Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
AbstractBoth 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. View Full-Text
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da Silva, E.T.; da Silva Araújo, A.; Moraes, A.M.; de Souza, L.A.; Silva Lourenço, M.C.; de Souza, M.V.N.; Wardell, J.L.; Wardell, S.M.S.V. Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives. Sci. Pharm. 2016, 84, 467-483.
da Silva ET, da Silva Araújo A, Moraes AM, de Souza LA, Silva Lourenço MC, de Souza MVN, Wardell JL, Wardell SMSV. Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives. Scientia Pharmaceutica. 2016; 84(3):467-483.Chicago/Turabian Style
da Silva, Emerson T.; da Silva Araújo, Adriele; Moraes, Adriana M.; de Souza, Leidiane A.; Silva Lourenço, Maria C.; de Souza, Marcus V.N.; Wardell, James L.; Wardell, Solange M.S.V. 2016. "Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives." Sci. Pharm. 84, no. 3: 467-483.