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Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids

This study presents a comprehensive analysis encompassing the synthesis, structural elucidation, photophysical behavior, and electrochemical properties of a novel series of chalcogen-naphthoquinone-1,2,3-triazole hybrids. Employing a meticulously designed protocol, the synthesis of these hybrids, de...

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Autores principales: Gomes, Luana S., Costa, Érica O., Duarte, Thuany G., Köhler, Mateus H., Rodrigues, Bruna M., Ferreira, Vitor F., da Silva, Fernando de C., Iglesias, Bernardo A., Nascimento, Vanessa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10686195/
https://www.ncbi.nlm.nih.gov/pubmed/38035251
http://dx.doi.org/10.1039/d3ra06977j
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author Gomes, Luana S.
Costa, Érica O.
Duarte, Thuany G.
Köhler, Mateus H.
Rodrigues, Bruna M.
Ferreira, Vitor F.
da Silva, Fernando de C.
Iglesias, Bernardo A.
Nascimento, Vanessa
author_facet Gomes, Luana S.
Costa, Érica O.
Duarte, Thuany G.
Köhler, Mateus H.
Rodrigues, Bruna M.
Ferreira, Vitor F.
da Silva, Fernando de C.
Iglesias, Bernardo A.
Nascimento, Vanessa
author_sort Gomes, Luana S.
collection PubMed
description This study presents a comprehensive analysis encompassing the synthesis, structural elucidation, photophysical behavior, and electrochemical properties of a novel series of chalcogen-naphthoquinone-1,2,3-triazole hybrids. Employing a meticulously designed protocol, the synthesis of these hybrids, denoted as 11a–j, was achieved with remarkable efficiency (yielding up to 81%). This synthesis used a regioselective copper-catalyzed azide–alkyne cycloaddition reaction (CuAAC). Furthermore, a detailed investigation into the photophysical characteristics, TDDFT calculations, electrochemical profiles, and photobiological attributes of compounds 11a–j was conducted. This exploration aimed to unravel insights into the excited state behaviors of these molecules, as well as their redox properties. Such insights are crucial for future applications of these derivatives in diverse biological assays.
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spelling pubmed-106861952023-11-30 Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids Gomes, Luana S. Costa, Érica O. Duarte, Thuany G. Köhler, Mateus H. Rodrigues, Bruna M. Ferreira, Vitor F. da Silva, Fernando de C. Iglesias, Bernardo A. Nascimento, Vanessa RSC Adv Chemistry This study presents a comprehensive analysis encompassing the synthesis, structural elucidation, photophysical behavior, and electrochemical properties of a novel series of chalcogen-naphthoquinone-1,2,3-triazole hybrids. Employing a meticulously designed protocol, the synthesis of these hybrids, denoted as 11a–j, was achieved with remarkable efficiency (yielding up to 81%). This synthesis used a regioselective copper-catalyzed azide–alkyne cycloaddition reaction (CuAAC). Furthermore, a detailed investigation into the photophysical characteristics, TDDFT calculations, electrochemical profiles, and photobiological attributes of compounds 11a–j was conducted. This exploration aimed to unravel insights into the excited state behaviors of these molecules, as well as their redox properties. Such insights are crucial for future applications of these derivatives in diverse biological assays. The Royal Society of Chemistry 2023-11-29 /pmc/articles/PMC10686195/ /pubmed/38035251 http://dx.doi.org/10.1039/d3ra06977j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Gomes, Luana S.
Costa, Érica O.
Duarte, Thuany G.
Köhler, Mateus H.
Rodrigues, Bruna M.
Ferreira, Vitor F.
da Silva, Fernando de C.
Iglesias, Bernardo A.
Nascimento, Vanessa
Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids
title Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids
title_full Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids
title_fullStr Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids
title_full_unstemmed Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids
title_short Synthesis and evaluation of photophysical, electrochemical, and ROS generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids
title_sort synthesis and evaluation of photophysical, electrochemical, and ros generation properties of new chalcogen-naphthoquinones-1,2,3-triazole hybrids
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10686195/
https://www.ncbi.nlm.nih.gov/pubmed/38035251
http://dx.doi.org/10.1039/d3ra06977j
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