Liquid chromatographic/electrospray ionization mass spectrometric identification of the oxidation end‐products of trans‐resveratrol in aqueous solutions |
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| Authors: | Laurent Camont Fabrice Collin Catherine Marchetti Daniel Jore Monique Gardes‐Albert Dominique Bonnefont‐Rousselot |
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| Institution: | 1. Département de Biochimie (EA 3617), Université Paris Descartes, Faculté des Sciences Pharmaceutiques et Biologiques, 4 avenue de l'Observatoire, 75006 Paris, France;2. Laboratoire de Chimie Physique (UMR CNRS 8601), Université Paris Descartes, UFR Biomédicale, 45 rue des Saint‐Pères, 75006 Paris, France;3. Groupe Hospitalier Pitié‐Salpêtrière (AP‐HP), UF de Biochimie des Maladies Métaboliques, Service de Biochimie Métabolique, 83 boulevard de l'H?pital, 75013 Paris, France |
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| Abstract: | trans‐Resveratrol (3,5,4′‐trihydroxystilbene) is a natural polyphenolic compound that exhibits antioxidant properties. Our study aimed at studying the HO . ‐induced oxidation of resveratrol (100 µmol.L?1) in aerated aqueous solutions. Gamma radiolysis of water was used to generate HO . /O free radicals (I = 10 Gy.min?1, dose = 400 Gy). Oxidation products were identified by direct infusion mass spectrometry and high‐performance liquid chromatography/mass spectrometry. For each product, structural elucidation was based on simple mass spectra, fragmentation spectra and deuterium/hydrogen exchange spectra; the comparison with mass spectra of synthetic products provided valuable information allowing the complete identification of the oxidation products. Four products resulting from the direct attack of HO . radicals towards resveratrol were identified respectively as piceatannol (trans‐3,5,3′,4′‐tetrahydroxystilbene), 3,5‐dihydroxybenzoic acid, 3,5‐dihydroxybenzaldehyde and 4‐hydroxybenzaldehyde. Copyright © 2010 John Wiley & Sons, Ltd. |
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