Iron Chelation by the Powerful Antioxidant Flavonoid Quercetin
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- 1 August 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Agricultural and Food Chemistry
- Vol. 54 (17) , 6343-6351
- https://doi.org/10.1021/jf060986h
Abstract
Chelation of the bare and hydrated iron(II) cation by quercetin has been investigated at the DF/B3LYP level in the gas phase. Several complexed species arising from neutral and anionic forms of the ligand have been taken into account. Both 1:1 and 1:2 metal/flavonoid stoichiometries have been considered. Results indicate that among the potential sites of chelation present on quercetin, the oxygen atoms belonging to the 3-hydroxy and 4-oxo, and to the 5-hydroxy and 4-oxo groups, are the preferred ones. Time-dependent density functional theory (TDDFT) calculations, used to reproduce the electronic UV−vis spectra of isolated quercetin and its complexes with Fe2+, were also performed in methanol and dimethylsulfoxide. Keywords: Quercetin; iron(II); complexation; antioxidantsKeywords
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