Native Quercetin as a Chloride Receptor in an Organic Solvent.
The binding properties of quercetin toward chloride anions were investigated by means of ¹H-NMR, 13C-NMR, and electrospray ionization mass spectrometry (ESI-MS) measurements, as well as computational calculations. The results indicate that quercetin behaves primarily as a ditopic receptor with the binding site of the B ring that exhibits stronger chloride affinity compared to the A ring. However, these sites are stronger receptors than those of catechol and resorcinol because of their conjugation with the carbonyl group located on the C ring. The 1:1 and 1:2 complexation of this flavonoid with Cl- was also supported by ESI mass spectrometry.
['Abdi Bellau|Mohamed Lamin|ML|', 'Bortolini|Olga|O|', 'Fantin|Giancarlo|G|0000-0002-6931-7976', 'Fogagnolo|Marco|M|0000-0002-3261-5355', 'Ragno|Daniele|D|', 'Delso|Ignacio|I|', 'Merino|Pedro|P|0000-0002-2202-3460']
D002396:Catechols D009682:Magnetic Resonance Spectroscopy D056004:Molecular Dynamics Simulation D011794:Quercetin D012118:Resorcinols D012997:Solvents D021241:Spectrometry, Mass, Electrospray Ionization
quercetin NMR titrations chloride binding molecular dynamics (MD) calculations quantum mechanics density functional theory (QM-DFT) calculations