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

6533b836fe1ef96bd12a0952

RESEARCH PRODUCT

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

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

subject

Magnetic Resonance Spectroscopy Hypochlorous acid Chemistry Stereochemistry Metabolite Structure Metabolite Nuclear magnetic resonance spectroscopy Mass spectrometry Mass Spectrometry chemistry.chemical_compound Endocrinology Reagent Mass spectra Mass spectrum Spectroscopy Two-dimensional nuclear magnetic resonance spectroscopy 1D and 2D nuclear magnetic resonance Nuclear chemistry Melatonin

description

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.

year	journal	country	edition	language
2003-10-03

10.1034/j.1600-079x.2003.00086.x http://hdl.handle.net/10447/243627

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