Author | Facchinetti, Victor | |
Author | Souza, Marcus V. N. de | |
Author | Nery, Ana C. S. | |
Author | Calixto, Stephane L. | |
Author | Granato, Juliana T. | |
Author | Coimbra, Elaine S. | |
Author | Lourenço, Maria C. S. | |
Author | Gomes, Claudia R. B. | |
Author | Vasconcelos, Thatyana R. A. | |
Access date | 2019-07-02T14:38:19Z | |
Available date | 2019-07-02T14:38:19Z | |
Document date | 2018 | |
Citation | FACCHINETTI, Victor et al. Synthetic aspects and first-time assessment of 2-amino-1,3-selenazoles against Mycobacterium tuberculosis. Letters in Drug Design and Discovery, v. 15, n. 11, p. 1-6, 2018. | pt_BR |
ISSN | 1570-1808 | pt_BR |
URI | https://www.arca.fiocruz.br/handle/icict/33776 | |
Language | eng | pt_BR |
Publisher | Bentham Science Publishers | pt_BR |
Rights | open access | pt_BR |
Title | Synthetic aspects and first-time assessment of 2-amino-1,3-selenazoles against Mycobacterium tuberculosis | pt_BR |
Type | Article | pt_BR |
DOI | 10.2174/1570180815666180209153925 | |
Abstract | Background: 2-aminoselenazoles became an important core in medicinal chemistry after the discovery of Ebselen and Ethaselen. Therefore, many researchers have reported the synthesis of small selenazole intermediates via Hantzsch cyclization using a wide array of methodologies andcatalysts. Methods: In this work, we investigated the formation of 2-aminoselenazoles on various organic solvents and in water, under catalyst-free conditions. Moreover, these molecules and their 2-aminothiazoles analogues were assessed in vitro for their antitubercular activity against Mycobacterium tuberculosis and the results compared. Results: Instant reactions were observed when using polar aprotic solvents and all selenazoles were synthesized in water using sonochemistry. Furthermore, two selenazoles and one thiazole displayed activity in the μM range and the selenium heterocycles seems to be more potent than their sulphur analogues. Conclusion: This is the first study of selenazoles against M. tuberculosis. It is noteworthy that 2-amino-1,3-selenazoles are interesting synthetic intermediates that could be incorporated into novel prototypes against tuberculosis. | pt_BR |
Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Programa de Pós-Graduação em Química. Niterói. RJ, Brasil / Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos. Rio de Janeiro, RJ, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos. Rio de Janeiro, RJ, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos. Rio de Janeiro, RJ, Brasil. | pt_BR |
Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Biológicas. Departamento de Parasitologia Microbiologia e Imunologia. Juiz de Fora, MG, Brasil. | pt_BR |
Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Biológicas. Departamento de Parasitologia Microbiologia e Imunologia. Juiz de Fora, MG, Brasil. | pt_BR |
Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Biológicas. Departamento de Parasitologia Microbiologia e Imunologia. Juiz de Fora, MG, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Serviço de Bacteriologia. Rio de Janeiro, RJ, Brasil. | pt_BR |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos. Rio de Janeiro, RJ, Brasil. | pt_BR |
Affilliation | Universidade Federal Fluminense. Instituto de Química. Departamento de Química Orgânica. Programa de Pós-Graduação em Química. Niterói. RJ, Brasil. | pt_BR |
Subject | Tuberculosis | pt_BR |
Subject | Selenazole | pt_BR |
Subject | Synthesis | pt_BR |
Subject | Methodology | pt_BR |
Subject | Ultrasound | pt_BR |
Subject | Hantzsch cyclization | pt_BR |
e-ISSN | 1875-628X | |
Embargo date | 2020-07-02 | |