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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.
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“Chelation is thought to be preferred at the 5-hydroxyl and 4-carbonyl sites as it forms a six-membered ring conveying greater stability [58,59].”
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Self-citation
Metadata
- Authors
- Leopoldini, M., Russo, N., Chiodo, S., & Toscano, M.
- Venue
- Journal of Agricultural and Food Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-08-01
- Volume
- 54
- Issue
- 17
- Pages
- 6343-6351
- ISSN
- 0021-8561 (ISSN-L)
- 1520-5118
- OpenAlex
- W1981017880
- Cited by
- 484
- References
- 51
- FWCI
- 7.38
- Type
- journal article
- Language
- en
- Open access
- closed
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