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Cyclic-3-hydroxymelatonin (C3HOM), a potent antioxidant, scavenges free radicals and suppresses oxidative reactions.
Curr Med Chem. 2014; 21(13):1557-65.CM

Abstract

Cyclic 3-hydroxymelatonin (C3HOM) is an immediate product of melatonin's interaction with reactive oxygen species. Its presence has been detected in mice, rats and humans. In the current study, the antioxidant capacity and reducing power of this molecule have been systematically studied. C3HOM is found to be a more potent antioxidant than melatonin or vitamin C in terms of its ability to scavenge the hydroxyl radical (HO.) and to recover oxidized horseradish peroxidase to its ground state. The antioxidative mechanism of C3HOM is similar to that of the classic antioxidant, vitamin C, rather than to its precursor melatonin. C3HOM effectively prevents the oxidative degradation of cytochrome C induced by hydrogen peroxide (H2O2). It is speculated that some antioxidative activities of melatonin may be mediated by its metabolite, C3HOM. C3HOM prevents mitochondrial cytochrome C injury and, thus, it is likely to inhibit cellular apoptosis induced by the release of oxidized cytochrome C from mitochondria.

Authors+Show Affiliations

Tan DX
No affiliation info available
Hardeland R
No affiliation info available
Manchester LC
No affiliation info available
Galano A
No affiliation info available
Reiter RJ
Department of Cellular and Structural Biology, The University of Texas, Health Science Center, San Antonio, Texas, 78229, USA. tan@uthscsa.edu.

MeSH

AntioxidantsCytochromes cFree Radical ScavengersHorseradish PeroxidaseHydrogen-Ion ConcentrationKineticsMelatoninOxidation-Reduction

Pub Type(s)

Journal Article

Language

eng

PubMed ID

24304286

Clinical Trial Links

Melatonin in Smoke-induced Vascular Injury

Citation

Tan, Dun-Xian, et al. "Cyclic-3-hydroxymelatonin (C3HOM), a Potent Antioxidant, Scavenges Free Radicals and Suppresses Oxidative Reactions." Current Medicinal Chemistry, vol. 21, no. 13, 2014, pp. 1557-65.
Tan DX, Hardeland R, Manchester LC, et al. Cyclic-3-hydroxymelatonin (C3HOM), a potent antioxidant, scavenges free radicals and suppresses oxidative reactions. Curr Med Chem. 2014;21(13):1557-65.
Tan, D. X., Hardeland, R., Manchester, L. C., Galano, A., & Reiter, R. J. (2014). Cyclic-3-hydroxymelatonin (C3HOM), a potent antioxidant, scavenges free radicals and suppresses oxidative reactions. Current Medicinal Chemistry, 21(13), 1557-65.
Tan DX, et al. Cyclic-3-hydroxymelatonin (C3HOM), a Potent Antioxidant, Scavenges Free Radicals and Suppresses Oxidative Reactions. Curr Med Chem. 2014;21(13):1557-65. PubMed PMID: 24304286.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Cyclic-3-hydroxymelatonin (C3HOM), a potent antioxidant, scavenges free radicals and suppresses oxidative reactions. AU - Tan,Dun-Xian, AU - Hardeland,R, AU - Manchester,L C, AU - Galano,A, AU - Reiter,R J, PY - 2013/08/08/received PY - 2013/11/02/revised PY - 2013/11/25/accepted PY - 2013/12/6/entrez PY - 2013/12/7/pubmed PY - 2015/1/16/medline SP - 1557 EP - 65 JF - Current medicinal chemistry JO - Curr Med Chem VL - 21 IS - 13 N2 - Cyclic 3-hydroxymelatonin (C3HOM) is an immediate product of melatonin's interaction with reactive oxygen species. Its presence has been detected in mice, rats and humans. In the current study, the antioxidant capacity and reducing power of this molecule have been systematically studied. C3HOM is found to be a more potent antioxidant than melatonin or vitamin C in terms of its ability to scavenge the hydroxyl radical (HO.) and to recover oxidized horseradish peroxidase to its ground state. The antioxidative mechanism of C3HOM is similar to that of the classic antioxidant, vitamin C, rather than to its precursor melatonin. C3HOM effectively prevents the oxidative degradation of cytochrome C induced by hydrogen peroxide (H2O2). It is speculated that some antioxidative activities of melatonin may be mediated by its metabolite, C3HOM. C3HOM prevents mitochondrial cytochrome C injury and, thus, it is likely to inhibit cellular apoptosis induced by the release of oxidized cytochrome C from mitochondria. SN - 1875-533X UR - https://www.unboundmedicine.com/medline/citation/24304286/Cyclic_3_hydroxymelatonin__C3HOM__a_potent_antioxidant_scavenges_free_radicals_and_suppresses_oxidative_reactions_ DB - PRIME DP - Unbound Medicine ER -