| Author | Diogo, Emilay B. T. | |
| Author | Dias, Gleiston G. | |
| Author | Rodrigues, Bernardo L. | |
| Author | Guimarães, Tiago T. | |
| Author | Valença, Wagner O. | |
| Author | Camara, Celso A. | |
| Author | Oliveira, Ronaldo N. de | |
| Author | Silva, Mauro G. da | |
| Author | Ferreira, Vitor F. | |
| Author | Paiva, Yen Galdino de | |
| Author | Goulart, Marilia O. F. | |
| Author | Menna-Barreto, Rubem F. S. | |
| Author | Castro, Solange L. de | |
| Author | Silva Júnior, Eufrânio N. da | |
| Access date | 2016-09-22T15:23:09Z | |
| Available date | 2016-09-22T15:23:09Z | |
| Document date | 2013 | |
| Citation | DIOGO, Emilay B. T. et al. Synthesis and anti-Trypanosoma cruzi activity of naphthoquinone-containing triazoles: Electrochemical studies on the effects of the quinoidal moiety. Bioorganic & Medicinal Chemistry, v.21, n.21, p.6337-6348, Nov. 2013. | pt_BR |
| ISSN | 0968-0896 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/15913 | |
| Language | spa | pt_BR |
| Publisher | open access | pt_BR |
| Rights | restricted access | |
| Subject in Portuguese | Doença de Chagas | pt_BR |
| Subject in Portuguese | Quinona | pt_BR |
| Subject in Portuguese | Química Click | pt_BR |
| Subject in Portuguese | Tripomastigota | pt_BR |
| Subject in Portuguese | Parâmetros eletroquímicos | pt_BR |
| Title | Synthesis and anti-Trypanosoma cruzi activity of naphthoquinone-containing triazoles: Electrochemical studies on the effects of the quinoidal moiety | pt_BR |
| Type | Article | |
| DOI | 10.1016/j.bmc.2013.08.055 | |
| Abstract | In our continued search for novel trypanocidal compounds, twenty-six derivatives of para- and orthonaphthoquinones
coupled to 1,2,3-triazoles were synthesized. These compounds were evaluated against
the infective bloodstream form of Trypanosoma cruzi, the etiological agent of Chagas disease. Compounds
17–24, 28–30 and 36–38 are described herein for the first time. Three of these novel compounds (28–30)
were found to be more potent than the standard drug benznidazole, with IC50/24 h values between 6.8
and 80.8 lM. Analysis of the toxicity to heart muscle cells led to LC50/24 h of <125, 63.1 and 281.6 lM
for 28, 29 and 30, respectively. Displaying a selectivity index of 34.3, compound 30 will be further evaluated
in vivo. The electrochemical properties of selected compounds were evaluated in an attempt to find
correlations with trypanocidal activity, and it was observed that more electrophilic quinones were generally
more potent. | pt_BR |
| Affilliation | Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal do Rio de Janeiro. Núcleo de Pesquisa de Produtos Naturais. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Rural de Pernambuco. Departamento de Ciências Moleculares. Recife, PE, Brasil. | pt_BR |
| Affilliation | Universidade Federal Rural de Pernambuco. Departamento de Ciências Moleculares. Recife, PE, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Pernambuco - UFPE. Recife, PE, Brasil. | pt_BR |
| Affilliation | Universidade Federal Fluminense. Instituto de Química. Niterói, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Alagoas. Instituto de Química e Biotecnologia. Maceió, AL, Brasil | pt_BR |
| Affilliation | Universidade Federal de Alagoas. Instituto de Química e Biotecnologia. Maceió, AL, Brasil | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Biologia Celular. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, Brasil. | pt_BR |
| Subject | Lapachol | pt_BR |
| Subject | b-Lapachone | pt_BR |
| Subject | Quinone | pt_BR |
| Subject | Chagas disease | pt_BR |
| Subject | Trypomastigote | pt_BR |
| Subject | Click chemistry | pt_BR |
| Subject | Electrochemical parameters | pt_BR |
| e-ISSN | 1464-3391 | |
| Embargo date | 2030-01-01 | |
| xmlui.metadata.dc.subject.ods | 03 Saúde e Bem-Estar | |
