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 b...

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Detalles Bibliográficos
Autores: Lamin Abdi Bellau, Mohamed, Bortololini, Olga, Fantin, Giancarlo, Fogagnolo, Marco, Ragno, Daniele, Delso, J. Ignacio, Merino, Pedro
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2018
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/186811
Acceso en línea:http://hdl.handle.net/10261/186811
Access Level:acceso abierto
Palabra clave:NMR titrations
Chloride binding
Molecular dynamics (MD) calculations
Quantum mechanics density functional theory (QM-DFT) calculations
Quercetin
Descripción
Sumario: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.