title: Iron chelation by the powerful antioxidant flavonoid quercetin.
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.
authors.affiliation: Dipartimento di Chimica and Centro di Calcolo ad Alte Prestazioni per Elaborazioni Parallele e Distribuite-Centro d'Eccellenza MIUR, Università della Calabria, I-87030 Arcavacata di Rende (CS), Italy.
authors.forename: Monica
authors.initials: M
authors.lastname: Leopoldini
authors.forename: Nino
authors.initials: N
authors.lastname: Russo
authors.forename: Sandro
authors.initials: S
authors.lastname: Chiodo
authors.forename: Marirosa
authors.initials: M
authors.lastname: Toscano
mesh_terms: D000975:Antioxidants / Q000737:chemistry*; D002412:Cations; D004121:Dimethyl Sulfoxide; D005296:Ferrous Compounds / Q000737:chemistry*; D007502:Iron Chelating Agents / Q000737:chemistry*; D000432:Methanol; D008958:Models, Molecular; D011794:Quercetin / Q000737:chemistry*; D013053:Spectrophotometry
chemical_list: D000975:Antioxidants; D002412:Cations; D005296:Ferrous Compounds; D007502:Iron Chelating Agents; D011794:Quercetin; D000432:Methanol; D004121:Dimethyl Sulfoxide