Naringenin-7-O-glucoside protects against doxorubicin-induced toxicity in H9c2 cardiomyocytes by induction of endogenous antioxidant enzymes

Food and Chemical Toxicology

Volumn 46, Issue 9, 2008, Pages 3140-3146

  Han, Xiuzhen ^a   Pan, Jihong ^b   Ren, Dongmei ^a   Cheng, Yanna ^a   Fan, Peihong ^a   Lou, Hongxiang ^a  

^a SHANDONG UNIVERSITY   (China)

^b SHANDONG PROVINCIAL HOSPITAL AFFILIATED TO SHANDONG FIRST MEDICAL UNIVERSITY   (China)

Author keywords

Doxorubicin; Extracellular signal regulated kinase (ERK); Glutamate cysteine ligase (GCL); NAD(P)H: quinone oxidoreductase (NQO1); Naringenin 7 O glucoside (NARG); Nrf2

Indexed keywords

ANTIOXIDANT; DOXORUBICIN; GLUTAMATE CYSTEINE LIGASE; MESSENGER RNA; MITOGEN ACTIVATED PROTEIN KINASE 1; MITOGEN ACTIVATED PROTEIN KINASE 3; NARINGENIN; NARINGENIN 7 O GLUCOSIDE; OXIDOREDUCTASE; REACTIVE OXYGEN METABOLITE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); TRANSCRIPTION FACTOR NRF2; UNCLASSIFIED DRUG;

ANIMAL CELL; APOPTOSIS; ARTICLE; CARDIOTOXICITY; CELL CULTURE; CONTROLLED STUDY; CULTURE MEDIUM; DRACOCEPHALUM RUPESTRE; DRUG CYTOTOXICITY; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME INDUCTION; ENZYME PHOSPHORYLATION; HEART MUSCLE CELL; HEART PROTECTION; HERB; NONHUMAN; PROTEIN FUNCTION; PROTEIN TRANSPORT; RAT; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; UPREGULATION; WESTERN BLOTTING;

ANIMALS; ANTIBIOTICS, ANTINEOPLASTIC; ANTIOXIDANTS; BLOTTING, WESTERN; CELL NUCLEUS; CELLS, CULTURED; CYTOSOL; DOXORUBICIN; ENZYME INDUCTION; EXTRACELLULAR SIGNAL-REGULATED MAP KINASES; FLAVANONES; GLUCOSIDES; GLUTATHIONE; MALONDIALDEHYDE; MYOCYTES, CARDIAC; PHOSPHORYLATION; PROTEIN TRANSPORT; QUERCETIN; RATS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; TETRAZOLIUM SALTS; THIAZOLES;

DRACOCEPHALUM;

EID: 50249105840     PISSN: 02786915     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.fct.2008.06.086     Document Type: Article

References (47)

1. Anderson M.E. Glutathione: an overview of biosynthesis and modulation. Chem. Biol. Interact. 111-112 (1998) 1-14
2. Andreadi C.K., Howells L.M., Atherfold P.A., and Manson M.M. Involvement of Nrf2, p38, B-Raf, and nuclear factor-kappaB, but not phosphatidylinositol 3-kinase, in induction of heme oxygenase-1 by dietary polyphenols. Mol. Pharmacol. 69 (2006) 1033-1040
3. Bast A., Kaiserová H., den Hartog G.J., Haenen G.R., and van der Vijgh W.J. Protectors against doxorubicin-induced cardiotoxicity: flavonoids. Cell Biol. Toxicol. 23 (2007) 39-47
4. Burdo J., Schubert D., and Maher P. Glutathione production is regulated via distinct pathways in stressed and non-stressed cortical neurons. Brain Res. 1189 (2008) 12-22
5. Calabrese V., Ravagna A., Colombrita C., Scapagnini G., Guagliano E., Calvani M., Butterfield D.A., and Giuffrida Stella A.M. Acetylcarnitine induces heme oxygenase in rat astrocytes and protects against oxidative stress: involvement of the transcription factor Nrf2. J. Neurosci. Res. 79 (2005) 509-521
6. Cavin C., Marin-Kuan M., Langouët S., Bezençon C., Guignard G., Verguet C., Piguet D., Holzhäuser D., Cornaz R., and Schilter B. Induction of Nrf2-mediated cellular defenses and alteration of phase I activities as mechanisms of chemoprotective effects of coffee in the liver. Food Chem. Toxicol. 46 (2008) 1239-1248
7. Cheng I.F., and Breen K. On the ability of four flavonoids, baicilein, luteolin, naringenin, and quercetin, to suppress the Fenton reaction of the iron-ATP complex. Biometals 13 (2000) 77-83
8. Chlopcíková S., Psotová J., Miketová P., and Simánek V. Chemoprotective effect of plant phenolics against anthracycline-induced toxicity on rat cardiomyocytes. Part I. Silymarin and its flavonolignans. Phytother. Res. 18 (2004) 107-110
9. Crespo I., García-Mediavilla M.V., Almar M., González P., Tuñón M.J., Sánchez-Campos S., and González-Gallego J. Differential effects of dietary flavonoids on reactive oxygen and nitrogen species generation and changes in antioxidant enzyme expression induced by proinflammatory cytokines in Chang Liver cells. Food Chem. Toxicol. 46 (2008) 1555-1569
10. Cullinan S.B., Zhang D., Hannink M., Arvisais E., Kaufman R.J., and Diehl J.A. Nrf2 is a direct PERK substrate and effector of PERK-dependent cell survival. Mol. Cell Biol. 23 (2003) 7198-7209
11. Dignam J.D., Lebovitz R.M., and Roeder R.G. Accurate transcription initiation by RNA polymerase II in a soluble extract from isolated mammalian nuclei. Nucleic Acids Res. 11 (1983) 1475-1489
12. Du Y., Guo H., and Lou H. Grape seed polyphenols protect cardiac cells from apoptosis via induction of endogenous antioxidant enzymes. J. Agr. Food Chem. 55 (2007) 1695-1701
13. Fraser J.A., Kansagra P., Kotecki C., Saunders R.D., and McLellan L.I. The modifier subunit of Drosophila glutamate-cysteine ligase regulates catalytic activity by covalent and noncovalent interactions and influences glutathione homeostasis in vivo. J. Biol. Chem. 278 (2003) 46369-46377
14. Han X., Ren D., Fan P., Shen T., and Lou H. Protective effects of naringenin-7-O-glucoside on doxorubicin-induced apoptosis in H9c2 cells. Eur. J. Pharmacol. 581 (2008) 47-53
15. Heim K.E., Tagliaferro A.R., and Bobilya D.J. Flavonoid antioxidants: chemistry, metabolism and structure-activity relationships. J. Nutr. Biochem. 13 (2002) 572-584
16. Jeong W.S., Jun M., and Kong A.N. Nrf2: a potential molecular target for cancer chemoprevention by natural compounds. Antioxid. Redox Signal 8 (2006) 99-106
17. Jones R.L., Swanton C., and Ewer M.S. Anthracycline cardiotoxicity. Expert. Opin. Drug Saf. 5 (2006) 791-809
18. Kaiserová H., Simůnek T., van der Vijgh W.J., Bast A., and Kvasnicková E. Flavonoids as protectors against doxorubicin cardiotoxicity: role of iron chelation, antioxidant activity and inhibition of carbonyl reductase. Biochim. Biophys. Acta 1772 (2007) 1065-1074
19. Kang K.A., Lee K.H., Park J.W., Lee N.H., Na H.K., Surh Y.J., You H.J., Chung M.H., and Hyun J.W. Triphlorethol-A induces heme oxygenase-1 via activation of ERK and NF-E2 related factor 2 transcription factor. FEBS Lett. 581 (2007) 2000-2008
20. Kang Y.J., Chen Y., and Epstein P.N. Suppression of doxorubicin cardiotoxicity by overexpression of catalase in the heart of transgenic mice. J. Biol. Chem. 271 (1996) 12610-12616
21. Keefe D.L. Anthracycline-induced cardiomyopathy. Semin. Oncol. 4 (2001) 2-7
22. Keizer H.G., Pinedo H.M., Schuurhuis G.J., and Joenje H. Doxorubicin (adriamycin): a critical review of free radical-dependent mechanisms of cytotoxicity. Pharmacol. Ther. 47 (1990) 219-231
23. Kirkby K.A., and Adin C.A. Products of heme oxygenase and their potential therapeutic applications. Am. J. Physiol. Renal Physiol. 290 (2006) F563-F571
24. Li Y., Cao Z., and Zhu H. Upregulation of endogenous antioxidants and phase 2 enzymes by the red wine polyphenol, resveratrol in cultured aortic smooth muscle cells leads to cytoprotection against oxidative and electrophilic stress. Pharmacol. Res. 53 (2006) 6-15
25. Lu S.C. Regulation of hepatic glutathione synthesis: current concepts and controversies. FASEB J. 13 (1999) 1169-1183
26. Manandhar S., Cho J.M., Kim J.A., Kensler T.W., and Kwak M.K. Induction of Nrf2-regulated genes by 3H-1, 2-dithiole-3-thione through the ERK signaling pathway in murine keratinocytes. Eur. J. Pharmacol. 577 (2007) 17-27
27. Motohashi H., and Yamamoto M. Nrf2-Keap1 defines a physiologically important stress response mechanism. Trends Mol. Med. 10 (2004) 549-557
28. Outomuro D., Grana D.R., Azzato F., and Milei J. Adriamycin-induced myocardial toxicity: new solutions for an old problem?. Int. J. Cardiol. 117 (2007) 6-15
29. Paganga G., Al-Hashim H., Khodr H., Scott B.C., Aruoma O.I., Hider R.C., Halliwell B., and Rice-Evans C.A. Mechanisms of antioxidant activities of quercetin and catechin. Redox Rep. 2 (1996) 359-364
30. Park S.H., Jang J.H., Li M.H., Na H.K., Cha Y.N., and Surh Y.J. Nrf2-mediated heme oxygenase-1 induction confers adaptive survival response to tetrahydropapaveroline-induced oxidative PC12 cell death. Antioxid Redox Signal 9 (2007) 2075-2086
31. Ren D.M., Guo H.F., Wang S.Q., and Lou H.X. Separation and structure determination of two diastereomeric pairs of enantiomers from Dracocephalum rupestre by high-performance liquid chromatography with circular dichroism detection. J. Chromatogr. A. 1161 (2007) 334-337
32. Ren D.M., Guo H.F., Yu W.T., Wang S.Q., Ji M., and Lou H.X. Stereochemistry of flavonoidal alkaloids from Dracocephalum rupestre. Phytochemistry 69 (2008) 1425-1433
33. Ren D., Lou H., and Ji M. Studies on constituents of Dracocephalum rupestra. Chin. Pharm. J. 40 (2005) 1695-1696
34. Ren D.M., Lou H.X., Ma B., and Ji M. Determination of naringenin-7-O-glucoside and eriodictyol-7-O-glucoside in Dracocephalum rupestra and its different parts by HPLC. Nat. Prod. Res. Dev. 15 (2003) 229-231
35. Rohde L.E., Belló-Klein A., Pereira R.P., Mazzotti N.G., Geib G., Weber C., Silva L.F., and Clausell N. Superoxide dismutase activity in adriamycin-induced cardiotoxicity in humans: a potential novel tool for risk stratification. J. Card. Fail 11 (2005) 220-226
36. Ross D., Kepa J.K., Winski S.L., Beall H.D., Anwar A., and Siegel D. NAD(P)H: quinone oxidoreductase 1 (NQO1): chemoprotection, bioactivation, gene regulation and genetic polymorphisms. Chem. Biol. Interact. 129 (2000) 77-97
37. Sadzuka Y., Sugiyama T., Shimoi K., Kinae N., and Hirota S. Protective effect of flavonoids on doxorubicin-induced cardiotoxicity. Toxicol. Lett. 92 (1997) 1-7
38. Siegel D., Gustafson D.L., Dehn D.L., Han J.Y., Boonchoong P., Berliner L.J., and Ross D. NAD(P)H: quinone oxidoreductase 1: role as a superoxide scavenger. Mol. Pharmacol. 65 (2004) 1238-1247
39. Singal P.K., and Iliskovic N. Doxorubicin-induced cardiomyopathy. N. Engl. J. Med. 339 (1998) 900-905
40. Sugden P.H., and Clerk A. Oxidative stress and growth-regulating intracellular signaling pathways in cardiac myocytes. Antioxid. Redox Signal 8 (2006) 2111-2124
41. Takemura G., and Fujiwara H. Doxorubicin-induced cardiomyopathy from the cardiotoxic mechanisms to management. Prog. Cardiovasc. Dis. 49 (2007) 330-352
42. van Acker S.A., van Balen G.P., van den Berg D.J., Bast A., and van der Vijgh W.J. Influence of iron chelation on the antioxidant activity of flavonoids. Biochem. Pharmacol. 56 (1998) 935-943
43. Wu Z.Y., and Li X.W. Flora Reipularis Sinicase (Zhongguo Zhiwu Zhi) vol. 65 (1977), Science Press, Beijing pp. 378-380
44. Yao P., Nussler A., Liu L., Hao L., Song F., Schirmeier A., and Nussler N. Quercetin protects human hepatocytes from ethanol-derived oxidative stress by inducing heme oxygenase-1 via the MAPK/Nrf2 pathways. J. Hepatol. 47 (2007) 253-261
45. Yen H.C., Oberley T.D., Vichitbandha S., Ho Y.S., and St Clair D.K. The protective role of manganese superoxide dismutase against adriamycin-induced acute cardiac toxicity in transgenic mice. J. Clin. Invest. 98 (1996) 1253-1260
46. Young R.C., Ozols R.F., and Myers C.E. The anthracycline antineoplastic drugs. N. Engl. J. Med. 305 (1981) 139-153
47. Zheng S., Yumei F., and Chen A. De novo synthesis of glutathione is a prerequisite for curcumin to inhibit hepatic stellate cell (HSC) activation. Free Radical Biol. Med. 43 (2007) 444-453