Author | Cruz, Eduardo H. G. da | |
Author | Silvers, Molly A. | |
Author | Jardim, Guilherme A. M. | |
Author | Resende, Jarbas M. | |
Author | Cavalcanti, Bruno C. | |
Author | Bomfim, Igor S. | |
Author | Pessoa, Claudia | |
Author | Simone, Carlos A. de | |
Author | Botteselle, Giancarlo V. | |
Author | Braga, Antonio L. | |
Author | Nair, Divya K. | |
Author | Namboothirig, Irishi N. N. | |
Author | Boothmanb, David A. | |
Author | Silva Júnior, Eufrânio N. da | |
Access date | 2023-02-14T02:35:34Z | |
Available date | 2023-02-14T02:35:34Z | |
Document date | 2021 | |
Citation | CRUZ, Eduardo H. G. da et al. Synthesis and Antitumor Activity of Selenium-Containing Quinone-based Triazoles Possessing Two Redox Centres, and their Mechanistic Insights. European Journal of Medicinal Chemistry, p. 1-36, Oct. 2021. | en_US |
ISSN | 0223-5234 | |
URI | https://www.arca.fiocruz.br/handle/icict/57054 | |
Language | eng | en_US |
Publisher | Elsevier | en_US |
Rights | open access | en_US |
Title | Synthesis and Antitumor Activity of Selenium-Containing Quinone-based Triazoles Possessing Two Redox Centres, and their Mechanistic Insights | en_US |
Type | Article | en_US |
DOI | 10.1016/j.ejmech.2016.06.019 | |
Abstract | Selenium-containing quinone-based 1,2,3-triazoles were synthesized using click chemistry, the copper catalyzed azide-alkyne 1,3-dipolar cycloaddition, and evaluated against six types of cancer cell lines: HL-60 (human promyelocytic leukemia cells), HCT-116 (human colon carcinoma cells), PC3 (human prostate cells), SF295 (human glioblastoma cells), MDA-MB-435 (melanoma cells) and OVCAR-8 (human ovarian carcinoma cells). Some compounds showed IC50 values < 0.3 μM. The cytotoxic potential of the quinones evaluated was also assayed using non-tumor cells, exemplified by peripheral blood mononuclear (PBMC), V79 and L929 cells. Mechanistic role for NAD(P)H:Quinone Oxidoreductase 1 (NQO1) was also elucidated. These compounds could provide promising new lead derivatives for more potent anticancer drug development and delivery, and represent one of the most active classes of lapachones reported. | en_US |
Affilliation | Federal University of Minas Gerais. Institute of Exact Sciences. Department of Chemistry. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | University of Texas Southwestern Medical Center. Departments of Pharmacology and Radiation Oncology. Simmons Comprehensive Cancer Center. Road, Dallas, USA. | en_US |
Affilliation | Federal University of Minas Gerais. Institute of Exact Sciences. Department of Chemistry. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Federal University of Minas Gerais. Institute of Exact Sciences. Department of Chemistry. Belo Horizonte, MG, Brazil. | en_US |
Affilliation | Federal University of Ceará. National Laboratory of Experimental Oncology. Department of Physiology and Pharmacology. Fortaleza, CE, Brazil. | en_US |
Affilliation | Federal University of Ceará. National Laboratory of Experimental Oncology. Department of Physiology and Pharmacology. Fortaleza, CE, Brazil. | en_US |
Affilliation | Federal University of Ceará. National Laboratory of Experimental Oncology. Department of Physiology and Pharmacology. Fortaleza, CE, Brazil / Fundação Oswaldo Cruz. Fiocruz Ceará. Fortaleza, CE, Brazil. | en_US |
Affilliation | University of São Paulo. Institute of Physics. São Carlos, SP, Brazil. | en_US |
Affilliation | Federal University of Santa Catarina. Department of Chemistry. Florianópolis, SC, Brazil. | en_US |
Affilliation | Federal University of Santa Catarina. Department of Chemistry. Florianópolis, SC, Brazil. | en_US |
Affilliation | Indian Institute of Technology. Department of Chemistry. Bombay, Mumbai, India. | en_US |
Affilliation | Indian Institute of Technology. Department of Chemistry. Bombay, Mumbai, India. | en_US |
Affilliation | University of Texas Southwestern Medical Center. Departments of Pharmacology and Radiation Oncology. Simmons Comprehensive Cancer Center. Road, Dallas, USA. | en_US |
Affilliation | Federal University of Minas Gerais. Institute of Exact Sciences. Department of Chemistry. Belo Horizonte, MG, Brazil. | en_US |
Subject | β-Lapachone | en_US |
Subject | Quinone | en_US |
Subject | Click chemistry | en_US |
Subject | Chalcogens | en_US |
Subject | Selenium | en_US |