Inhibition of hydrogen peroxide-induced endothelial apoptosis by 2′,4′,7-trihydroxyflavanone, a flavonoid form

Journal of Medicinal Food

Volumn 7, Issue 4, 2004, Pages 408-416

  Choi, Yean Jung ^a   Lee, Myung Kyu ^a   Lee, Yong Jin ^a   Jeong, Yu Jin ^a   Park, Jung Han Yoon ^a   Soon, Sung Lim ^a   Kang, Young Hee ^a  

^a Hallym University   (South Korea)

Author keywords

2 ,4 ,7 trihydroxyflavanone; Endothelial apoptosis; Hydrogen peroxide; Naringenin

Indexed keywords

2',4',6 TRIHYDROXYFLAVONOL; 2',4',7 TRIHYDROXYFLAVANONE; 2',4',7 TRIHYDROXYFLAVONOL; CASPASE 3; DNA FRAGMENT; FLAVANOID; FLAVONOL DERIVATIVE; HYDROGEN PEROXIDE; NARINGENIN; PROTEIN BAX; PROTEIN BNIP3; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; APOPTOSIS; ARTICLE; CELL CULTURE; CELL DEATH; CELL NUCLEUS; CELL PROTECTION; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; DRUG EFFECT; ENDOTHELIUM CELL; ENZYME ACTIVATION; HUMAN; HUMAN CELL; IMMUNOCYTOCHEMISTRY; OXIDATIVE STRESS; PRIORITY JOURNAL; PROTEIN EXPRESSION; UMBILICAL CORD; WESTERN BLOTTING;

EID: 11844273794     PISSN: 1096620X     EISSN: None     Source Type: Journal    
DOI: 10.1089/jmf.2004.7.408     Document Type: Article

References (39)

1. Jacobson MD, Weil M, Raff MC: Programmed cell death in animal development. Cell 1997;88:347-354.
2. Rathmell JC, Thompson CB: Pathways of apoptosis in lymphocyte development, homeostasis, and disease. Cell 2002;109(Suppl):S97-S107.
3. Zhao ZQ: Oxidative stress-elicited myocardial apoptosis during reperfusion. Curr Opin Pharmacol 2004;4:159-165.
4. Wang QD, Pernow J, Sjoquist PO, Ryden L: Pharmacological possibilities for protection against myocardial reperfusion injury. Cardiovasc Res 2002;55:25-37.
5. 2 production and nitric oxide synthase expression. Cardiovasc Res 2004;62:194-201.
6. Gardner AM, Xu FH, Fady C, Jacoby FJ, Duffey DC, Tu Y, Lichtenstein A: Apoptotic vs. nonapoptotic cytotoxicity induced by hydrogen peroxide. Free Radic Biol Med 1997;22:73-83.
7. Rossig L, Hoffmann J, Hugel B, Mallat Z, Haase A, Freyssinet JM, Tedgui A, Aicher A, Zeiher AM, Dimmeler S: Vitamin C inhibits endothelial cell apoptosis in congestive heart failure. Circulation 2001;104:2182-2187.
8. Arai Y, Watanabe S, Kimira M, Shimoi K, Mochizuki R, Kinae N: Dietary intakes of flavonols, flavones and isoflavones by Japanese women and the inverse correlation between quercetin intake and plasma LDL cholesterol concentration. J Nutr 2000;130:2243-2250.
9. Geleijnse JM, Launer LJ, Van der Kuip DA, Hofman A, Witteman JC: Inverse association of tea and flavonoid intakes with incident myocardial infarction: the Rotterdam Study. Am J Clin Nutr 2002;75:880-886.
10. Kris-Etherton PM, Keen CL: Evidence that the antioxidant flavonoids in tea and cocoa are beneficial for cardiovascular health. Curr Opin Lipidol 2002;13:41-49.
11. Mennen LI, Sapinho D, de Bree A, Arnault N, Bertrais S, Galan P, Hercberg S: Consumption of foods rich in flavonoids is related to a decreased cardiovascular risk in apparently healthy French women. J Nutr 2004;134:923-926.
12. Arteel GE, Schroeder P, Sies H: Reactions of peroxynitrite with cocoa procyanidin oligomers. J Nutr 2000;130(8S Suppl):2100S-2104S.
13. Chen JW, Zhu ZQ, Hu TX, Zhu DY: Structure-activity relationship of natural flavonoids in hydroxyl radical-scavenging effects. Acta Pharmacol Sin 2002;23:667-672.
14. Dugas AJ Jr, Castaneda-Acosta J, Bonin GC, Price KL, Fischer NH, Winston GW: Evaluation of the total peroxyl radical-scavenging capacity of flavonoids: structure-activity relationships. J Nat Prod 2000;63:327-331.
15. Ozgova S, Hermanek J, Gut I: Different antioxidant effects of polyphenols on lipid peroxidation and hydroxyl radicals in the NADPH-, Fe-ascorbate- and Fe-microsomal systems. Biochem Pharmacol 2003;66:1127-1137.
16. Sawa T, Nakao M, Akaike T, Ono K, Maeda H: Alkylperoxyl radical-scavenging activity of various flavonoids and other phenolic compounds: implications for the anti-tumor-promoter effect of vegetables. J Agric Food Chem 1999;47:397-402.
17. Lotito SB, Frei B: Relevance of apple polyphenols as antioxidants in human plasma: contrasting in vitro and in vivo effects. Free Radic Biol Med 2004;36:201-211.
18. Choi YJ, Kang JS, Park JHY, Lee YJ, Choi JS, Kang YH: Polyphenolic flavonoids differ in their antiapoptotic efficacy in hydrogen peroxide-treated human vascular endothelial cells. J Nutr 2003;133:985-991.
19. Fukai T, Pei YH, Nomura T, Xu CQ, Wu LJ, Chen YJ: Components of the root bark of morus cathayana. Structures of five new isoprenylated flavonoids, sanggenols A-E and a diprenyl-2-arylbensofuran, mulberrofuran V. Heterocycles 1996;43:425-436.
20. Lim SS, Jung SH, Jin J, Shin KH, Keum SR: Synthesis of flavonoids and their effects on aldose reductase and sorbitol accumulation in streptozotocin-induced diabetic rat tissues. J Pharm Pharmacol 2001;53:653-668.
21. Rall GJH, Oberholzer ME, Ferreira D, Roux DG: Crown ether application in the synthesis of chalcones. Tetrahedron Lett 1976;13:1033-1036.
22. Greene TW, Wuts PGM: Protective Groups in Organic Synthesis, 2nd ed., John Wiley & Sons, New York, 1991, pp. 149-150.
23. Jaffe EA, Nachman RL, Becker CG, Minick CR: Culture of human endothelial cells derived from umbilical veins. Identification by morphologic and immunologic criteria. J Clin Invest 1973;52:2745-2756.
24. Voyta JC, Via DP, Butterfield CE, Zetter BR: Identification and isolation of endothelial cells based on their increased uptake of acetyl-low density lipoprotein. J Cell Biol 1984;99:2034-2040.
25. Denizot F, Lang R: Rapid colorimetric assay for cell growth and survival. Modification to the tetrazolium dye procedure giving improved sensitivity and reliability. J Immunol Methods 1986;89:271-277.
26. Wyllie AH, Morris RG, Smith AL, Dunlop D: Chromatin cleavage in apoptosis: association with condensed chromatin morphology and dependence on macromolecular synthesis. J Pathol 1984;142:67-77.
27. Gavrieli Y, Sherman Y, Ben-Sasson SA: Identification of programmed cell death in situ via specific labeling of nuclear DNA fragmentation. J Cell Biol 1992;119:493-501.
28. Kang YH, Chung SJ, Kang IJ, Park JHY, Bünger R: Mitochondrial pyruvate prevents hydrogen peroxide-induced apoptosis in vascular endothelial cells. Mol Cell Biochem 2001;216:37-46.
29. Buttke TM, Sandstrom PA: Oxidative stress as a mediator of apoptosis. Immunol Today 1994;15:7-10.
30. Spencer JPE, Schroeter H, Kuhnle G, Srai SKS, Tyrrell RM, Hahn U, Rice-Evans C: 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 2001;354:493-500.
31. Jang JH, Surh YJ: Protective effects of resveratrol on hydrogen peroxide-induced apoptosis in rat pheochromocytoma (PC12) cells. Mutat Res 2001;496:181-190.
32. Chen CN, Wu CL, Lin JK: Propolin C from propolis induces apoptosis through activating caspases, Bid and cytochrome c release in human melanoma cells. Biochem Pharmacol 2004;67:53-66.
33. Zhang Y, Zhao B: Green tea polyphenols enhance sodium nitroprusside-induced neurotoxicity in human neuroblastoma SH-SY5Y cells. J Neurochem 2003;86:1189-1200.
34. Cos P, Rajan P, Vedernikova I, Calomme M, Pieters L, Vlietinck AJ, Augustyns K, Haemers A, Vanden Berghe D: In vitro antioxidant profile of phenolic acid derivatives. Free Radic Res 2002;36:711-716.
35. Rice-Evans CA, Miller NJ, Paganga G: Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic Biol Med 1996;20:933-956.
36. 2. Exp Eye Res 2002;74:663-669.
37. Voehringer DW, Meyn RE: Redox aspects of bcl-2 function. Antioxid Redox Signal 2000;2:537-550.
38. Buccellato LJ, Tso M, Akinci OI, Chandel NS, Budinger GR: Reactive oxygen species are required for hyperoxia-induced Bax activation and cell death in alveolar epithelial cells. J Biol Chem 2004;279:6753-6760.
39. Lee YJ, Kang IJ, Bünger R, Kang YH: Mechanisms of pyruvate inhibition of oxidant-induced apoptosis in human endothelial cells. Microvasc Res 2003;66:91-101.