Melatonin reduces lipid peroxidation and membrane viscosity

Frontiers in Physiology

Volumn 5, Issue OCT, 2014, Pages

  Reiter, Russel J ^a   Tan, Dun Xian ^a   Galano, Annia ^b  

^a UNIVERSITY OF TEXAS HEALTH SCIENCE CENTER AT SAN ANTONIO   (United States)

^b DEPARTAMENTO DE QUÍMICA   (Mexico)

Author keywords

AFMK; AMK; Antioxidant cascade; Cyclic 3 hydroxymelatonin; Polyunsaturated fatty acids

Indexed keywords

EID: 84949117036     PISSN: None     EISSN: 1664042X     Source Type: Journal    
DOI: 10.3389/fphys.2014.00377     Document Type: Note

References (24)

1. Arnao, M., and Hernandez-Ruiz, J. (2013). Growth conditions determine different melatonin levels in Lupinus albus L. J. Pineal Res. 55, 149-155. doi: 10.1111/jpi.12055
2. Arnao, M. B., and Hernández-Ruiz, J. (2014). Melatonin: plant growth regulator and/or biostimulator during stress? Trends Plant Sci. doi: 10.1016/j.tplants.2014.07.006. [Epub ahead of print].
3. Ceraulo, L., Ferrugia, M., Tesoriere, L., Segreto, S., Livrea, M. A., and Turco Liveri, V. (1999). Interactions of melatonin with membrane models: portioning of melatonin in AOT and lecithin micelles. J. Pineal Res. 26, 108-112. doi: 10.1111/j.1600-079X.1999.tb00570.x
4. Cuzzocrea, S., Zingarelli, B., Gilad, E., Itake, P., Salzman, A. L., and Szabo, C. (1997). Protective effect of melatonin in carrageenan-induced models of local inflammation: relationship to its inhibitory effect on nitric oxide production and its peroxynitrite scavenging activity. J. Pineal Res. 23, 106-116. doi: 10.1111/j.1600-079X.1997.tb00342.x
5. Galano, A. (2011). On the direct scavenging of melatonin towards the hydroxyl and or series of peroxyl radicals. Phys. Chem. Chem. Phys. 13, 7178-7188. doi: 10.1039/c0cp02801k
6. Galano, A., Tan, D. X., and Reiter, R. J. (2013). On the free radical scavenging activities of melatonin's metabolites, AFMK and AMK. J. Pineal Res. 54, 245-257. doi: 10.1111/jpi.12010
7. Galano, A., Tan, D. X., and Reiter, R. J. (2014). Cyclic 3-hydroxymelatonin, a key metabolite enhancing the peroxyl radical scavenging activity of melatonin. R. Soc. Chem. Adv. 4, 5220-5227. doi: 10.1039/C3RA44604BT
8. Garcia, J. J., Lopez-Pingarron, L., Almeida-Souza, P., Tres, A., Escadero, P., Garcia-Gil, F. A., et al. (2014). Protective effects of melatonin in reducing oxidative stress and in preserving the fluidity of biological membranes: a review. J. Pineal Res. 56, 225-237. doi: 10.1111/jpi.12128
9. Hardeland, R. (2013). Melatonin and the theories of aging: a critical appraisal of melatonin's role in antiaging mechanisms. J. Pineal Res. 55, 325-356. doi: 10.1111/jpi.12090T
10. Leon, J., Escames, G., Rodriguez, M. I., Lopez, L. C., Tapias, V., Entrena, A., et al. (2006). Inhibition of neuronal nitric oxide synthase activity by N1-acetyl-5-methoxydkynuramine, a brain metabolite of melatonin. J. Neurochem. 98, 2023-2033. doi: 10.1111/j.1471-4159.2006.04029.x
11. Manda, K., Ueno, M., and Anzai, K. (2007). AFMK, a melatonin metabolite, attenuates x-ray-induced oxidative damage to DNA, proteins and lipids in mice. J. Pineal Res. 42, 386-393. doi: 10.1111/j.1600-079X.2007.00432.x
12. Marchetti, C., Sidahmed-Adrar, N., Collin, F., Jore, D., Gardes-Albert, M., and Bonnefont-Rousselot, D. (2011). Melatonin protects PLPC liposomes and LDL radical-induced oxidation. J. Pineal Res. 51, 286-296. doi: 10.1111/j.1600-079X.2011.00889.x
13. Marshall, K. A., Reiter, R. J., Poeggeler, B., and Halliwell, B. (1996). Evaluation of the antioxidant activity of melatonin in vitro. Free Radic. Biol. Med. 21, 307-315. doi: 10.1016/0891-5849(96)00046-9
14. Mekhloufi, J., Vitrac, H., Yous, S., Duriez, P., Jore, D., Gardes-Albert, M., et al. (2007). Quantification of the water/lipid affinity of melatonin and a pinoline derivative in lipid molecules. J. Pineal Res. 42, 330-337. doi: 10.1111/j.1600-079X.2007.00423.x
15. Reiter, R. J., Tan, D. X., Kim, S. J., Manchester, L. C., Qi, W., Garcia, J. J., et al. (1999). Augmentation of indices of oxidative damage in life-long melatonin-deficient rats. Mech. Ageing Rev. 110, 157-173. doi: 10.1016/S0047-6374(99)00058-5
16. Ressmeyer, A. R., Mayo, J. C., Zelosko, V., Sainz, R. M., Tan, D. X., Poeggeler, B., et al. (2003). Antioxidant properties of the melatonin metabolite N1-acetyl-5-methoxykynuramine (AMK): scavenging of free radicals and prevention of protein destruction. Redox Rep. 8, 205-213. doi: 10.1179/135100003225002709
17. Rodriguez, C., Mayo, J. C., Sainz, R. M., Antonlin, I., Herrera, F., Martin, V., et al. (2004). Regulation of antioxidant enzymes: a significant role for melatonin. J. Pineal Res. 36, 1-9. doi: 10.1046/j.1600-079X.2003.00092.x
18. Schaffer, M., and Hardeland, R. (2009). The melatonin metabolite N1-acetyl-5-methoxykynuramine is a potent singlet oxygen scavenger. J. Pineal Res. 46, 49-52. doi: 10.1111/j.1600-079X.2008.00614.x
19. Tan, D. X., Hardeland, R., Manchester, L. C., Galano, A., and Reiter, R. J. (2014). Cyclic-3-hydroxymelatonin (C3HOM), a potent antioxidant, scavenges free radicals and suppresses oxidative reactions. Curr. Med. Chem. 21, 1557-1565. doi: 10.2174/0929867321666131129113146
20. Tan, D. X., Manchester, L. C., Burkhardt, S., Sainz, R. M., Mayo, J. C., Kohen, R., et al. (2001). N1-acetyl-N2-formyl-5-methoxykynuramine, a biogenic amine and melatonin metabolite, function as a potent antioxidant. FASEB J. 15, 2294-2296. doi: 10.1096/fj.01-0309fjeT
21. Tan, D. X., Manchester, L. C., Terron, P. P., Flores, L. J., and Reiter, R. J. (2007). One molecule, many derivatives: a never-ending interaction of melatonin with reactive oxygen and nitrogen species? J. Pineal Res. 42, 28-42. doi: 10.1111/j.1600-079X.2006.00407.xT
22. Venegas, C., Garcia, J. A., Escames, G., Ortiz, F., Lopez, A., Doerrier, C., et al. (2012). Extrapineal melatonin: analysis of its subcellular distribution and daily fluctuations. J. Pineal Res. 52, 217-227. doi: 10.1111/j.1600-079X.2011.00931.x
23. Xia, M. Z., Liang, Y. L., Wang, H., Chen, X., Huang, Y. Y., Zhang, Z. H., et al. (2012). Melatonin modulates TLR4-mediated inflammatory genes through MyD88- and TRIF-dependent signaling pathways in lipopolysaccharide-stimulated RAW264.7 cells. J. Pineal Res. 53, 325-334. doi: 10.1111/j.1600-079X.2012.01002.x
24. Zavodnik, I. B., Domanski, A. V., Lapshina, E. A., Bryszewska, M., and Reiter, R. J. (2006). Melatonin directly scavenges free radicals generated in red blood cells and a cell-free system: chemiluminescence measurement and theoretical calculations. Life Sci. 79, 391-400. doi: 10.1016/j.lfs.2006.01.030