular antioxidants and phase 2 enzymes by resveratrol in cardiomyocytes: protection against oxidative and electrophilic injury, Eur J Pharmacol, 489, 39, 10.1016/j.ejphar.2004.02.031 Niles, 2003, Resveratrol is a potent inducer of apoptosis in human melanoma cells, Cancer Lett, 190, 157, 10.1016/S0304-3835(02)00676-6 She, 2002, Involvement of c-jun NH2 terminal kinases in resveratrol-induced activation of p53 and apoptosis, Mol Carcinog, 33, 244, 10.1002/mc.10041 Pozo-Guisado, 2004, Resveratrol modulates the phosphoinositide 3-kinase pathway through an estrogen receptor alpha-dependent mechanism: relevance in cell proliferation, Int J Cancer, 109, 167, 10.1002/ijc.11720