Author | Silva, Emerson T. da | |
Author | Araújo, Adriele da Silva | |
Author | Moraes, Adriana M. | |
Author | Souza, Leidiane A. de | |
Author | Lourenço, Maria Cristina Silva | |
Author | Souza, Marcus V. N. de | |
Author | Wardell, James L. | |
Author | Wardell, Solange M. S. V. | |
Access date | 2023-10-04T23:21:51Z | |
Available date | 2023-10-04T23:21:51Z | |
Document date | 2016 | |
Citation | SILVA, Emerson T. da et al. Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives. Scientia Pharmaceutica, v. 84, n. 3, p. 467-483, Oct. 2016. | en_US |
ISSN | 0036-8709 | en_US |
URI | https://www.arca.fiocruz.br/handle/icict/60703 | |
Sponsorship | The authors would like to acknowledge CNPq and Fiocruz for financial and infrastructure assistance. | en_US |
Language | eng | en_US |
Publisher | Österreichische Apotheker-Verlagsgesellschaft | en_US |
Rights | open access | en_US |
Title | Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives | en_US |
Type | Article | en_US |
DOI | 10.3390/scipharm84030467 | |
Abstract | Both sonochemical and classical methodologies have been employed to convert camphor, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, C₉H16C=O, into a number of derivatives including hydrazones, C₉H16C=N-NHAr 3, imines, C₉H16C=N-R 7, and the key intermediate nitroimine, C₉H16C=N-NO₂ 6. Reactions of nitroamine 6 with nucleophiles by classical methods provided the desired compounds in a range of yields. In evaluations of activity against Mycobacterium tuberculosis, compound 7j exhibited the best activity (minimal inhibitory concentration (MIC) = 3.12 µg/mL), comparable to that of the antitubercular drug ethambutol. The other derivatives displayed modest antimycobacterial activities at 25-50 µg/mL. In in vitro tests against cancer cell lines, none of the synthesized camphor compounds exhibited cytotoxic activities. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Rio de Janeiro, RJ, Brazil. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil. | en_US |
Affilliation | Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil / University of Aberdeen. Department of Chemistry. Aberdeen, Scotland, UK. | en_US |
Affilliation | CHEMSOL. Aberdeen, Scotland, UK. | en_US |
Subject | Camphor | en_US |
Subject | Hydrazones | en_US |
Subject | Imines | en_US |
Subject | Sonochemistry | en_US |
Subject | Tuberculosis | en_US |
e-ISSN | 2218-0532 | |