Cargando…

Experimental and Theoretical Study of Fluorescent Properties of Morin

Morin (M) is one of the most widely distributed flavonoids with several beneficial effects on human health, and has the potential of being used as a possible treatment for COVID-19. To achieve a better understanding of the process of M dissolution, the fluorescent (FL) emission from M solutions prep...

Descripción completa

Detalles Bibliográficos
Autores principales: Deriabina, Alexandra, Prutskij, Tatiana, Castillo Trejo, Leticia, Sanchez Gutierrez, Maria Patricia, Gonzalez Jimenez, Eduardo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9370177/
https://www.ncbi.nlm.nih.gov/pubmed/35956920
http://dx.doi.org/10.3390/molecules27154965
_version_ 1784766710704766976
author Deriabina, Alexandra
Prutskij, Tatiana
Castillo Trejo, Leticia
Sanchez Gutierrez, Maria Patricia
Gonzalez Jimenez, Eduardo
author_facet Deriabina, Alexandra
Prutskij, Tatiana
Castillo Trejo, Leticia
Sanchez Gutierrez, Maria Patricia
Gonzalez Jimenez, Eduardo
author_sort Deriabina, Alexandra
collection PubMed
description Morin (M) is one of the most widely distributed flavonoids with several beneficial effects on human health, and has the potential of being used as a possible treatment for COVID-19. To achieve a better understanding of the process of M dissolution, the fluorescent (FL) emission from M solutions prepared with different polar and nonpolar solvents (methanol, DMSO, and chloroform) was measured and compared with the FL emission from M powder and M crystals. In the FL spectra of the solutions with high M concentration, as well as in the spectra of M in solid state, two features, at 615 nm and 670 nm, were observed. As the solution concentration decreases, the maxima of FL spectra of the M solutions in all considered solvents shift to the blue side of the spectrum until reaching the value of 520 nm. To explain the experimental results, the TDDFT-M06-2X/6-31++G(d,p) method was used to determine the possible electronic transitions in the M molecule. The computations show that the FL emission in the spectral range of detection of our setup (405–800 nm) is related to the excited state intramolecular proton transfer (ESIPT). Comparison of the experimental data with the computations strongly suggests that in low-concentrated solutions, the FL emission is mostly due to electronic transitions in the keto OH3 form, whereas in aggregated states, the dominate contribution to the FL emission spectra is due to the transitions in keto OH5 form. Moreover, the time evolution of the M solutions FL spectra was observed, measured and explained for the first time.
format Online
Article
Text
id pubmed-9370177
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-93701772022-08-12 Experimental and Theoretical Study of Fluorescent Properties of Morin Deriabina, Alexandra Prutskij, Tatiana Castillo Trejo, Leticia Sanchez Gutierrez, Maria Patricia Gonzalez Jimenez, Eduardo Molecules Article Morin (M) is one of the most widely distributed flavonoids with several beneficial effects on human health, and has the potential of being used as a possible treatment for COVID-19. To achieve a better understanding of the process of M dissolution, the fluorescent (FL) emission from M solutions prepared with different polar and nonpolar solvents (methanol, DMSO, and chloroform) was measured and compared with the FL emission from M powder and M crystals. In the FL spectra of the solutions with high M concentration, as well as in the spectra of M in solid state, two features, at 615 nm and 670 nm, were observed. As the solution concentration decreases, the maxima of FL spectra of the M solutions in all considered solvents shift to the blue side of the spectrum until reaching the value of 520 nm. To explain the experimental results, the TDDFT-M06-2X/6-31++G(d,p) method was used to determine the possible electronic transitions in the M molecule. The computations show that the FL emission in the spectral range of detection of our setup (405–800 nm) is related to the excited state intramolecular proton transfer (ESIPT). Comparison of the experimental data with the computations strongly suggests that in low-concentrated solutions, the FL emission is mostly due to electronic transitions in the keto OH3 form, whereas in aggregated states, the dominate contribution to the FL emission spectra is due to the transitions in keto OH5 form. Moreover, the time evolution of the M solutions FL spectra was observed, measured and explained for the first time. MDPI 2022-08-05 /pmc/articles/PMC9370177/ /pubmed/35956920 http://dx.doi.org/10.3390/molecules27154965 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Deriabina, Alexandra
Prutskij, Tatiana
Castillo Trejo, Leticia
Sanchez Gutierrez, Maria Patricia
Gonzalez Jimenez, Eduardo
Experimental and Theoretical Study of Fluorescent Properties of Morin
title Experimental and Theoretical Study of Fluorescent Properties of Morin
title_full Experimental and Theoretical Study of Fluorescent Properties of Morin
title_fullStr Experimental and Theoretical Study of Fluorescent Properties of Morin
title_full_unstemmed Experimental and Theoretical Study of Fluorescent Properties of Morin
title_short Experimental and Theoretical Study of Fluorescent Properties of Morin
title_sort experimental and theoretical study of fluorescent properties of morin
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9370177/
https://www.ncbi.nlm.nih.gov/pubmed/35956920
http://dx.doi.org/10.3390/molecules27154965
work_keys_str_mv AT deriabinaalexandra experimentalandtheoreticalstudyoffluorescentpropertiesofmorin
AT prutskijtatiana experimentalandtheoreticalstudyoffluorescentpropertiesofmorin
AT castillotrejoleticia experimentalandtheoreticalstudyoffluorescentpropertiesofmorin
AT sanchezgutierrezmariapatricia experimentalandtheoreticalstudyoffluorescentpropertiesofmorin
AT gonzalezjimenezeduardo experimentalandtheoreticalstudyoffluorescentpropertiesofmorin