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Nuevo andamio basado en 4- ((Morpholin-4-Yl) -3-Nitrobenzhydrazide: síntesis, conocimientos estructurales y

Michał Janowski¹, Sara Janowska², Sylwia Andrzejczuk³

¹Medical University of Lublin, Doctoral School, 7 Chodzki Str., 20-093 Lublin, Poland.

Molecules (Basel, Switzerland)

|August 28, 2025

Resumen

Los investigadores exploraron nuevos semicarbazidos, tiosemicarbazidos e hidrazonas para combatir el aumento de la resistencia a los antimicrobianos. Los derivados de semicarbazida fueron los más prometedores, con un compuesto que demostró una actividad antibacteriana significativa contra Enterococcus faecalis.

Área de la Ciencia:

Química medicinal
Descubrimiento de drogas
Investigación antimicrobiana

Sus antecedentes:

El aumento de la resistencia a los antimicrobianos plantea un desafío para la salud mundial.
Se necesitan nuevos andamios químicos para superar la resistencia a los medicamentos existentes.
Los semicarbazidos, los tiosemicarbazidos y las hidrazonas se exploran para el potencial antibiótico.

Objetivo del estudio:

Diseñar y sintetizar nuevos derivados de semicarbazida, tiosemicarbazida y hidrazona.
Evaluar la actividad antimicrobiana in vitro de estos compuestos contra las bacterias Gram positivas y Gram negativas.
Identificar nuevas estructuras químicas con propiedades antibióticas distintas de las existentes.

Principales métodos:

Síntesis de nuevos derivados de semicarbazida, tiosemicarbazida y hidrazona basados en el 4- ((morfolino-4-il) -3-nitrobenzohidrazida.
Pruebas antimicrobianas in vitro contra las cepas bacterianas de referencia.
Confirmación de la estructura mediante análisis de rayos X de un solo cristal y cálculos químicos cuánticos.

Principales resultados:

Los derivados de semicarbazida mostraron la mayor actividad antimicrobiana.
Un derivado de semicarbazida con una fracción de 4-bromofenilo mostró una actividad potente contra Enterococcus faecalis (MIC = 3,91 μg/ ml).
Un derivado de tiosemicarbazida con un grupo 4-trifluoromethylphenyl mostró una actividad moderada contra las bacterias Gram-positivas (MIC = 31.2562.5 μg/mL).
Los derivados de hidrazona no mostraron actividad antimicrobiana significativa.

Conclusiones:

Los nuevos derivados de semicarbazida muestran un potencial significativo como agentes antimicrobianos.
El semicarbazida sustituido por 4-bromofenilo es un compuesto de plomo prometedor para el desarrollo posterior contra Enterococcus faecalis.
Las investigaciones adicionales sobre los derivados de la tiosemicarbazida pueden dar lugar a nuevas pistas antimicrobianas.

Palabras clave:

actividad antibacteriana Hidrazidas y sus derivados Las hidrazonas Semicarbazidos y sus derivados Tiosemicarbazidas y sus derivados

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