Quercetin, but not rutin and quercitrin, prevention of H2O 2-induced apoptosis via anti-oxidant activity and heme oxygenase 1 gene expression in macrophages

Biochemical Pharmacology

Volumn 69, Issue 12, 2005, Pages 1839-1851

  Chow, Jyh Ming ^a   Shen, Shing Chuan ^a,b   Huan, Steven K ^c,d   Lin, Hui Yi ^e   Chen, Yen Chou ^e  

^a TAIPEI MEDICAL UNIVERSITY   (Taiwan)

^b TAIPEI MEDICAL UNIVERSITY   (Taiwan)

^c CHI MEI MEDICAL CENTER   (Taiwan)

^d TAIPEI MEDICAL UNIVERSITY   (Taiwan)

^e TAIPEI MEDICAL UNIVERSITY   (Taiwan)

Author keywords

ERKs; Flavonoids; Heme oxygenase 1; Quercetin; Reactive oxygen species

Indexed keywords

2 (2 AMINO 3 METHOXYPHENYL)CHROMONE; 3,3' DIHEXYLOXACARBOCYANINE; 4 (4 FLUOROPHENYL) 2 (4 METHYLSULFINYLPHENYL) 5 (4 PYRIDYL)IMIDAZOLE; ANTHRA[1,9 CD]PYRAZOL 6(2H) ONE; BILIRUBIN; BILIVERDIN; CARBON MONOXIDE; CASPASE 3; CASPASE 9; CYCLOHEXIMIDE; CYTOCHROME C; DACTINOMYCIN; DNA; DRUG METABOLITE; FERRIC CHLORIDE; FERROUS SULFATE; GUANINE NUCLEOTIDE DISSOCIATION INHIBITOR; HEME OXYGENASE 1; HEME OXYGENASE INHIBITOR; HYDROGEN PEROXIDE; MITOGEN ACTIVATED PROTEIN KINASE; MITOGEN ACTIVATED PROTEIN KINASE INHIBITOR; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; PLANT GLYCOSIDE; PROTOPORPHYRIN TIN; QUERCETIN; QUERCITRIN; REACTIVE OXYGEN METABOLITE; RUTOSIDE; STRESS ACTIVATED PROTEIN KINASE; SYNAPTOPHYSIN; TRICARBONYLDICHLORORUTHENIUM; UNCLASSIFIED DRUG;

ADDITION REACTION; ANIMAL CELL; ANTIOXIDANT ACTIVITY; ARTICLE; CELL PROTECTION; CELL VIABILITY; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOSOL; CYTOTOXICITY; DIPLOIDY; DISORDERS OF MITOCHONDRIAL FUNCTIONS; DRUG EFFECT; DRUG MECHANISM; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME MECHANISM; ENZYME RELEASE; EXAMINATION; GENE EXPRESSION; MACROPHAGE; MITOCHONDRIAL MEMBRANE; MOUSE; NITROBLUE TETRAZOLIUM TEST; NONHUMAN; OXIDATIVE STRESS; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN EXPRESSION; PROTEIN INDUCTION; PROTEIN PHOSPHORYLATION; WESTERN BLOTTING;

ANIMALS; ANTIOXIDANTS; APOPTOSIS; CELL LINE; DOSE-RESPONSE RELATIONSHIP, DRUG; GENE EXPRESSION REGULATION; HEME OXYGENASE (DECYCLIZING); HEME OXYGENASE-1; HYDROGEN PEROXIDE; MACROPHAGES; MEMBRANE PROTEINS; MICE; QUERCETIN; RUTIN;

EID: 20344382953     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2005.03.017     Document Type: Article

References (46)

1. A. Dhar, M.R. Young, and N.H. Colburn The role of AP-1, NF-kappaB and ROS/NOS in skin carcinogenesis: the JB6 model is predictive Mol Cell Biochem 234-235 1-2 2002 185 193
2. D.J. Kurz, S. Decary, Y. Hong, E. Trivier, A. Akhmedov, and J.D. Erusalimsky Chronic oxidative stress compromises telomere integrity and accelerates the onset of senescence in human endothelial cells J Cell Sci 117 Pt 11 2004 2417 2426
3. G. Cuda, R. Paterno, R. Ceravolo, M. Candigliota, N. Perrotti, and F. Perticone Protection of human endothelial cells from oxidative stress: role of Ras-ERK1/2 signaling Circulation 105 2002 968 974
4. Y.C. Chen, S.C. Shen, and H.Y. Lin Rutinoside at C7 attenuates the apoptosis-inducing activity of flavonoids Biochem Pharmacol 66 7 2003 1139 1150
5. C.H. Ko, S.C. Shen, and Y.C. Chen Hydroxylation at C4′ or C6 is essential for apoptosis-inducing activity of flavanone through activation of the caspase-3 cascade and production of reactive oxygen species Free Rad Biol Med 36 7 2004 897 910
6. S.C. Shen, C.H. Ko, S.W. Tseng, S.H. Tsai, and Y.C. Chen Structurally related antitumor effects of flavanones in vitro and in vivo: involvement of caspase 3 activation, p21 gene expression, and reactive oxygen species production Toxicol Appl Pharmacol 197 2 2004 84 95
7. S.C. Shen, C.H. Ko, K.C. Hsu, and Y.C. Chen 3-OH flavone inhibition of epidermal growth factor-induced proliferaton through blocking prostaglandin E2 production Int J Cancer 108 4 2004 502 510
8. H.Y. Lin, S.H. Juan, S.C. Shen, F.L. Hsu, and Y.C. Chen Inhibition of lipopolysaccharide-induced nitric oxide production by flavonoids in RAW264.7 macrophages involves heme oxygenase-1 Biochem Pharmacol 66 9 2003 1821 1832
9. M. Noroozi, W.J. Angerson, and M.E. Lean Effects of flavonoids and Vitamin C on oxidative DNA damage to human lymphocytes Am J Clin Nutr 67 6 1998 1210 1218
10. V. Mardla, G. Kobzar, and N. Samel Potentiation of antiaggregating effect of prostaglandins by alpha-tocopherol and quercetin Platelets 15 5 2004 319 324
11. S.C. Shen, Y.C. Chen, F.L. Hsu, and W.R. Lee Differential apoptosis-inducing effect of quercetin and its glycosides in human promyeloleukemic HL-60 cells by alternative activation of the caspase 3 cascade J Cell Biochem 89 5 2003 1044 1055
12. Y.H. Park, and G.C. Chiou Structure-activity relationship (SAR) between some natural flavonoids and ocular blood flow in the rabbit J Ocul Pharmacol Ther 20 1 2004 35 42
13. M. Yoshizumi, K. Tsuchiya, K. Kirima, M. Kyaw, Y. Suzaki, and T. Tamaki Quercetin inhibits Shc- and phosphatidylinositol 3-kinase-mediated c-Jun N-terminal kinase activation by angiotensin II in cultured rat aortic smooth muscle cells Mol Pharmacol 60 4 2001 656 665
14. Y.Q. Wei, X. Zhao, Y. Kariya, H. Fukata, K. Teshigawara, and A. Uchida Induction of apoptosis by quercetin: involvement of heat shock protein Cancer Res 54 18 1994 4952 4957
15. T.T. Nguyen, E. Tran, T.H. Nguyen, P.T. Do, T.H. Huynh, and H. Huynh The role of activated MEK-ERK pathway in quercetin-induced growth inhibition and apoptosis in A549 lung cancer cells Carcinogenesis 25 5 2004 647 659
16. T. Yokoo, and M. Kitamura Unexpected protection of glomerular mesangial cells from oxidant-triggered apoptosis by bioflavonoid quercetin Am J Physiol 273 2 Pt 2 1997 F206 F212
17. S.W. Ryter, and R.M. Tyrrell The heme synthesis and degradation pathways: role in oxidant sensitivity. Heme oxygenase has both pro- and antioxidant properties Free Radic Biol Med 28 2000 289 309
18. T. Takahashi, K. Morita, R. Akagi, and S. Sassa Heme oxygenase-1: a novel therapeutic target in oxidative tissue injuries Curr Med Chem 11 12 2004 1545 1561
19. H. Zhou, F. Lu, C. Latham, D.S. Zander, and G.A. Visner Heme oxygenase-1 expression in human lungs with cystic fibrosis and cytoprotective effects against Pseudomonas aeruginosa in vitro Am J Respir Crit Care Med 170 6 2004 633 640
20. M.P. Soares, Y. Lin, J. Anrather, E. Csizmadia, K. Takigami, and K. Sato Expression of heme oxygenase-1 can determine cardiac xenograft survival Nat Med 4 1998 1073 1077
21. C. Taille, J. El-Benna, S. Lanone, M.C. Dang, E. Ogier-Denis, and M. Aubier Induction of heme oxygenase-1 inhibits NAD(P)H oxidase activity by down-regulating cytochrome b558 expression via the reduction of heme availability J Biol Chem 279 27 2004 28681 28688
22. P.A. Dennery, G. Visner, Y.H. Weng, X. Nguyen, F. Lu, and D. Zander Resistance to hyperoxia with heme oxygenase-1 disruption: role of iron Free Radic Biol Med 34 1 2003 124 133
23. R.J. William, J.P. Spencer, and C. Rice-Evans Flavonoids: antioxidants or signaling molecular? Free Radic Biol Med 36 2004 838 894
24. H.M. Kang, J.H. Kim, M.Y. Lee, K.H. Son, D.C. Yang, and N.I. Baek Relationship between flavonoid structure and inhibition of farnesyl protein transferase Nat Prod Res 18 4 2004 349 356
25. Y.H. Park, and G.C. Chiou Structure-activity relationship (SAR) between some natural flavonoids and ocular blood flow in the rabbit J Ocul Pharmacol Therapeut 20 1 2004 35 42
26. G. Regev-Shoshani, O. Shoseyov, I. Bilkis, and Z. Kerem Glycosylation of resveratrol protects it from enzymic oxidation Biochem J 374 Pt 1 2003 157 163
27. H.Y. Lin, S.C. Shen, and Y.C. Chen Anti-inflammatory effect of heme oxygenase 1: Glycosylation and nitric oxide inhibition in macrophages J Cell Physiol 202 2005 579 590
28. C. Park, H.S. So, C.H. Shin, S.H. Baek, B.S. Moon, and S.H. Shin Quercetin protects the hydrogen peroxide-induced apoptosis via inhibition of mitochondrial dysfunction in H9c2 cardiomyoblast cells Biochem Pharmacol 66 7 2003 1287 1295
29. Y. Ishikawa, and M. Kitamura Anti-apoptotic effect of quercetin: intervention in the JNK- and ERK-mediated apoptotic pathways Kidney Int 58 3 2000 1078 1087
30. 2)-induced NF-kappaB DNA binding activity and DNA damage in HepG2 cells Carcinogenesis 19 9 1998 1583 1589
31. M.J. Laughton, B. Halliwell, P.J. Evans, and J.R. Hoult Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Effects on lipid peroxidation, hydroxyl radical generation and bleomycin-dependent damage to DNA Biochem Pharmacol 38 17 1989 2859 2865
32. S. Suzuki, T. Takada, Y. Sugawara, T. Muto, and R. Kominami Quercetin induces recombinational mutations in cultured cells as detected by DNA fingerprinting Jpn J Cancer Res 82 10 1991 1061 1064
33. T. Kietzmann, A. Samoylenko, and S. Immenschuh Transcriptional regulation of heme oxygenase-1 gene expression by MAP kinases of the JNK and p38 pathways in primary cultures of rat hepatocytes J Biol Chem 278 2003 17927 17936
34. K.K. Elbirt, A.J. Whitmarsh, R.J. Davis, and H.L. Bonkovsky Mechanism of sodium arsenite-mediated induction of heme oxygenase-1 in hepatoma cells. Role of mitogen-activated protein kinases J Biol Chem 273 1998 8922 8931
35. B.M. Choi, H.O. Pae, Y.R. Jeong, G.S. Oh, C.D. Jun, and B.R. Kim Overexpression of heme oxygenase (HO)-1 renders Jurkat T cells resistant to fas-mediated apoptosis: involvement of iron released by HO-1 Free Radic Biol Med 36 7 2004 858 871
36. S.R. Vulapalli, Z. Chen, B.H. Chua, T. Wang, and C.S. Liang Cardioselective overexpression of HO-1 prevents I/R-induced cardiac dysfunction and apoptosis Am J Physiol 283 2 2002 H688 H694
37. C. Braudeau, D. Bouchet, L. Tesson, S. Iyer, S. Remy, and R. Buelow Induction of long-term cardiac allograft survival by heme oxygenase-1 gene transfer Gene Ther 11 8 2004 701 710
38. R. Foresti, P. Sarathchandra, J.E. Clark, C.J. Green, and R. Motterlini Peroxynitrite induces haem oxygenase-1 in vascular endothelial cells: a link to apoptosis Biochem J 339 1999 729 736
39. R. Stocker, Y. Yamamoto, A.F. McDonagh, A.N. Glazer, and B.N. Ames Bilirubin is an antioxidant of possible physiological importance Science 235 1987 1043 1046
40. M.P. Soares, A. Usheva, S. Brouard, P.O. Berberat, L. Gunther, and E. Tobiasch Modulation of endothelial cell apoptosis by heme oxygenase-1-derived carbon monoxide Antioxid Redox Signal 4 2002 321 329
41. L.E. Otterbein, L.L. Mantell, and A.M. Choi Carbon monoxide provides protection against hyperoxic lung injury Am J Physiol 276 4 Pt 1 1999 L688 L694
42. L.E. Otterbein, S.L. Otterbein, E. Ifedigbo, F. Liu, D.E. Morse, and C. Fearns MKK3 mitogen-activated protein kinase pathway mediates carbon monoxide-induced protection against oxidant-induced lung injury Am J Pathol 163 6 2003 2555 2563
43. K. Sato, J. Balla, L. Otterbein, R.N. Smith, S. Brouard, and Y. Lin Carbon monoxide generated by heme oxygenase-1 suppresses the rejection of mouse-to-rat cardiac transplants J Immunol 166 2001 4185 4194
44. C.H. Ko, S.C. Shen, Lee TJF, and Y.C. Chen Myricetin inhibits matrix metalloproteinase 2 protein expression and enzyme activity in colorectal carcinoma cells Mol Cancer Ther 4 2005 281 290
45. M.K. Johnson, and G. Loo Effects of epigallocatechin gallate and quercetin on oxidative damage to cellular DNA Mutat Res 459 2000 211 218
46. A.N. Kong, R. Yu, C. Chen, S. Mandlekar, and T. Primiano Signal transduction events elicited by natural products: role of MAPK and caspase pathways in homeostatic response and induction of apoptosis Arch Pharm Res 23 2000 1 16