New Chalcogen-Functionalized Naphthoquinones: Design, Synthesis, and Evaluation, In Vitro and In Silico , against Squamous Cell Carcinoma.

Autor:	Gomes LDS; SupraSelen Laboratory, Department of Organic Chemistry, Institute of Chemistry, Federal University Fluminense, Campus of Valonguinho, Niterói-RJ 24020-141, Brazil., Costa ÉO; SupraSelen Laboratory, Department of Organic Chemistry, Institute of Chemistry, Federal University Fluminense, Campus of Valonguinho, Niterói-RJ 24020-141, Brazil., Duarte TG; SupraSelen Laboratory, Department of Organic Chemistry, Institute of Chemistry, Federal University Fluminense, Campus of Valonguinho, Niterói-RJ 24020-141, Brazil., Charret TS; Research Laboratory of Natural Products and Bioactive Molecules, Nova Friburgo Health Institute, Fluminense Federal University (ISNF-UFF), Nova Friburgo-RJ 28625-650, Brazil., Castiglione RC; Laboratory for Clinical and Experimental Research on Vascular Biology, Biomedical Center, State University of Rio de Janeiro, Rio de Janeiro-RJ 20550-900, Brazil., Simões RL; Laboratory of Molecular and Cellular Pharmacology, Roberto Alcântara Gomes Biology Institute, State University of Rio de Janeiro, Rio de Janeiro 20551-030, Brazil., Pascoal VDB; Research Laboratory of Natural Products and Bioactive Molecules, Nova Friburgo Health Institute, Fluminense Federal University (ISNF-UFF), Nova Friburgo-RJ 28625-650, Brazil., Döring TH; Department of Exact Sciences and Education, Federal University of Santa Catarina, Campus Blumenau, Blumenau-SC, 89036-256, Brazil., da Silva FC; Applied Organic Synthesis Laboratory (LabSOA), Institute of Chemistry, Universidade Federal Fluminense, Niterói-RJ 24020-141, Brazil., Ferreira VF; Department of Exact Sciences and Education, Federal University of Santa Catarina, Campus Blumenau, Blumenau-SC 89036-256, Brazil., S de Oliveira A; Department of Exact Sciences and Education, Federal University of Santa Catarina, Campus Blumenau, Blumenau-SC, 89036-256, Brazil., Pascoal ACRF; Research Laboratory of Natural Products and Bioactive Molecules, Nova Friburgo Health Institute, Fluminense Federal University (ISNF-UFF), Nova Friburgo-RJ 28625-650, Brazil., Cruz ALS; Physiopathology Laboratory, Institute of Medical Sciences, Multidisciplinary Center UFRJ, Federal University of Rio De Janeiro (UFRJ), Macaé-RJ 27930-560, Brazil., Nascimento V; SupraSelen Laboratory, Department of Organic Chemistry, Institute of Chemistry, Federal University Fluminense, Campus of Valonguinho, Niterói-RJ 24020-141, Brazil.
Jazyk:	angličtina
Zdroj:	ACS omega [ACS Omega] 2024 May 08; Vol. 9 (20), pp. 21948-21963. Date of Electronic Publication: 2024 May 08 (Print Publication: 2024).
DOI:	10.1021/acsomega.3c10134
Abstrakt:	Due to the growth in the number of patients and the complexity involved in anticancer therapies, new therapeutic approaches are urgent and necessary. In this context, compounds containing the selenium atom can be employed in developing new medicines due to their potential therapeutic efficacy and unique modes of action. Furthermore, tellurium, a previously unknown element, has emerged as a promising possibility in chalcogen-containing compounds. In this study, 13 target compounds ( 9a - i , 10a-c , and 11 ) were effectively synthesized as potential anticancer agents, employing a CuI-catalyzed Csp-chalcogen bond formation procedure. The developed methodology yielded excellent results, ranging from 30 to 85%, and the compounds were carefully characterized. Eight of these compounds showed promise as potential therapeutic drugs due to their high yields and remarkable selectivity against SCC-9 cells (squamous cell carcinoma). Compound 10a , in particular, demonstrated exceptional selectivity, making it an excellent choice for cancer cell targeting while sparing healthy cells. Furthermore, complementing in silico and molecular docking studies shed light on their physical features and putative modes of action. This research highlights the potential of these compounds in anticancer treatments and lays the way for future drug development efforts. Competing Interests: The authors declare no competing financial interest. (© 2024 The Authors. Published by American Chemical Society.)
Databáze:	MEDLINE
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