Isoorientin induces Nrf2 pathway-driven antioxidant response through phosphatidylinositol 3-kinase signaling

Archives of Pharmacal Research

Volumn 30, Issue 12, 2007, Pages 1590-1598

  Ju, Hee Lim ^a   Park, Hae Suk ^a   Choi, Jung Kap ^a   Lee, Ik Soo ^a   Hyun, Jin Choi ^a  

^a Chonnam National University   (South Korea)

Author keywords

Isoorientin; NAD(P)H:quinone oxidoreductase 1 (NQO1); NF E2 related factor 2(Nrf2); Oxidative stress; Sasa borealis

Indexed keywords

EID: 38149000858     PISSN: 02536269     EISSN: None     Source Type: Journal    
DOI: 10.1007/bf02977329     Document Type: Article

References (43)

1. Alia, M., Mateos, R., Ramos, S., Lecumberri, E., Bravo, L., and Goya, L., Influence of quercetin and rutin on growth and antioxidant defense system of a human hepatoma cell line (HepG2). Eur. J. Nutr., 45, 19-28 (2006).
2. Brown, J. E., Khodr, H., Hider, R. C., and Rice-Evans, C. A., Structural dependence of flavonoid interactions with Cu2+ ions: implications for their antioxidant properties. Biochem. J., 330, 1173-1178 (1998).
3. Ceriello, A., Oxidative stress and diabetes-associated complications. Endocr. Pract., 12, 60-62 (2006).
4. Chan, K. and Kan, Y. W., Nrf2 is essential for protection against acute pulmonary injury in mice. Proc. Natl. Acad. Sci. U. S. A., 96, 12731-12736 (1999).
5. Cho, H. Y., Reddy, S. P., and Kleeberger, S. R., Nrf2 defends the lung from oxidative stress. Antioxid. Redox. Signal., 8, 76-87 (2006).
6. 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, 1475-1489 (1983).
7. Du, J., Daniels, D. H., Asbury, C., Venkataraman, S., Liu, J., Spitz, D. R., Oberley, L. W., and Cullen, J. J., Mitochondrial production of reactive oxygen species mediate dicumarol-induced cytotoxicity in cancer cells. J. Biol. Chem., 281, 37416-37426 (2006).
8. El-Ghar, S. M., Qureshi, M., Shoker, A., and Prasad, K., Oxidative Stress in Renal Transplant Patients Who Develop Cardiovascular Disease. J. Cardiovasc. Pharmacol. Ther., 11, 203-210 (2006).
9. Hõrhammer, L., Wagner, H., and Gloggengiesser, F., A new glycoside type of flavone series. I. Isolation of luteolin & apigenine glycosides from Polygonum orientale. Arch. Pharm. Ber. Dtsch. Pharm. Ges., 291/63, 126-137 (1958).
10. Hu, C., Zhang, Y., and Kitts, D. D., Evaluation of antioxidant and prooxidant activities of bamboo Phyllostachys nigra var. henonis leaf extract in vitro. J. Agric. Food Chem., 48, 3170-3176 (2000).
11. Huang, H. C., Nguyen, T., and Pickett, C. B., Phosphorylation of Nrf2 at Ser-40 by protein kinase C regulates antioxidant response element-mediated transcription. J. Biol. Chem., 277, 42769-42774 (2002).
12. Hwang, O., Kim, G., Jang, Y. J., Kim, S. W., Choi, G., Choi, H. J., Jeon, S. Y., Lee, D. G., and Lee, J. D., Synthetic phytoceramides induce apoptosis with higher potency than ceramides. Mol. Pharmacol., 59, 1249-1255 (2001).
13. Jaiswal, A. K., Nrf2 signaling in coordinated activation of antioxidant gene expression. Free Radic. Biol. Med., 36, 1199-1207 (2004).
14. Juan, S. H., Cheng, T. H., Lin, H. C., Chu, Y. L., and Lee, W. S., Mechanism of concentration-dependent induction of heme oxygenase-1 by resveratrol in human aortic smooth muscle cells. Biochem. Pharmacol., 69, 41-48 (2005).
15. Kang, K. W., Cho, I. J., Lee, C. H., and Kim, S. G., Essential role of phosphatidylinositol 3-kinase-dependent CCAAT/enhancer binding protein beta activation in the induction of glutathione S-transferase by oltipraz. J. Natl. Cancer Inst., 95, 53-66 (2003).
16. Kang, K. W., Lee, S. J., Park, J. W., and Kim, S. G., Phosphatidylinositol 3-kinase regulates nuclear translocation of NF-E2-related factor 2 through actin rearrangement in response to oxidative stress. Mol. Pharmacol., 62, 1001-1010 (2002).
17. Kang, S. S., Lee, J. Y., Choi, Y. K., Kim, G. S., and Han, B. H., Neuroprotective effects of flavones on hydrogen peroxide-induced apoptosis in SH-SY5Y neuroblastoma cells. Bioorg. Med. Chem. Lett., 14, 2261-2264 (2004).
18. Kuo, E. A., Hambleton, P. T., Kay, D. P., Evans, P. L., Matharu, S. S., Little, E., McDowall, N., Jones, C. B,. Hedgecock, C. J., Yea, C. M., Chan, A. W., Hairsine, P. W., Ager, I. R., Tully, W. R., Williamson, R. A., and Westwood, R., Synthesis, structure-activity relationships, and pharmacokinetic properties of dihydroorotate dehydrogenase inhibitors: 2-cyano-3-cyclopropyl-3-hydroxy-N- [3′-methyl-4′-(trifluoromethyl)phenyl]propenamide and related compounds. J. Med. Chem., 39, 4608-4621 (1996).
19. Lee, J. M., Hanson, J. M., Chu, W. A., and Johnson, J. A., Phosphatidylinositol 3-kinase, not extracellular signal-regulated kinase, regulates activation of the antioxidant-responsive element in IMR-32 human neuroblastoma cells. J. Biol. Chem., 276, 20011-20016 (2001).
20. Li, N., Venkatesan, M. I., Miguel, A., Kaplan, R., Gujuluva, C., Alam, J., and Nel, A., Induction of heme oxygenase-1 expression in macrophages by diesel exhaust particle chemicals and quinones via the antioxidant-responsive element. J. Immunol., 165, 3393-3401 (2000).
21. Li, W., Yu, S. W., and Kong, A. N., Nrf2 possesses a redox-sensitive nuclear exporting signal in the Neh5 transactivation domain. J. Biol. Chem., 286, 27251-27263 (2006).
22. Lu, B., Wu, X., Tie, X., Zhang, Y., and Zhang, Y., Toxicology and safety of anti-oxidant of bamboo leaves. Part 1: Acute and subchronic toxicity studies on anti-oxidant of bamboo leaves. Food Chem. Toxicol., 43, 783-792 (2005).
23. Martin, D., Rojo, A. I., Salinas, M., Diaz, R., Gallardo, G., Alam, J., De Galarreta, C. M., and Cuadrado, A., Regulation of heme oxygenase-1 expression through the phosphatidylinositol 3-kinase/Akt pathway and the Nrf2 transcription factor in response to the antioxidant phytochemical carnosol. J. Biol. Chem., 279, 8919-8929 (2004).
24. Miura, Y. H., Tomita, I., Watanabe, T., Hirayama, T., and Fukui, S., Active oxygens generation by flavonoids. Biol. Pharm. Bull., 21, 93-96 (1998).
25. Morita, K., Arimochi, H., and Ohnishi, Y., In vitro cytotoxicity of 4-methylcatechol in murine tumor cells: induction of apoptotic cell death by extracellular pro-oxidant action. J. Pharmacol. Exp. Ther., 306, 317-323 (2003).
26. Nemeikaite-Ceniene, A., Imbrasaite, A., Sergediene, E., and Cenas, N., Quantitative structure-activity relationships in prooxidant cytotoxicity of polyphenols: role of potential of phenoxyl radical/phenol redox couple. Arch. Biochem. Biophys., 441, 182-190 (2005).
27. Nioi, P., Hayes, J. D., Contribution of NAD(P)H:quinone oxidoreductase 1 to protection against carcinogenesis, and regulation of its gene by the Nrf2 basic-region leucine zipper and the arylhydrocarbon receptor basic helix-loop-helix transcription factors. Mutat. Res., 555, 149-171 (2004).
28. Owuor, E. D. and Kong, A. N., Antioxidants and oxidants regulated signal transduction pathways. Biochem. Pharmacol., 64, 765-770 (2002).
29. Ozono, R., New biotechnological methods to reduce oxidative stress in the cardiovascular system: focusing on the Bach1/heme oxygenase-1 pathway. Curr. Pharm. Biotechnol., 7, 87-93 (2006).
30. Park, H. -S., Lim, J. H., Kim, H. J., Choi, H. J., and Lee, I. S., Antioxidant Flavone Glycosides from the Leaves of Sasa borealis. Arch. Pharm. Res., 30, 161-166 (2007).
31. Prawan, A., Kundu, J. K., and Surh, Y. J., Molecular basis of heme oxygenase-1 induction: implications for chemoprevention and chemoprotection. Antioxid. Redox. Signal., 7, 1688-1703 (2005).
32. Rush, G. F., Gorski, J. R., Ripple, M. G., Sowinski, J., Bugelski, P., Hewitt, and W. R., Organic hydroperoxide-induced lipid peroxidation and cell death in isolated hepatocytes. Toxicol. Appl. Pharmacol., 78, 473-483 (1985).
33. Rylander, M. N., Feng, Y., Bass, J., and Diller, K. R., Thermally induced injury and heat-shock protein expression in cells and tissues. Ann. N.Y. Acad. Sci., 1066, 222-242 (2005).
34. Shibata, M., Yamatake, Y., Sakamoto, M., Kanamori, M., and Takagi, K., Phamacological studies on bamboo grass (1). Acute toxicity and anti-inflammatory and antiulcerogenic activities of water-soluble fraction(Folin) extracted from Sasa albomarginata Makino et Shibata. Nippon. Yakurigaku. Zasshi., 71, 481-490 (1975).
35. Shih, P. H. and Yen, G. C., Differential expressions of antioxidant status in aging rats: the role of transcriptional factor Nrf2 and MAPK signaling pathway. Biogerontology, 8, 71-80 (2006).
36. Smith, M. A., Oxidative stress and iron imbalance in Alzheimer disease: how rust became the fuss! J. Alzheimers Dis., 9, 305-308 (2006).
37. Talalay, P. and Dinkova-Kostova, A. T., Role of nicotinamide quinone oxidoreductase 1 (NQO1) in protection against toxicity of electrophiles and reactive oxygen intermediates. Methods Enzymol., 382, 355-364 (2004).
38. Toyokuni, S., Novel aspects of oxidative stress-associated carcinogenesis. Antioxid. Redox. Signal., 8, 1373-1377 (2006).
39. Vitaglione, P., Morisco, F., Caporaso, N., and Fogliano, V., Dietary antioxidant compounds and liver health. Crit. Rev. Food Sci. Nutr., 44, 575-586 (2004).
40. Wu, C. C., Hsu, M. C., Hsieh, C. W., Lin, J. B., Lai, P. H., and Wung, B. S., Upregulation of heme oxygenase-1 by Epigallocatechin-3-gallate via the phosphatidylinositol 3-kinase/Akt and ERK pathways. Life Sci., 78, 2889-2897 (2006).
41. Zhang, Y., Bao, B., Lu, B., Ren, Y., Tie, X., and Zhang, Y., Determination of flavone C-glucosides in antioxidant of bamboo leaves (AOB) fortified foods by reversed-phase high-performance liquid chromatography with ultraviolet diode array detection. J. Chromatogr. A., 1065, 177-185 (2005).
42. Zima, T. and Kalousova, M., Oxidative stress and signal transduction pathways in alcoholic liver disease. Alcohol. Clin. Exp. Res., 29, 110S-115S (2005).
43. Zipper, L. M. and Mulcahy, R. T., Inhibition of ERK and p38 MAP kinases inhibits binding of Nrf2 and induction of GCS genes. Biochem. Biophys. Res. Commun., 278, 484-492 (2000).