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

Luisa Tesoriere, Leopoldo Ceraulo, David Bongiorno, Giuseppe Avellone, Pasquale Agozzino, Maria Antonia Livrea, Maria C. Natoli, Pasquale Agozzino, Felice Filizzola, David Bongiorno, Leopoldo Ceraulo, Luisa Tesoriere, Giuseppe Avellone, Maria A. Livrea, Felice Filizzola, Maria Concetta Natoli

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23 Citazioni (Scopus)


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.
Lingua originaleEnglish
pagine (da-a)269-275
Numero di pagine7
RivistaJournal of Pineal Research
Stato di pubblicazionePublished - 2003

All Science Journal Classification (ASJC) codes

  • Endocrinology

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    Tesoriere, L., Ceraulo, L., Bongiorno, D., Avellone, G., Agozzino, P., Livrea, M. A., Natoli, M. C., Agozzino, P., Filizzola, F., Bongiorno, D., Ceraulo, L., Tesoriere, L., Avellone, G., Livrea, M. A., Filizzola, F., & Natoli, M. C. (2003). Melatonin: Structural characterization of its non-enzymatic mono-oxygenate metabolite. Journal of Pineal Research, 35, 269-275.