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Melatonin: Structural characterization of its non-enzymatic mono-oxygenate metabolite

  • Autori: Agozzino, P.; Avellone, G.; Bongiorno, D.; Ceraulo, L.; Filizzola, F.; Natoli, M.; Livrea, M.; Tesoriere, L.
  • Anno di pubblicazione: 2003
  • Tipologia: Articolo in rivista (Articolo in rivista)
  • Parole Chiave: 1D and 2D nuclear magnetic resonance; Mass spectra; Melatonin; Metabolites; Structure; Endocrinology
  • OA Link:


Oxidation of melatonin by Fenton reagents as well as with hypochlorous acid or oxoferryl hemoglobin has been investigated. Analysis of products by low resolution/mass spectra (MS), high resolution/MS, 1H-nuclear magnetic resonance (NMR), 13C-NMR, correlated spectroscopy (COSY) and heterocorrelated spectroscopy (HETCOR) 2D NMR reveals the formation of a single mono-oxygenated product under all conditions and unequivocally assigns the N-[2-(5-methoxy-2-oxo-2,3-dihydro-1H-indol-3-yl)-ethyl]-acetamide structure, which had not been previously considered.