Comparative study of the trypanocidal activity of the methyl 1-nitrophenyl-1,2,3,4-9H-tetrahydro-beta-carboline-3-carboxylate derivatives and benznidazole using theoretical calculations and cyclic voltammetry
| Autor: | Tânia Ueda Nakamura, Celso Vataru Nakamura, Ernani A. Basso, Valéria Aquilino Barbosa, Cleverson C. Bocca, Lilian Tatiani Düsman Tonin, Willian Ferreira da Costa, Maria Helena Sarragiotto, Érika R.F. Ramos |
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| Rok vydání: | 2007 |
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Molecular Stereochemistry Trypanosoma cruzi Static Electricity Nitro compound Carboxylic Acids Molecular Conformation Stereoisomerism Chemical synthesis chemistry.chemical_compound Drug Discovery medicine Electrochemistry Animals Carboxylate Trypanocidal agent Pharmacology chemistry.chemical_classification Organic Chemistry General Medicine Trypanocidal Agents chemistry Benznidazole Nitroimidazoles Cyclic voltammetry Cis–trans isomerism medicine.drug |
| Zdroj: | European journal of medicinal chemistry. 44(4) |
| ISSN: | 1768-3254 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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