Antioxidative effect of melatonin on DNA and erythrocytes against free-radical-induced oxidation

Chemistry and Physics of Lipids

Volumn 151, Issue 2, 2008, Pages 77-84

  Zhao, Feng ^a   Liu, Zai Qun ^a   Wu, Di ^a  

^a JILIN UNIVERSITY   (China)

Author keywords

Antioxidant; DNA; Erythrocyte; Hemolysis; Melatonin; Oxidative damage

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; ANTIOXIDANT; DNA; FREE RADICAL; HEMIN; INDOLE; MELATONIN; PEROXY RADICAL;

ANTIOXIDANT ACTIVITY; ARTICLE; CALCULATION; CHEMICAL REACTION KINETICS; CONTROLLED STUDY; DNA DAMAGE; ERYTHROCYTE; ERYTHROCYTE MEMBRANE; HEMOLYSIS; HUMAN; HUMAN CELL; IC 50; OXIDATION KINETICS; OXIDATIVE STRESS; PRIORITY JOURNAL; RADICAL REACTION;

ANTIOXIDANTS; BENZOTHIAZOLES; BIPHENYL COMPOUNDS; DNA; ERYTHROCYTES; FREE RADICALS; HEMIN; HEMOLYSIS; HUMANS; HYDRAZINES; MELATONIN; MODELS, MOLECULAR; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; SULFONIC ACIDS;

EID: 38749127576     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2007.10.002     Document Type: Article

References (41)

1. Aeschbach R., Loliger J., Scott B.C., Murcia A., Butler J., Halliwell B., and Aruoma O.I. Antioxidant actions of thymol, carvacrol, 6-gingerol, zingerone and hydroxytyrosol. Food Chem. Toxicol. 32 (1994) 31-36
2. Akkas S.B., Inci S., Zorlu F., and Severcan F. Melatonin affects the order, dynamics and hydration of brain membrane lipids. J. Mol. Struct. 834-836 (2007) 207-215
3. Arendt J. Melatonin: characteristics, concerns, and prospects. J. Biol. Rhythms 20 (2005) 291-303
4. Bedini A., Spadoni G., Gatti G., Lucarini S., Tarzia G., Rivara S., Lorenzi S., Lodola A., Mor M., Lucini V., Pannacci M., and Scaglione F. Design and synthesis of N-(3,3-diphenylpropenyl)alkanamides as a novel class of high-affinity MT2-selective melatonin receptor ligands. J. Med. Chem. 49 (2006) 7393-7403
5. Bondy S.C., and Sharman E.H. Melatonin and the aging brain. Neurochem. Int. 50 (2007) 571-580
6. Bowry V.W., and Stocker R. Tocopherol-mediated peroxidation. The prooxidant effect of vitamin E on the radical-initiated oxidation of human low-density lipoprotein. J. Am. Chem. Soc. 115 (1993) 6029-6044
7. Brzezinski A., Vangel M.G., Wurtman R.J., Norrie G., Zhdanova I., Ben-Shushan A., and Ford I. Effects of exogenous melatonin on sleep: a meta-analysis. Sleep Med. Rev. 9 (2005) 41-50
8. Buscemi N., Vandermeer B., Hooton N., Pandya R., Tjosvold L., Hartling L., Vohra S., Klassen T.P., and Baker G. Melatonin for treatment of sleep disorders. Evid. Rep. Technol. Assess. Summ. (2004) 1-7
9. Cooke M.S., Evans M.D., Dizdaroglu M., and Lunec J. Oxidative DNA damage: mechanism, mutation, and disease. FASEB J. 17 (2003) 1195-1214
10. 1-nitrosomelatonin: nucleophilic attack versus reducing pathways. J. Org. Chem. 70 (2005) 5790-5798
11. Dizdaroglu M., Jaruga P., Birincioglu M., and Rodriguez H. Free radical-induced damage to DNA: mechanism and measurement. Free Radic. Biol. Med. 32 (2002) 1102-1115
12. El-Missiry M.A., Fayed T.A., El-Sawy M.R., and El-Sayed A.A. Ameliorative effect of melatonin against γ-irradiation-induced oxidative stress and tissue injury. Ecotoxicol. Environ. Saf. 66 (2007) 278-286
13. Erel O. A novel automated direct measurement method for total antioxidant capacity using a new generation, more stable ABTS radical cation. Clin. Biochem. 37 (2004) 277-285
14. Eskiocak S., Tutunculer F., Basaran U.N., Taskiran A., and Cakir E. The effect of melatonin on protein oxidation and nitric oxide in the brain tissue of hypoxic neonatal rats. Brain Dev. 29 (2007) 19-24
15. Fitch C.D., Chevli R., Kanjanangglupan P., Dutta P., Chevli K., and Chou A.C. Intracellular ferriprotoporphyrin IX is a potent lytic agent. Blood 62 (1983) 1165-1168
16. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. J.A., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dannenberg J.J., Zakrzewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Cioslowski J., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challacombe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. Gaussian 03, Revision B. 03 (2003), Gaussian, Inc., Pittsburgh, PA
17. Hallingback H.R., Gabdoulline R.R., and Wade R.C. Comparison of the binding and reactivity of plant and mammalian peroxidases to indole derivatives by computational docking. Biochemistry 45 (2006) 2940-2950
18. Jimenez-Escrig A., Jimenez-Jimenez I., Sanchez-Moreno C., and Saura-Calixto F. Evaluation of free radical scavenging of dietary carotenoids by the stable radical 2,2-diphenyl-1-picrylhydrazyl. J. Sci. Food Agric. 80 (2000) 1686-1690
19. Li G.-X., Tang Y.-Z., and Liu Z.-Q. The "double-faced" effect of VC-12 on free-radical-induced hemolysis of human erythrocytes: antioxidant and prooxidant. J. Pharm. Pharmacol. 59 (2007) 739-743
20. Litwinienko G., and Ingold K.U. Abnormal solvent effects on hydrogen atom abstraction. 2. Resolution of the curcumin antioxidant controversy. The role of sequential proton loss electron transfer. J. Org. Chem. 69 (2004) 5888-5896
21. Liu Z.-Q. Icariin: a special antioxidant to protect linoleic acid against free-radical-induced peroxidation in micelles. J. Phys. Chem. A 110 (2006) 6372-6378
22. Mahlberg R., and Kunz D. Melatonin excretion levels and polysomnographic sleep parameters in healthy subjects and patients with sleep-related disturbances. Sleep Med. 8 (2007) 512-516
23. Maldonado P.D., Rivero-Cruz I., Mata R., and Pedraza-Chaverri J. Antioxidant activity of A-type proanthocyanidins from Geranium niveum (Geraniaceae). J. Agric. Food Chem. 53 (2005) 1996-2001
24. Migliavacca E., Ancerewicz J., Carrupt P.-A., and Testa B. Theoretical parameters to characterize antioxidants. Part 2. The cases of melatonin and carvedilol. Helv. Chim. Acta 81 (1998) 1337-1348
25. Niki E., Komuro E., Takahashi M., Urano S., Ito E., and Terao K. Oxidative hemolysis of erythrocytes and its inhibition by free radical scavengers. J. Biol. Chem. 263 (1988) 19809-19814
26. Peyrot F., Fernandez B.O., Bryan N.S., Feelisch M., and Ducrocq C. N-Nitroso products from the reaction of indoles with Angeli's salt. Chem. Res. Toxicol. 19 (2006) 58-67
27. Re R., Pellegrini N., Proteggente A., Pannala A., Yang M., and Rice-Evans C. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic. Biol. Med. 26 (1999) 1231-1237
28. Sato Y., Kamo S., Takahashi T., and Suzuki Y. Mechanism of free radical-induced hemolysis of human erythrocytes: hemolysis by water-soluble radical initiator. Biochemistry 34 (1995) 8940-8949
29. Scott S.L., Chen W.-J., Babac A., and Espenson J.H. Spectroscopic parameters, electrode potentials, acid ionization constants, and electron exchange rates of the 2,2-azinobis(3-ethylbenzo thiazolineine-6-sulfonate) radicals and ions. J. Phys. Chem. 97 (1993) 6710-6714
30. Semak I., Naumova M., Korik E., Terekhovich V., Wortsman J., and Slominski A. A novel metabolic pathway of melatonin: oxidation by cytochrome c. Biochemistry 44 (2005) 9300-9307
31. Shaklai N., Shviro E., Rabizadeh E., and Kirschner-Zibler I. Accumulation and drainage of hemin in the red cell membrane. Biochim. Biophys. Acta 821 (1985) 355-366
32. Silva G.da., Kim C.-H., and Bozzelli J.W. Thermodynamic properties (enthalpy, bond energy, entropy, and heat capacity) and internal rotor potentials of vinyl alcohol, methyl vinyl ether, and their corresponding radicals. J. Phys. Chem. A 110 (2006) 7925-7934
33. Sonmez M., Yuce A., and Turk G. The protective effects of melatonin and vitamin E on antioxidant enzyme activities and epididymal sperm characteristics of homocysteine treated male rats. Reprod. Toxicol. 23 (2007) 226-231
34. Tang Y.-Z., and Liu Z.-Q. Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes. Bioorg. Med. Chem. 15 (2007) 1903-1913
35. Tang Y.-Z., and Liu Z.-Q. The antioxidant effect of hydroxyl-substituent Schiff bases on the free-radical-induced hemolysis of human erythrocytes. Cell Biochem. Funct. 25 (2007) 149-158
36. Tsotinis A., Vlachou M., Papahatjis D.P., Calogeropoulou T., Nikas S.P., Garratt P.J., Piccio V., Vonhoff S., Davidson K., Teh M.-T., and Sugden D. Mapping the melatonin receptor. 7. Subtype selective ligands based on β-substituted N-acyl-5-methoxytryptamines and β-substituted N-acyl-5-methoxy-1-methyltryptamines. J. Med. Chem. 49 (2006) 3509-3519
37. Tunez I., Munoz M.C., Medina F.J., Salcedo M., Feijoo M., and Montilla P. Comparison of melatonin, vitamin E and L-carnitine in the treatment of neuro- and hepatotoxicity induced by thioacetamide. Cell Biochem. Funct. 25 (2007) 119-127
38. Wang F., Wang T., Lai J., Li M., and Zou C. Vitamin E inhibits hemolysis induced by hemin as a membrane stabilizer. Biochem. Pharm. 71 (2006) 799-805
39. Wei Q.-Y., Zhou B., Cai Y.-J., Yang L., and Liu Z.-L. Synergistic effect of green tea polyphenols with trolox on free-radical-induced oxidative DNA damage. Food Chem. 96 (2006) 90-95
40. Zavodnik I.B., Lapshina E.A., Rekawiecka K., Zavodnik I.B., Bartosz G., and Bryszewska M. Membrane effects of nitrite-induced oxidation of human red blood cells. Biochim. Biophys. Acta 1421 (1999) 306-316
41. Zhang P., and Omaye S.T. DNA strand breakage and oxygen tension: effects of β-carotene, α-tocopherol and ascorbic acid. Food Chem. Toxicol. 39 (2001) 239-246