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

Authors :
Gomes LS
Costa ÉO
Duarte TG
Köhler MH
Rodrigues BM
Ferreira VF
da Silva FC
Iglesias BA
Nascimento V
Source :
RSC advances [RSC Adv] 2023 Nov 29; Vol. 13 (49), pp. 34852-34865. Date of Electronic Publication: 2023 Nov 29 (Print Publication: 2023).
Publication Year :
2023

Abstract

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.<br />Competing Interests: There are no conflicts to declare.<br /> (This journal is © The Royal Society of Chemistry.)

Details

Language :
English
ISSN :
2046-2069
Volume :
13
Issue :
49
Database :
MEDLINE
Journal :
RSC advances
Publication Type :
Academic Journal
Accession number :
38035251
Full Text :
https://doi.org/10.1039/d3ra06977j