| Author | Costa, Cristiane França da | |
| Author | Souza, Marcus Vinicius Nora de | |
| Author | Lourenço, Maria Cristina da Silva | |
| Author | Coimbra, Elaine Soares | |
| Author | Carvalho, Guilherme da Silva Lourenço | |
| Author | Wardell, James | |
| Author | Calixto, Stephane Lima | |
| Author | Granato, Juliana da Trindade | |
| Access date | 2020-04-08T14:03:04Z | |
| Available date | 2020-04-08T14:03:04Z | |
| Document date | 2020 | |
| Citation | COSTA, Cristiane França et al. Synthesis and SAR Study of Simple Aryl Oximes and Nitrofuranyl Derivatives with Potent Activity Against Mycobacterium tuberculosis. Letters in Drug Design & Discovery, v. 17, p. 12-20, 2020. | pt_BR |
| ISSN | 1570-1808 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/40683 | |
| Language | eng | pt_BR |
| Publisher | Bentham Science Publishers | pt_BR |
| Rights | restricted access | pt_BR |
| Title | Synthesis and SAR study of simple aryl oximes and nitrofuranyl derivatives with potent activity against Mycobacterium tuberculosis | pt_BR |
| Type | Article | |
| DOI | 10.2174/1570180816666181227115738 | |
| Abstract | Background: Oximes and nitrofuranyl derivatives are particularly important compounds in medicinal chemistry. Thus, many researchers have been reported to possess antibacterial, antiparasitic, insecticidal and fungicidal activities. Methods: In this work, we report the synthesis and the biological activity against Mycobacterium tuberculosis H37RV of a series of fifty aryl oximes, ArCH=N-OH, I, and eight nitrofuranyl compounds, 2-nitrofuranyl-X, II. Results: Among the oximes, I: Ar = 2-OH-4-OH, 42, and I: Ar = 5-nitrofuranyl, 46, possessed the best activity at 3.74 and 32.0 µM, respectively. Also, 46, the nitrofuran compounds, II; X = MeO, 55, and II: X = NHCH2Ph, 58, (14.6 and 12.6 µM, respectively), exhibited excellent biological activities and were non-cytotoxic. Conclusion: The compound 55 showed a selectivity index of 9.85. Further antibacterial tests were performed with compound 55 which was inactive against Enterococcus faecalis, Klebisiella pneumonae, Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhymurium and Shigella flexneri. This study adds important information to the rational design of new lead anti-TB drugs. Structure-activity Relationship (SAR) is reported. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos. Rio de Janeiro, RJ, Brasil / Fundação Oswaldo Cruz. Centro de Desenvolvimento Tecnológico em Saúde. 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 Nacional de Infectologia Evandro Chagas. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Biológicas. Juiz de Fora, MG, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos. Rio de Janeiro, RJ, Brasil / CHEMSOL. Aberdeen, Scotland, UK. | pt_BR |
| Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Biológicas. Juiz de Fora, MG, Brasil. | pt_BR |
| Affilliation | Universidade Federal de Juiz de Fora. Instituto de Ciências Biológicas. Juiz de Fora, MG, Brasil. | pt_BR |
| Subject | Tuberculosis | pt_BR |
| Subject | Aryl oximes | pt_BR |
| Subject | Nitrofuranyl derivatives | pt_BR |
| Subject | Mycobacterium tuberculosis | pt_BR |
| Subject | Cytotoxicity | pt_BR |
| Subject | Staphylococcus aureus | pt_BR |
| Embargo date | 2060-01-01 | |
