Inhibitory effects of glycitein on hydrogen peroxide induced cell damage by scavenging reactive oxygen species and inhibiting c-Jun N-terminal kinase

Free Radical Research

Volumn 41, Issue 6, 2007, Pages 720-729

  Kang, Kyoung Ah ^a   Zhang, Rui ^a   Piao, Mei Jing ^a   Lee, Kyoung Hwa ^a   Kim, Bum Joon ^b   Kim, So Young ^c   Kim, Hee Sun ^c   Kim, Dong Hyun ^d   You, Ho Jin ^e   Hyun, Jin Won ^a  

^a Jeju National University School of Medicine   (South Korea)

^b Seoul National University College of Medicine   (South Korea)

^c Ewha Womans University School of Medicine   (South Korea)

^d Kyung Hee University   (South Korea)

^e Chosun University   (South Korea)

Author keywords

Cytoprotective properties; Glycitein; Oxidative stress; Reactive oxygen species

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; DNA FRAGMENT; GLYCITEIN; HYDROGEN PEROXIDE; LIPID; REACTIVE OXYGEN METABOLITE; STRESS ACTIVATED PROTEIN KINASE; TRANSCRIPTION FACTOR AP 1;

ANIMAL CELL; APOPTOSIS; ARTICLE; CELL DAMAGE; CELL PROTECTION; CELL VIABILITY; CHINESE HAMSTER; CONTROLLED STUDY; DNA BINDING; DNA DAMAGE; ENZYME ACTIVATION; EXPOSURE; FLOW CYTOMETRY; IMMUNOCYTOCHEMISTRY; INHIBITION KINETICS; INTESTINE FLORA; LIPID PEROXIDATION; LUNG FIBROBLAST; NONHUMAN; OXIDATIVE STRESS;

ANIMALS; ANTIOXIDANTS; APOPTOSIS; BLOTTING, WESTERN; CELLS, CULTURED; COMET ASSAY; CRICETINAE; CYTOPROTECTION; ELECTROPHORETIC MOBILITY SHIFT ASSAY; EXTRACELLULAR SIGNAL-REGULATED MAP KINASES; FIBROBLASTS; FLOW CYTOMETRY; FREE RADICAL SCAVENGERS; HYDROGEN PEROXIDE; ISOFLAVONES; JNK MITOGEN-ACTIVATED PROTEIN KINASES; LUCIFERASES; LUNG; MITOGEN-ACTIVATED PROTEIN KINASE 9; OXIDANTS; OXIDATIVE STRESS; PHYTOESTROGENS; PROMOTER REGIONS (GENETICS); REACTIVE OXYGEN SPECIES; TRANSCRIPTION FACTOR AP-1;

CRICETULUS GRISEUS;

EID: 34249824273     PISSN: 10715762     EISSN: 10292470     Source Type: Journal    
DOI: 10.1080/10715760701241618     Document Type: Article

References (49)

1. Park, HJ, Park, JH, Moon, JO, Lee, KJ, Jung, WT, Lee, HK and Oh, SR (1999) Isoflavone glycosides from the flowers of Pueraria thunbergiana. Phytochemistry, 51, pp. 147-151.
2. Akao, T., Kobashi, K. and Aburada, M. (1994) Enzymic studies on the animal and intestinal bacterial metabolism of geniposide. Biol Pharm Bull, 17, pp. 1573-1576.
3. Kim, DH, Yu, KW, Bae, EA, Park, HJ and Choi, JW (1998) Metabolism of kalopanaxsaponin B and H by human intestinal bacteria and antidiabetic activity of their metabolites. Biol Pharm Bull, 21, pp. 360-365.
4. Rufer, CE and Kulling, SE (2006) Antioxidant activity of isoflavones and their major metabolites using different in vitro assays. J Agric Food Chem, 54, pp. 2926-2931.
5. Chang, YC and Nair, MG (1995) Metabolism of daidzein and genistein by intestinal bacteria. J Nat Prod, 58, pp. 1892-1896.
6. Joannou, GE, Kelly, GE, Reeder, AY, Waring, M. and Nelson, C. (1995) A urinary profile study of dietary phytoestrogens. The identification and mode of metabolism of new isoflavonoids. J Steroid Biochem Mol Biol, 54, pp. 167-184.
7. Heinonen, SM, Hoikkala, A., Wahala, K. and Adlercreutz, H. (2003) Metabolism of the soy isoflavones daidzein, genistein and glycitein in human subjects. Identification of new metabolites having an intact isoflavonoid skeleton. J Steroid Biochem Mol Biol, 87, pp. 285-299.
8. Kulling, SE, Honig, DM, Simat, TJ and Metzler, M. (2000) Oxidative in vitro metabolism of the soy phytoestrogens daidzein and genistein. J Agric Food Chem, 48, pp. 4963-4972.
9. Kulling, SE, Honig, DM and Metzler, M. (2001) Oxidative metabolism of the soy isoflavones daidzein and genistein in humans in vitro and in vivo. J Agric Food Chem, 49, pp. 3024-3033.
10. Song, TT, Hendrich, S. and Murphy, PA (2002) Estrogenic activity of glycitein, a soy isoflavone. J Agric Food Chem, 50, pp. 2470-2474.
11. Carroll, KK (1991) Review of clinical studies on cholesterol-lowering response to soy protein. J Am Diet Assoc, 91, pp. 820-827.
12. Anthony, MS, Clarkson, TB and Williams, JK (1998) Effects of soy isoflavones on atherosclerosis: Potential mechanisms. Am J Clin Nutr, 68, pp. 1390S-1393S.
13. Sung, JH, Lee, SJ, Park, KH and Moon, TW (2004) Isoflavones inhibit 3-hydroxy-3-methylglutaryl coenzyme A reductase in vitro. Biosci Biotechnol Biochem, 68, pp. 428-432.
14. Kim, MH, Gutierrez, AM and Goldfarb, RH (2002) Different mechanisms of soy isoflavones in cell cycle regulation and inhibition of invasion. Anticancer Res, 22, pp. 3811-3817.
15. Magee, PJ, McGlynn, H. and Rowland, IR (2004) Differential effects of isoflavones and lignans on invasiveness of MDA-MB-231 breast cancer cells in vitro. Cancer Lett, 208, pp. 35-41.
16. Pan, W., Ikeda, K., Takebe, M. and Yamori, Y. (2001) Genistein, daidzein and glycitein inhibit growth and DNA synthesis of aortic smooth muscle cells from stroke-prone spontaneously hypertensive rats. J Nutr, 131, pp. 1154-1158.
17. Gutierrez-Zepeda, A., Santell, R., Brown, M., Khan, I., Link, CD, Zhao, B. and Luo, Y. (2005) Soy isoflavone glycitein protects against beta amyloid-induced toxicity and oxidative stress in transgenic Caenorhabditis elegans. BMC Neurosci, 6, pp. 54-62.
18. Yamaki, K., Kim, DH, Ryu, N., Kim, YP, Shin, KH and Ohuchi, K. (2002) Effects of naturally occurring isoflavones on prostaglandin E2 production. Planta Med, 68, pp. 97-100.
19. Sheu, F., Lai, HH and Yen, GC (2001) Suppression effect of soy isoflavones on nitric oxide production in Raw 264.7 macrophages. J Agric Food Chem, 49, pp. 1767-1772.
20. Yoshida, H., Teramoto, T., Ikeda, K. and Yamori, Y. (2001) Glycitein effect on suppressing the proliferation and stimulating the differentiation of osteoblastic MC3T3-E1 cells. Biosci Biotechnol Biochem, 65, pp. 1211-1213.
21. Cooke, MS, Mistry, N., Wood, C., Herbert, KE and Lunec, J. (1997) Immunogenicity of DNA damaged by reactive oxygen species implications for anti-DNA antibodies in lupus. Free Radic Biol Med, 22, pp. 151-159.
22. Darley-Usmar, V. and Halliwell, B. (1996) Blood radicals: Reactive nitrogen species, reactive oxygen species, transition metal ions, and the vascular system. Pharm Res, 13, pp. 649-662.
23. Farinati, F., Cardin, R., Degan, P., Rugge, M., Mario, FD, Bonvicini, P. and Naccarato, R. (1998) Oxidative DNA damage accumulation in gastric carcinogenesis. Gut, 42, pp. 351-356.
24. Laurindo, FR, da Luz, PL, Uint, L., Rocha, TF, Jaeger, RG and Lopes, EA (1991) Evidence for superoxide radical-dependent coronary vasospasm after angioplasty in intact dogs. Circulation, 83, pp. 1705-1715.
25. Nakazono, K., Watanabe, N., Matsuno, K., Sasaki, J., Sato, T. and Inoue, M. (1991) Does superoxide underlie the pathogenesis of hypertension. Proc Natl Acad Sci USA, 88, pp. 10045-10048.
26. Palinski, W., Miller, E. and Witztum, JL (1995) Immunization of low density lipoprotein (LDL) receptor-deficient rabbits with homologous malondialdehyde-modified LDL reduces atherogenesis. Proc Natl Acad Sci USA, 92, pp. 821-825.
27. Parthasarathy, S., Steinberg, D. and Witztum, JL (1992) The role of oxidized low-density lipoproteins in the pathogenesis of atherosclerosis. Annu Rev Med, 43, pp. 219-225.
28. Fei, J., Viedt, C., Soto, U., Elsing, C., Jahn, L. and Kreuzer, J. (2000) Endothelin-1 and smooth muscle cells: Induction of jun amino-terminal kinase through an oxygen radical-sensitive mechanism. Arterioscler Thromb Vasc Biol, 20, pp. 1244-1249.
29. Lo, YY, Wong, JM and Cruz, TF (1996) Reactive oxygen species mediate cytokine activation of c-Jun NH2-terminal kinases. J Biol Chem, 271, pp. 15703-15707.
30. Mas, V Mansat-de, Bezombes, C., Quillet-Mary, A., Bettaieb, A., D'orgeix, AD, Laurent, G. and Jaffrezou, JP (1999) Implication of radical oxygen species in ceramide generation, c-Jun N-terminal kinase activation and apoptosis induced by daunorubicin. Mol Pharmacol, 56, pp. 867-874.
31. Kyriakis, JM and Avruch, J. (1996) Sounding the alarm: Protein kinase cascades activated by stress and inflammation. J Biol Chem, 271, pp. 24313-24316.
32. Liu, ZG, Hsu, H., Goeddel, DV and Karin, M. (1996) Dissection of TNF receptor 1 effector functions: JNK activation is not linked to apoptosis while NF-kappaB activation prevents cell death. Cell, 87, pp. 565-576.
33. Lee, HW, Choo, MK, Bae, EA and Kim, DH (2003) Beta-glucuronidase inhibitor tectorigenin isolated from the flower of Pueraria thunbergiana protects carbon tetrachloride-induced liver injury. Liver Int, 23, pp. 221-226.
34. Rosenkranz, AR, Schmaldienst, S., Stuhlmeier, KM, Chen, W., Knapp, W. and Zlabinger, GJ (1992) A microplate assay for the detection of oxidative products using 2',7'-dichlorofluorescein-diacetate. J Immunol Meth, 156, pp. 39-45.
35. Lo, SF, Nalawade, SM, Mulabagal, V., Matthew, S., Chen, CL, Kuo, CL and Tsay, HS (2004) In vitro propagation by asymbiotic seed germination and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity studies of tissue culture raised plants of three medicinally important species of dendrobium. Biol Pharm Bull, 27, pp. 731-735.
36. Ohkawa, H., Ohishi, N. and Yagi, K. (1979) Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal Biochem, 95, pp. 351-358.
37. Singh, NP (2000) Microgels for estimation of DNA strand breaks, DNA protein cross links and apoptosis. Mutat Res, 455, pp. 111-127.
38. Rajagopalan, R., Ranjan, SK and Nair, CK (2003) Effect of vinblastine sulfate on gamma-radiation-induced DNA single-strand breaks in murine tissues. Mutat Res, 536, pp. 15-25.
39. Carmichael, J., DeGraff, WG, Gazdar, AF, Minna, JD and Mitchell, JB (1987) Evaluation of a tetrazolium-based semiautomated colorimetric assay: Assessment of chemosensitivity testing. Cancer Res, 47, pp. 936-941.
40. Nicoletti, I., Migliorati, G., Pagliacci, MC, Grignani, F. and Riccardi, C. (1991) A rapid and simple method for measuring thymocyte apoptosis by propidium iodide staining and flow cytometry. J Immunol Methods, 139, pp. 271-279.
41. Rogakou, EP, Pilch, DR, Orr, AH, Ivanova, VS and Bonner, WM (1988) DNA double-stranded breaks induce histone H2AX phosphorylation on serine 139. J Biol Chem, 273, pp. 5858-5868.
42. Karin, M., Liu, Z. and Zandi, E. (1997) AP-1 function and regulation. Curr Opin Cell Biol, 9, pp. 240-246.
43. Kitamura, M., Ishikawa, Y., Moreno-Manzano, V., Konta, T., Lucio-Cazana, J., Furusu, A. and Nakayama, K. (2002) Intervention by retinoic acid in oxidative stress-induced apoptosis. Nephrol Dial Transplant, 17, pp. 84-87.
44. Wang, HK, Chang, JJ, McPhail, AT, McPhail, DR, Terada, H., Konoshima, T., Kokumai, M., Kozuka, M. and Estes, JR (1993) Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa. J Nat Prod, 56, pp. 690-698.
45. Bae, EA, Han, MJ, Lee, KT, Choi, JW, Park, HJ and Kim, DH (1999) Metabolism of 6"-O-xylosyltectoridin and tectoridin by human intestinal bacteria and their hypoglycemic and in vitro cytotoxic activities. Biol Pharm Bull, 22, pp. 1314-1318.
46. Valachovicova, T., Slivova, V., Bergman, H., Shuherk, J. and Sliva, D. (2004) Soy isoflavones suppress invasiveness of breast cancer cells by the inhibition of NF-kappaB/AP-1-dependent and -independent pathways. Int J Oncol, 25, pp. 1389-1395.
47. Park, EK, Shin, YW, Lee, HU, Lee, CS and Kim, DH (2004) Passive cutaneous anaphylaxis-inhibitory action of tectorigenin, a metabolite of tectoridin by intestinal microflora. Biol Pharm Bull, 27, pp. 1099-1102.
48. Kang, KA, Lee, KH, Chae, S., Zhang, R., Jung, MS, Kim, SY, Kim, HS, Kim, DH and Hyun, JW (2005) Cytoprotective effect of tectorigenin, a metabolite formed by transformation of tectoridin by intestinal microflora, on oxidative stress induced by hydrogen peroxide. Eur J Pharmacol, 519, pp. 16-23.
49. Kitamura, M., Ishikawa, Y., Moreno-Manzano, V., Konta, T., Lucio-Cazana, J., Furusu, K. and Nakayama (2002) Intervention by retinoic acid in oxidative stress-induced apoptosis. Nephrol Dial Transplant, 17, pp. 84-87.