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Síntesis de tioureas con isoniacida y niacida estructural: test frente a bacterias Gram + y Gram –
Synthesis of thioureas with structural isoniazid and niazid: test against Gram + and Gram – bacteria
Síntese de tioureias com isoniazida e niazida estruturais: teste contra bactérias Gram + e Gram -
DOI:
https://doi.org/10.15446/rev.colomb.quim.v52n1.108362Palabras clave:
Ligando N, S, O dador; Benzoiltioureas; DFT; Funciones de Fukui. (es)N, S, O donor compound, benzoylthioureas, Fukui functions (en)
composto doador N, S, O, benzoiltioureias, DFT, funções de Fukui (pt)
Se han sintetizado los ligandos N-(2-nicotinoilhidrazina-1-carbonotioil)benzamida (H3L1) y su isómero N-(2-isonicotinoilhidrazina-1-carbonotioil)benzamida (H3L2) tipo N, S, O dadores, por reacción del isotiocianato de benzoilo con la hidracida nicotínica y la isoniacida respectivamente. Los ligandos H3L1 y H3L2 fueron caracterizados por 1H-RMN ,13C-RMN, FT-IR y análisis elemental. Se ha realizado el análisis computacional utilizando las funciones de Fukui para determinar las razones por la cuales no se formaron los 1,2,4-triazoles. Se han realizado pruebas preliminares de los ligandos sintetizados frente a Staphylococcus aureus (Gram+) y Escherichia coli (Gram-), habiéndose demostrado importante actividad frente las bacterias mencionadas.
The ligands N-(2-nicotinoylhydrazine-1-carbonothioyl)benzamide (H3L1) and its isomer N-(2-isonicotinoylhydrazine-1-carbonothioyl)benzamide (H3L2) type N, S, O donors, by reaction of benzoyl isothiocyanate with nicotinic hydrazide and isoniazid respectively have been synthesized. The H3L1 and H3L2 ligands were characterized by 1H-NMR, 13C-NMR, FT-IR and elemental analysis. Computational analysis using the Fukui functions has been performed to determine the reasons why the 1,2,4-triazoles were not formed. Preliminary tests of the synthesized ligands have been carried out against Staphylococcus aureus (Gram+) and Escherichia coli (Gram-), having demonstrated significant activity against refer to bacteria.
Os ligantes N-(2-nicotinoilhidrazina-1-carbonotioil)benzamida (H3L1) e seu isômero N-(2-isonicotinoilhidrazina-1-carbonotioil)benzamida foram sintetizados. (H3L2) doadores tipo N, S, O, por reação de isotiocianato de benzoíla com hidrazida nicotínica e isoniazida, respectivamente. Os ligantes H3L1 e H3L2 foram caracterizados por 1H-NMR, 13C-NMR, FT-IR e análise elementar. A análise computacional usando as funções de Fukui foi realizada para determinar as razões pelas quais os 1,2,4-triazóis não foram formados. Testes preliminares dos ligantes sintetizados foram realizados contra Staphylococcus aureus (Gram+) e Escherichia coli (Gram-), tendo demonstrado atividade significativa contra as referidas bactérias.
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Derechos de autor 2023 Carlo Felipe Tovar Taboada, Jorge Angulo-Cornejo
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