Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives

Both sonochemical and classical methodologies have been employed to convert camphor, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, C₉H C=O, into a number of derivatives including hydrazones, C₉H C=N-NHAr , imines, C₉H C=N-R , and the key intermediate nitroimine, C₉H C=N-NO₂ . Reactions of nitroamine wi...

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Bibliographic Details
Published in:Scientia pharmaceutica 2015-10, Vol.84 (3), p.467-483
Main Authors: da Silva, Emerson T, da Silva Araújo, Adriele, Moraes, Adriana M, de Souza, Leidiane A, Silva Lourenço, Maria Cristina, de Souza, Marcus V N, Wardell, James L, Wardell, Solange M S V
Format: Article
Language:English
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Summary:Both sonochemical and classical methodologies have been employed to convert camphor, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, C₉H C=O, into a number of derivatives including hydrazones, C₉H C=N-NHAr , imines, C₉H C=N-R , and the key intermediate nitroimine, C₉H C=N-NO₂ . Reactions of nitroamine with nucleophiles by classical methods provided the desired compounds in a range of yields. In evaluations of activity against , compound 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.
ISSN:2218-0532
0036-8709
2218-0532
DOI:10.3390/scipharm84030467