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

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

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

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

Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche

Risultato della ricerca: Article › peer review

25 Citazioni (Scopus)

Abstract

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 originale	English
pagine (da-a)	269-275
Numero di pagine	7
Rivista	Journal of Pineal Research
Volume	35
Stato di pubblicazione	Published - 2003

All Science Journal Classification (ASJC) codes

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title = "Melatonin: Structural characterization of its non-enzymatic mono-oxygenate metabolite",

abstract = "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.",

keywords = "1D and 2D nuclear magnetic resonance, Endocrinology, Mass spectra, Melatonin, Metabolites, Structure, 1D and 2D nuclear magnetic resonance, Endocrinology, Mass spectra, Melatonin, Metabolites, Structure",

author = "Livrea, {Maria Antonia} and Luisa Tesoriere and David Bongiorno and Leopoldo Ceraulo and Pasquale Agozzino and Giuseppe Avellone and Natoli, {Maria C.} and Pasquale Agozzino and Felice Filizzola and David Bongiorno and Leopoldo Ceraulo and Luisa Tesoriere and Giuseppe Avellone and Livrea, {Maria A.} and Felice Filizzola and Natoli, {Maria Concetta}",

year = "2003",

language = "English",

volume = "35",

pages = "269--275",

journal = "Journal of Pineal Research",

issn = "0742-3098",

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T1 - Melatonin: Structural characterization of its non-enzymatic mono-oxygenate metabolite

AU - Livrea, Maria Antonia

AU - Tesoriere, Luisa

AU - Bongiorno, David

AU - Ceraulo, Leopoldo

AU - Agozzino, Pasquale

AU - Avellone, Giuseppe

AU - Natoli, Maria C.

AU - Agozzino, Pasquale

AU - Filizzola, Felice

AU - Bongiorno, David

AU - Ceraulo, Leopoldo

AU - Tesoriere, Luisa

AU - Avellone, Giuseppe

AU - Livrea, Maria A.

AU - Filizzola, Felice

AU - Natoli, Maria Concetta

PY - 2003

Y1 - 2003

N2 - 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.

AB - 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.

KW - 1D and 2D nuclear magnetic resonance

KW - Endocrinology

KW - Mass spectra

KW - Melatonin

KW - Metabolites

KW - Structure

KW - 1D and 2D nuclear magnetic resonance

KW - Endocrinology

KW - Mass spectra

KW - Melatonin

KW - Metabolites

KW - Structure

UR - http://hdl.handle.net/10447/243627

M3 - Article

VL - 35

SP - 269

EP - 275

JO - Journal of Pineal Research

JF - Journal of Pineal Research

SN - 0742-3098

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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