Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives

被引：25

作者：

da Silva, Emerson T. ^{[1
]}

Araujo, Adriele da Silva ^{[1
]}

Moraes, Adriana M. ^{[1
]}

de Souza, Leidiane A. ^{[1
]}

Silva Lourenco, Maria Cristina ^{[2
]}

de Souza, Marcus V. N. ^{[1
]}

Wardell, James L. ^{[1
,3
]}

Wardell, Solange M. S. V. ^{[4
]}

机构：

[1] Fiocruz MS, Fundacao Oswaldo Cruz, Inst Tecnol Farmacos Farmanguinhos, Rua Sizenando Nabuco 100, BR-21041250 Manguinho, RJ, Brazil

[2] Fiocruz MS, Inst Pesquisa Clin Evandro Chagas IPEC, Av Brasil 4365, BR-21040900 Rio De Janeiro, Brazil

[3] Univ Aberdeen, Dept Chem, Aberdeen AB2 3UE, Scotland

[4] CHEMSOL, 1 Harcourt Rd, Aberdeen AB15 5NY, Scotland

来源：

SCIENTIA PHARMACEUTICA | 2016年 / 84卷 / 03期

关键词：

camphor; sonochemistry; hydrazones; imines; tuberculosis;

D O I：

10.3390/scipharm84030467

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

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 mu g/mL), comparable to that of the antitubercular drug ethambutol. The other derivatives displayed modest antimycobacterial activities at 25-50 mu g/mL. In in vitro tests against cancer cell lines, none of the synthesized camphor compounds exhibited cytotoxic activities.

引用

页码：467 / 483

页数：17

共 33 条

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