RESUMO
The cis and trans isomers of methyl 1-(m-nitro)phenyl and 1-(p-nitro)phenyl-1,2,3,4-tetrahydro-9H-beta-carboline-3-carboxylates (compounds 3a,b, 4a and b) were synthesized and evaluated in vitro against epimastigote forms of Trypanosoma cruzi. Among all of the evaluated tetrahydro-beta-carboline derivatives, the compound trans-methyl 1-(m-nitro)phenyl-1,2,3,4-9H-tetrahydro-beta-carboline-3-carboxylate (3b) was found to exhibit significant trypanocidal activity (IC(50)=22.2 microM). Theoretical studies of molecular conformations and electronic properties for the synthesized compounds and benznidazole, as well as, the cyclic voltammetric (CV) behaviors' determination were performed. A comparative study of the trypanocidal activity of the nitrophenyl-tetrahydro-beta-carbolines derivatives and benznidazole, using the results of theoretical calculations and of the cyclic voltammetry experiments, is presented.
Assuntos
Ácidos Carboxílicos/química , Ácidos Carboxílicos/farmacologia , Modelos Moleculares , Nitroimidazóis/farmacologia , Tripanossomicidas/química , Tripanossomicidas/farmacologia , Trypanosoma cruzi/efeitos dos fármacos , Animais , Ácidos Carboxílicos/síntese química , Eletroquímica , Conformação Molecular , Eletricidade Estática , Estereoisomerismo , Tripanossomicidas/síntese químicaRESUMO
Two new monoterpene indole alkaloids, named croceaines A (1) and B (2), were isolated from the leaves of Palicourea crocea. The structures of 1 and 2 were elucidated by means of spectroscopic methods.
