Concentration-Dependent Fluorescence Emission of Quercetin

Quercetin (Q) is an important antioxidant with high bioactivity and the potential of being used as SARS-CoV-2 inhibitor. The fluorescence (FL) emission from Q solutions made with different polar and non-polar solvents (methanol, acetone, and chloroform) was measured and compared with the FL emission...

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Autores principales: Tatiana Prutskij, Alexandra Deriabina, Francisco J. Melendez, María Eugenia Castro, Leticia Castillo Trejo, German D. Vazquez Leon, Eduardo Gonzalez, Tatiana S. Perova
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Publicado: MDPI AG 2021
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Acceso en línea:https://doaj.org/article/bf548780e92341779515639594e33dfa
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spelling oai:doaj.org-article:bf548780e92341779515639594e33dfa2021-11-25T17:13:38ZConcentration-Dependent Fluorescence Emission of Quercetin10.3390/chemosensors91103152227-9040https://doaj.org/article/bf548780e92341779515639594e33dfa2021-11-01T00:00:00Zhttps://www.mdpi.com/2227-9040/9/11/315https://doaj.org/toc/2227-9040Quercetin (Q) is an important antioxidant with high bioactivity and the potential of being used as SARS-CoV-2 inhibitor. The fluorescence (FL) emission from Q solutions made with different polar and non-polar solvents (methanol, acetone, and chloroform) was measured and compared with the FL emission from Q powder and from Q crystals. In the FL spectra of the solutions with high Q concentration, as well as in the spectra of Q in solid state, two features, at 615 nm and 670 nm, were observed. As the solution concentration decreases, the intensity of those peaks decreases and a peak at 505 nm arises. The FL emission of low concentration solutions displayed only that peak. Calculations for the Q molecule in each solvent, performed using time-dependent density functional theory (TDDFT), show that the emission at 505 nm is associated with the excited state intramolecular proton transfer (ESIPT) of the –OH3 group proton. Our calculations also show that the feature at 615 nm, which is observed in solid state Q and also in the emission of the high concentrated solutions, is related to the –OH5 proton transfer.Tatiana PrutskijAlexandra DeriabinaFrancisco J. MelendezMaría Eugenia CastroLeticia Castillo TrejoGerman D. Vazquez LeonEduardo GonzalezTatiana S. PerovaMDPI AGarticlequercetinfluorescence emissionbioactivityantioxidantsTDDFTESIPTBiochemistryQD415-436ENChemosensors, Vol 9, Iss 315, p 315 (2021)
institution DOAJ
collection DOAJ
language EN
topic quercetin
fluorescence emission
bioactivity
antioxidants
TDDFT
ESIPT
Biochemistry
QD415-436
spellingShingle quercetin
fluorescence emission
bioactivity
antioxidants
TDDFT
ESIPT
Biochemistry
QD415-436
Tatiana Prutskij
Alexandra Deriabina
Francisco J. Melendez
María Eugenia Castro
Leticia Castillo Trejo
German D. Vazquez Leon
Eduardo Gonzalez
Tatiana S. Perova
Concentration-Dependent Fluorescence Emission of Quercetin
description Quercetin (Q) is an important antioxidant with high bioactivity and the potential of being used as SARS-CoV-2 inhibitor. The fluorescence (FL) emission from Q solutions made with different polar and non-polar solvents (methanol, acetone, and chloroform) was measured and compared with the FL emission from Q powder and from Q crystals. In the FL spectra of the solutions with high Q concentration, as well as in the spectra of Q in solid state, two features, at 615 nm and 670 nm, were observed. As the solution concentration decreases, the intensity of those peaks decreases and a peak at 505 nm arises. The FL emission of low concentration solutions displayed only that peak. Calculations for the Q molecule in each solvent, performed using time-dependent density functional theory (TDDFT), show that the emission at 505 nm is associated with the excited state intramolecular proton transfer (ESIPT) of the –OH3 group proton. Our calculations also show that the feature at 615 nm, which is observed in solid state Q and also in the emission of the high concentrated solutions, is related to the –OH5 proton transfer.
format article
author Tatiana Prutskij
Alexandra Deriabina
Francisco J. Melendez
María Eugenia Castro
Leticia Castillo Trejo
German D. Vazquez Leon
Eduardo Gonzalez
Tatiana S. Perova
author_facet Tatiana Prutskij
Alexandra Deriabina
Francisco J. Melendez
María Eugenia Castro
Leticia Castillo Trejo
German D. Vazquez Leon
Eduardo Gonzalez
Tatiana S. Perova
author_sort Tatiana Prutskij
title Concentration-Dependent Fluorescence Emission of Quercetin
title_short Concentration-Dependent Fluorescence Emission of Quercetin
title_full Concentration-Dependent Fluorescence Emission of Quercetin
title_fullStr Concentration-Dependent Fluorescence Emission of Quercetin
title_full_unstemmed Concentration-Dependent Fluorescence Emission of Quercetin
title_sort concentration-dependent fluorescence emission of quercetin
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/bf548780e92341779515639594e33dfa
work_keys_str_mv AT tatianaprutskij concentrationdependentfluorescenceemissionofquercetin
AT alexandraderiabina concentrationdependentfluorescenceemissionofquercetin
AT franciscojmelendez concentrationdependentfluorescenceemissionofquercetin
AT mariaeugeniacastro concentrationdependentfluorescenceemissionofquercetin
AT leticiacastillotrejo concentrationdependentfluorescenceemissionofquercetin
AT germandvazquezleon concentrationdependentfluorescenceemissionofquercetin
AT eduardogonzalez concentrationdependentfluorescenceemissionofquercetin
AT tatianasperova concentrationdependentfluorescenceemissionofquercetin
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