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  • 1,3-Azoles from ortho-naphthoquinones: synthesis of aryl substituted imidazoles and oxazoles and their potent activity against Mycobacterium tuberculosis.

1,3-Azoles from ortho-naphthoquinones: synthesis of aryl substituted imidazoles and oxazoles and their potent activity against Mycobacterium tuberculosis.

Bioorganic & medicinal chemistry (2012-09-25)
Kelly C G Moura, Paula F Carneiro, Maria do Carmo F R Pinto, José A da Silva, Valéria R S Malta, Carlos A de Simone, Gleiston G Dias, Guilherme A M Jardim, Jéssica Cantos, Tatiane S Coelho, Pedro E Almeida da Silva, Eufrânio N da Silva
RESUMO

Twenty-three naphthoimidazoles and six naphthoxazoles were synthesised and evaluated against susceptible and rifampicin- and isoniazid-resistant strains of Mycobacterium tuberculosis. Among all the compounds evaluated, fourteen presented MIC values in the range of 0.78 to 6.25 μg/mL against susceptible and resistant strains of M. tuberculosis. Five structures were solved by X-ray crystallographic analysis. These substances are promising antimycobacterial prototypes.

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Sigma-Aldrich
3-Formylbenzonitrile, 98%