Quercetin affects glutathione levels and redox ratio in human aortic endothelial cells not through oxidation but formation and cellular export of quercetin-glutathione conjugates and upregulation of glutamate-cysteine ligase

Redox Biology - Tập 9 - Trang 220-228 - 2016
Chuan Li1, Wei-Jian Zhang1, Jaewoo Choi1, Balz Frei1
1Linus Pauling Institute and Department of Biochemistry and Biophysics, Oregon State University, Corvallis, OR 97331, USA

Tài liệu tham khảo

Akaboshi, 2014, Certain carotenoids enhance the intracellular glutathione level in a murine cultured macrophage cell line by inducing glutamate-cysteine-ligase, Mol. Nutr. Food Res., 58, 1291, 10.1002/mnfr.201300753 Awad, 2002, Identification of o-quinone/quinone methide metabolites of quercetin in a cellular in vitro system, FEBS Lett., 520, 30, 10.1016/S0014-5793(02)02754-0 Boersma, 2000, Regioselectivity and reversibility of the glutathione conjugation of quercetin quinone methide, Chem. Res. Toxicol., 13, 185, 10.1021/tx990161k Boots, 2005, The reversibility of the glutathionyl-quercetin adduct spreads oxidized quercetin-induced toxicity, Biochem. Biophys. Res. Commun., 338, 923, 10.1016/j.bbrc.2005.10.031 Busu, 2014, Influence of GSH synthesis inhibition on temporal distribution of NAD+/NADH during vascular endothelial cells proliferation, J. Med. Life, 7, 611 Callegari, 2011, Gain and loss of function for glutathione synthesis: impact on advanced atherosclerosis in apolipoprotein E-deficient mice, Arterioscler. Thromb. Vasc. Biol., 31, 2473, 10.1161/ATVBAHA.111.229765 Canals, 2003, Nitric oxide triggers the toxicity due to glutathione depletion in midbrain cultures through 12-lipoxygenase, J. Biol. Chem., 278, 21542, 10.1074/jbc.M213174200 Chen, 2011, Nrf-2 mediated heme oxygenase-1 expression, an antioxidant-independent mechanism, contributes to anti-atherogenesis and vascular protective effects of Ginkgo biloba extract, Atherosclerosis, 214, 301, 10.1016/j.atherosclerosis.2010.11.010 Cole, 2014, Targeting multidrug resistance protein 1 (MRP1, ABCC1): past, present, And Future, Annu. Rev. Pharmacol. Toxicol., 54, 95, 10.1146/annurev-pharmtox-011613-135959 Costanzo, 2003, Endothelial activation by angiotensin II through NFkappaB and p38 pathways: Involvement of NFkappaB-inducible kinase (NIK), free oxygen radicals, and selective inhibition by aspirin, J. Cell Physiol., 195, 402, 10.1002/jcp.10191 Díaz-Hung, 2014, Sensory-motor performance after acute glutathione depletion by L-buthionine sulfoximine injection into substantia nigra pars compacta, Behav. Brain Res., 271, 286, 10.1016/j.bbr.2014.05.066 Förstermann, 2006, Endothelial nitric oxide synthase in vascular disease: from marvel to menace, Circulation, 113, 1708, 10.1161/CIRCULATIONAHA.105.602532 Huang, 2015, Obesity-Related Oxidative Stress: the Impact of Physical Activity and Diet Manipulation, Sports Med. Open, 1, 32, 10.1186/s40798-015-0031-y Jenner, 2002, Vitamin C protects against hypochlorous Acid-induced glutathione depletion and DNA base and protein damage in human vascular smooth muscle cells, Arterioscler. Thromb. Vasc. Biol., 22, 574, 10.1161/01.ATV.0000013785.03265.5C Kang, 2005, Molecular mechanism of nrf2 activation by oxidative stress, Antioxid. Redox Signal, 7, 1664, 10.1089/ars.2005.7.1664 Leslie, 2003, Bioflavonoid stimulation of glutathione transport by the 190-kDa multidrug resistance protein 1 (MRP1), Drug Metab. Dispos., 31, 11, 10.1124/dmd.31.1.11 Li, 2016, Quercetin inhibits LPS-induced adhesion molecule expression and oxidant production in human aortic endothelial cells by p38-mediated Nrf2 activation and antioxidant enzyme induction, Redox Biol., 10.1016/j.redox.2016.06.006 Lotito, 2011, Metabolic conversion of dietary flavonoids alters their anti-inflammatory and antioxidant properties, Free Radic. Biol. Med., 51, 454, 10.1016/j.freeradbiomed.2011.04.032 Lu, 2000, Regulation of glutathione synthesis, Curr. Top. Cell Regul., 36, 95, 10.1016/S0070-2137(01)80004-2 Lundgren, 1990, The metabolism of xenobiotics and its relationship to toxicity/genotoxicity: studies with human lymphocytes, Acta Physiol. Scand. Suppl., 592, 49 Minich, 2006, The multidrug resistance protein 1 (Mrp1), but not Mrp5, mediates export of glutathione and glutathione disulfide from brain astrocytes, J. Neurochem., 97, 373, 10.1111/j.1471-4159.2006.03737.x Mueller, 2005, The role of the multidrug resistance protein-1 in modulation of endothelial cell oxidative stress, Circ. Res, 97, 637, 10.1161/01.RES.0000183734.21112.b7 Omar, 2014, The complex degradation and metabolism of quercetin in rat hepatocyte incubations, Xenobiotica, 44, 1074, 10.3109/00498254.2014.932032 Pamukcu, 2011, The nuclear factor – kappa B pathway in atherosclerosis: a potential therapeutic target for atherothrombotic vascular disease, Thromb. Res, 128, 117, 10.1016/j.thromres.2011.03.025 Park, 2006, Role of NADPH oxidase 4 in lipopolysaccharide-induced proinflammatory responses by human aortic endothelial cells, Cardiovasc. Res., 72, 447, 10.1016/j.cardiores.2006.09.012 Perticone, 2001, Obesity and body fat distribution induce endothelial dysfunction by oxidative stress: protective effect of vitamin C, Diabetes, 50, 159, 10.2337/diabetes.50.1.159 Pueyo, 2000, Angiotensin II stimulates endothelial vascular cell adhesion molecule-1 via nuclear factor-kappaB activation induced by intracellular oxidative stress, Arterioscler. Thromb. Vasc. Biol., 20, 645, 10.1161/01.ATV.20.3.645 Schafer, 2001, Redox environment of the cell as viewed through the redox state of the glutathione disulfide/glutathione couple, Free Radic. Biol. Med., 30, 1191, 10.1016/S0891-5849(01)00480-4 Smith, 2002, Vitamin C matters: increased oxidative stress in cultured human aortic endothelial cells without supplemental ascorbic acid, FASEB J., 16, 1102, 10.1096/fj.01-0825fje Spencer, 2003, Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites, Biochem. J., 372, 173, 10.1042/bj20021972 Townsend, 2003, The importance of glutathione in human disease, Biomed. Pharmacol., 57, 145, 10.1016/S0753-3322(03)00043-X Tsukimori, 2005, Generation of reactive oxygen species by neutrophils and endothelial cell injury in normal and preeclamptic pregnancies, Hypertension, 46, 696, 10.1161/01.HYP.0000184197.11226.71 Tuleta, 2014, Hypoxia-induced endothelial dysfunction in apolipoprotein E-deficient mice; effects of infliximab and L-glutathione, Atherosclerosis, 236, 400, 10.1016/j.atherosclerosis.2014.08.021 Vargas, 2012, Cardiovascular and renal manifestations of glutathione depletion induced by buthionine sulfoximine, Am. J. Hypertens., 25, 629, 10.1038/ajh.2011.240 Wu, 2004, Glutathione metabolism and its implications for health, J. Nutr., 134, 489, 10.1093/jn/134.3.489 Zhang, 2010, Quercetin aglycone is bioavailable in murine pancreas and pancreatic xenografts, J. Agric. Food Chem., 58, 7252, 10.1021/jf101192k