Native Quercetin as a Chloride Receptor in an Organic Solvent

The binding properties of quercetin toward chloride anions were investigated by means of (1)H-NMR, (13)C-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 t...

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Autores principales: Abdi Bellau, Mohamed Lamin, Bortolini, Olga, Fantin, Giancarlo, Fogagnolo, Marco, Ragno, Daniele, Delso, Ignacio, Merino, Pedro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6320934/
https://www.ncbi.nlm.nih.gov/pubmed/30572599
http://dx.doi.org/10.3390/molecules23123366
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author Abdi Bellau, Mohamed Lamin
Bortolini, Olga
Fantin, Giancarlo
Fogagnolo, Marco
Ragno, Daniele
Delso, Ignacio
Merino, Pedro
author_facet Abdi Bellau, Mohamed Lamin
Bortolini, Olga
Fantin, Giancarlo
Fogagnolo, Marco
Ragno, Daniele
Delso, Ignacio
Merino, Pedro
author_sort Abdi Bellau, Mohamed Lamin
collection PubMed
description The binding properties of quercetin toward chloride anions were investigated by means of (1)H-NMR, (13)C-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.
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spelling pubmed-63209342019-01-14 Native Quercetin as a Chloride Receptor in an Organic Solvent Abdi Bellau, Mohamed Lamin Bortolini, Olga Fantin, Giancarlo Fogagnolo, Marco Ragno, Daniele Delso, Ignacio Merino, Pedro Molecules Article The binding properties of quercetin toward chloride anions were investigated by means of (1)H-NMR, (13)C-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. MDPI 2018-12-19 /pmc/articles/PMC6320934/ /pubmed/30572599 http://dx.doi.org/10.3390/molecules23123366 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Abdi Bellau, Mohamed Lamin
Bortolini, Olga
Fantin, Giancarlo
Fogagnolo, Marco
Ragno, Daniele
Delso, Ignacio
Merino, Pedro
Native Quercetin as a Chloride Receptor in an Organic Solvent
title Native Quercetin as a Chloride Receptor in an Organic Solvent
title_full Native Quercetin as a Chloride Receptor in an Organic Solvent
title_fullStr Native Quercetin as a Chloride Receptor in an Organic Solvent
title_full_unstemmed Native Quercetin as a Chloride Receptor in an Organic Solvent
title_short Native Quercetin as a Chloride Receptor in an Organic Solvent
title_sort native quercetin as a chloride receptor in an organic solvent
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6320934/
https://www.ncbi.nlm.nih.gov/pubmed/30572599
http://dx.doi.org/10.3390/molecules23123366
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