Synthesis, Biological Evaluation and Molecular Docking of New Benzenesulfonylhydrazone as Potential anti-Trypanosoma cruzi Agents

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AudienciaPúblico en generales_ES
CoberturaMéxicoes_ES
Fecha de ingreso2026-10-05T16:33:02Z
Fecha de publicación2017-01-01
ResumenBackground: Chagas disease is a public health problem caused by Trypanosoma cruzi. Cruzain is a pharmacological target for designing a new drug against this parasite. Hydrazone and Nacylhydrazone derivatives have been traditionally associated as potential Cruzain inhibitors. Additionally, benzenesulfonyl derivatives show trypanocidal activity. Therefore, in this study, the combination of both structures has been taken into account for drug design. Methods: Seven benzenesulfonylhydrazone (BS-H) and seven N-propionyl benzenesulfonylhydrazone (BS-NAH) derivatives were synthetized and elucidated by infrared spectroscopy, nuclear magnetic resonance, and elemental analysis. All compounds were evaluated biologically in vitro against two strains of Trypanosoma cruzi (NINOA and INC-5), which are endemic in Mexico, and compared with the reference drugs nifurtimox and benznidazole. In order to gain insight into the putative molecular origin of the trypanocidal properties of these derivatives, docking studies were carried out with Cruzain. Results: Compounds 4 and 6 (BS-H) and 10, 12-14 (BS-NAH) showed the best biological activity against NINOA and INC-5 strains, respectively. Compound 13 was the most potent trypanocidal compound showing a LC50 of 0.06 mu M against INC-5 strain. However, compound 4 showed the best activity against both strains (LC50 < 30 mu M). Theoretical binding modes obtained suggested covalent binding that could explain their biological activity. Conclusion: Benzenesulfonyl and N-propionyl benzenesulfonyl hydrazone derivatives are good options for developing new trypanocidal agents. Particularly, compound 4 could be considered a lead compound.es_ES
Doihttps://doi.org/10.2174/1573406412666160701022230es_ES
URIhttps://riuat.uat.edu.mx/handle/123456789/4876
Idiomaenes_ES
EditorialBENTHAM SCIENCE PUBL LTDes_ES
RelaciónMedicinal Chemistryes_ES
URL relacionadohttps://doi.org/10.2174/1573406412666160701022230es_ES
DerechosAcceso restringido / Suscripción (Metadatos de producción científica)es_ES
Licenciahttp://purl.org/coar/access_right/c_16eces_ES
FuenteMedicinal Chemistry
Palabra claveBenzenesulfonyles_ES
Palabra clavechagas diseasees_ES
Palabra clavecruzaines_ES
Palabra claveinhibitorses_ES
Palabra claveN-propionyl benzenesulfonylhydrazonees_ES
Palabra claveTrypanosoma cruzies_ES
TítuloSynthesis, Biological Evaluation and Molecular Docking of New Benzenesulfonylhydrazone as Potential anti-Trypanosoma cruzi Agentses_ES
TipoArtículoes_ES
ArbitradoHa sido Arbitradoes_ES
AutorElizondo-Jimenez, Silvia
AutorMoreno-Herrera, Antonio
AutorReyes-Olivares, Rogelio
AutorDorantes-Gonzalez, Edith
AutorNogueda-Torres, Benjamin
AutorGamosa de Oliveira, Eduardo A.
AutorRomeiro, Nelilma C.
AutorLima, Lidia M.
AutorPalos, Isidro
AutorRivera, Gildardo
AutorElizondo-Jimenez, Silviaes_ES
AutorMoreno-Herrera, Antonioes_ES
AutorReyes-Olivares, Rogelioes_ES
AutorDorantes-Gonzalez, Edithes_ES
AutorNogueda-Torres, Benjamines_ES
AutorGamosa de Oliveira, Eduardo A.es_ES
AutorRomeiro, Nelilma C.es_ES
AutorLima, Lidia M.es_ES
AutorPalos, Isidroes_ES
AutorRivera, Gildardoes_ES
InstituciónUniversidad Autónoma de Tamaulipas
InstituciónUniversidad Autónoma de Tamaulipases_ES
Número2es_ES
Rango de páginas149-158es_ES
URL relacionadahttps://doi.org/10.2174/1573406412666160701022230
Tipo de artículoIndexado
Tipo de artículoIndexadoes_ES
Volumen13es_ES

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