Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene from Curcuma comosa Roxb. protects retinal pigment epithelial cells against oxidative stress-induced cell death

Toxicology in Vitro

Volumn 25, Issue 1, 2011, Pages 167-176

  Jitsanong, Thunchnok ^a   Khanobdee, Kornnika ^b   Piyachaturawat, Pawinee ^a   Wongprasert, Kanokpan ^a  

^a Mahidol University ^*  (Thailand)

^b SURANAREE UNIVERSITY OF TECHNOLOGY   (Thailand)

Author keywords

Anti oxidant activities; Curcuma comosa Roxb.; Diarylheptanoids; Oxidative stress; Retinal pigment epithelial cell

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 1,7 DIPHENYL HEPTADIEN 3 OL; ASCORBIC ACID; DIARYLHEPTANOID 7 (3,4 DIHYDROXYPHENYL) 5 HYDROXY 1 PHENYL 1 HEPTENE; HEPTANE DERIVATIVE; HYDROGEN PEROXIDE; MALONALDEHYDE; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; APOPTOSIS; ARTICLE; ASSAY; CELL DEATH; CELL PROTECTION; CONCENTRATION RESPONSE; CONTROLLED STUDY; CURCUMA COMOSA; DRUG STRUCTURE; HERB; HUMAN; HUMAN CELL; IC 50; LIPID PEROXIDATION; OXIDATIVE STRESS; PIGMENT EPITHELIUM;

ANTIOXIDANTS; APOPTOSIS; CATALASE; CELL LINE; CELL SURVIVAL; CURCUMA; DIARYLHEPTANOIDS; DIETARY SUPPLEMENTS; FREE RADICAL SCAVENGERS; GLUTATHIONE PEROXIDASE; HEPTANES; HEPTANOL; HUMANS; HYDROGEN PEROXIDE; LIPID PEROXIDATION; MALONDIALDEHYDE; OXIDANTS; OXIDATIVE STRESS; REACTIVE OXYGEN SPECIES; RETINAL DEGENERATION; RETINAL PIGMENT EPITHELIUM; SUPEROXIDE DISMUTASE;

CURCUMA COMOSA;

EID: 78650519024     PISSN: 08872333     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tiv.2010.10.014     Document Type: Article

References (39)

1. Adler V.A., Cringle S.J. The effect of the retinal circulation on vitreous oxygen tension. Curr. Eye Res. 1985, 4:121-129.
2. Age-Related Eye Disease Study Research Group. 2001. A randomized, placebo-controlled, clinical trial of high-dose supplementation with vitamins C and E, beta carotene, and zinc for age-related macular degeneration and vision loss: AREDS report No. 11. Arch. Ophthalmol. 119, 1417-1436.
3. Beatty S., Koh H., Phil M., Henson D., Boulton M. The role of oxidative stress in the pathogenesis of age-related macular degeneration. Surv. Ophthalmol. 2000, 45(2):115-134.
4. Bland E.J., Keshavarz T., Bucke C. Using 2',7'-dichlorodihydrofluorescein diacetate to assess polysaccharides as immunomodulating agents. Mol. Biotechnol. 2001, 19:125-131.
5. Chichili G.R., Nohr D., Frank J., Flaccus A., Fraser P.D., Enfissi E.M., Biesalski H.K. Protective effects of tomato extract with elevated b-carotene levels on oxidative stress in ARPE-19 cells. Br. J. Nutri. 2006, 96:643-649.
6. Christen W.G. Antioxidant vitamins and age related eye disease. Proc. Ass. Am. Phys. 1999, 3:16-21.
7. Dorey C.K., Delori F.C., Akeo K. Growth of culture RPE and endothelial cells is inhibited by blue light, but not green or red light. Curr. Eye Res. 1990, 9:549-559.
8. Dunn K.C., Aotaki-Keen A.E., Putkey F.R., Hjelmeland L.M. ARPE-19, a human retinal pigment epithelial cell line with differentiated properties. Exp Eye Res 1996, 62:155-169.
9. Gantchev T.G., van Lier J.E. Catalase inactivation following photo-sensitization with tetrasulfonated metallophthalocyanines. Photochem. Photobiol. 1995, 62:123-134.
10. 2. BMC Ophthalmol. 2003, 3(5):1471-2415.
11. Girnun D.G., Domann E.F., Moore A.S., Robbins E.C.M. Identification of a functional peroxisome proliferator-activated receptor response element in the rat catalase promoter. Mol. Endocrinol. 2002, 16:2793-2801.
12. Jantaratnotai N., Utaisincharoen P., Piyachaturawat P., Chongthammakun S., Sanvarinda Y. Inhibitory effect of Curcuma comosa on NO production and cytokine expression in LPS-activated microglia. Life Sci. 2006, 78:571-577.
13. Jariyawat S., Kigpituck P., Suksen K., Chuncharunee A., Chaovanalikit A., Piyachaturawat P. Protection against cisplatin-induced nephrotoxicity in mice by Curcuma comosa Roxb. Ethanol extract. J. Nat. Med. 2009, 63(4):430-436.
14. Jaruga E., Salvioli S., Dobrucki J., Chrul S., Bandorowicz-Pikuła J., Sikora E., Franceschi C., Cossarizza A., Bartosz G. Apoptosis-like, reversible changes in plasma membrane asymmetry and permeability, and transient modifications in mitochondrial membrane potential induced by curcumin in rat thymocytes. FEBS Lett. 1998, 433:287-293.
15. Kang K.A., Chae S., Koh Y.S., Kim J.S., Lee J.H., You H.J., Hyun J.W. Protective effect of Puerariae Radix on oxidative stress induced by hydrogen peroxide and Streptozotocin. Biol. Pharm. Bull. 2005, 28(7):1154-1160.
16. Kim M.H., Chung J., Yang J.W., Chung S.M., Kwag N.H., Yoo J.S. Hydrogen peroxide-induced cell death in a human retinal pigment epithelial cell line, ARPE-19. Korean J. Ophthalmol. 2003, 17:19-28.
17. Kim S.Y., Kwon O.J., Park J.W. Inactivation of catalase and superoxide dismutase by singlet oxygen derived from photoactivated dye. Biochimie 2001, 83:437-444.
18. Lebuisson D.A., Leroy L., Rigal G. Traitement des degenerescences maculaires seniles par l'extrait de Ginkgo biloba. Presse Med. 1986, 15:1556-1558.
19. Mark R.L., David A.N., Peter D.O. Antioxidant enzymes in the aging human retinal pigment epithelium. Arch. Ophthalmol. 1991, 109(9):1285-1288.
20. Miceli M.V., Liles M.R., Newsome D.A. Evaluation of oxidative processes in Human retinal pigment epithelial cells associated with retinal outer segment phagocytosis. Exp. Cell Res. 1994, 214:242-249.
21. Murata T., He S., Hangai M., Ishibashi T., Xi X.P., Kim S., Hsueh A.W., Ryan J.S., Law R.E., Hinton R.D. Peroxisome proliferator activated receptor-γ ligands inhibit choroidal neovascularization. IOVS 2000, 41(8):2309-2317.
22. Narala R.V., Smith R.M., Adapala K.R., Ranga R., Panati K., Moore B.B., Leff T., Reddy D.V., Kondapi A.K., Reddy R.C. Curcumin is not a ligand for peroxisome proliferator-activated receptor-γ. Gene. Ther. Mol. Biol. 2009, 13:20-25.
23. Niumsakul S., Hirunsaree A., Wattanapitayakul S., Junsuwanitch N., Prapanupan K. An antioxidative and cytotoxic substance extracted from Curcuma comosa Roxb. J. Thai. Tradit. & Altern. Med. 2007, 5(1):24-29.
24. Ohtsuki T., Matsumato M., Suzuki K., Taniguchi N., Kamada T. Effect of transient forebrain ischemia on superoxide dismutases in gerbil hipocampus. Brain Res. 1993, 620:305-309.
25. Piao X.L., Park I.H., Baek S.H., Kim H.Y., Park M.K., Park J.H. Antioxidative activity of furanocoumarins isolated from Angelicae dahuricae. J. Ethnopharmacol. 2004, 93:243-246.
26. Priyadarsini I.K., Maity K.D., Naik H.G., Kumar S.M., Unnikrishnan K.M., Satav G.J., Mohan H. Role of phenolic O:H and methylene hydrogen on the free radical reaction and antioxidant activity of curcumin. Free Radical Biol. Med. 2003, 35:475-484.
27. Ram K., Manlin J., Maria-Andreea G., Hinton D.R. Ceramide-induced apoptosis: role of catalase and hepatocyte growth factor. Free Radical Biol. Med. 2004, 37(2):166-175.
28. Sodsai A., Piyachaturawat P., Sophasan S., Suksamrarn A., Vongsakul M. Suppression by Curcuma comosa Roxb. of pro-inflammatory cytokine secretion in phorbol-12-myristate-13-acetate stimulated human mononuclear cells. Int. Immunopharmacol. 2007, 7:524-531.
29. Suksamrarn A., Ponglikitmongkol M., Wongkrajang K., Chindaduang A., Kittidanairak S., Jankam A., Yingyongnarongkul B.E., Kittipanumat N., Chokchaisiri R., Khetkam P., Piyachaturawat P. Diarylheptanoids, new phytoestrogens from the rhizomes of Curcuma comosa: Isolation, chemical modification and estrogenic activity evaluation. Bioorg. Med. Chem. 2008, 16:6891-6902.
30. Tate D.J., Miceli M.V., Newsome D.A. Zinc induces catalase expression in cultured fetal human retinal pigment epithelial cells. Cur. Eye Res. 1997, 16(10):1017-1023.
31. Thampithak A., Jaisin Y., Meesarapee B., Chongthammakun S., Piyachaturawat P., Govitrapong P., Supavilai P., Sanvarinda Y. Transcriptional regulation of iNOS and COX-2 by a novel compound from Curcuma comosa in lipopolysaccharide-induced microglial activation. Neurosci. Lett. 2009, 462(2):171-175.
32. Tokuda Y., Uozumi T., Kawasaki T. The superoxide dismutase activities of cerebral tissues, assayed by the chemiluminescence method, in the gerbil focal ischemia/reperfusion and global ischemia models. Neurochem. Int. 1993, 23:107-114.
33. Treichel J.L., Henry M.M., Skumatz C.M., Eells J.T., Burke J.M. Antioxidants and ocular cell type differences in cytoprotection from formic acid toxicity in vitro. Toxicol. Sci. 2004, 82:183-192.
34. Ulrich S., Klaus H. Current understanding on the role of retinal pigment epithelium and its pigmentation pigment. Cell Res. 1999, 12:219-236.
35. Votruba M., Gregor Z. Neovascular age-related macular degeneration: present and future options. Eye 2001, 15(3):424-429.
36. Wang Z.Y., Shen L.J., Tu L., Hu D.N., Liu G.Y., Zhou Z.L., Lin Y., Chen L.H., Qu J. Erythropoietin protects retinal pigment epithelial cells from oxidative damage. Free Radical Biol. Med. 2009, 46(8):1032-1041.
37. Winuthayanon W., Piyachaturawat P., Suksamrarn A., Ponglikitmongkol M., Arao Y., Hewitt S.C., Korach K. Diarylheptanoid phytoestrogens isolated from the medicinal plant Curcuma comosa: biological actions in vitro and in vivo indicate ER-dependent mechanisms. Environ. Health Persp. 2009, 117:1155-1161.
38. Yildirim O., Ateş N.A., Tamer L., Muşlu N., Ercan B., Atik U., Kanik A. Changes in antioxidant enzyme activity and malondialdehyde level in patients with age-related macular degeneration. Ophthalmologica 2004, 218:202-206.
39. Zheng S., Chen A. Activation of PPARγ is required for curcumin to induce apoptosis and to inhibit the expression of extracellular matrix genes in hepatic stellate cells in vitro. Biochem. J. 2004, 384:149-157.