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Nuevos derivados del fenilpirazol que contienen moléculas de éster carbónico como inhibidores de la oxidasa del

Yangwen Yan¹, Wang Geng¹, Chao Chen¹

¹State Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China.

Journal of agricultural and food chemistry

|August 27, 2025

Resumen

Un nuevo derivado del pirazol, el compuesto A20, inhibe efectivamente la protoporfirinógeno IX oxidasa (PPO) y demuestra una potente actividad herbicida contra las malezas con un daño mínimo a los cultivos, ofreciendo un prometedor candidato a herbicida ecológico.

Área de la Ciencia:

Química Agrícola
La bioquímica de las plantas
Síntesis orgánica

Sus antecedentes:

La protoporfirinógeno IX oxidasa (PPO) es una enzima crítica en la biosíntesis de la clorofila de las plantas.
El PPO es un objetivo clave para el desarrollo de herbicidas seguros para el medio ambiente.
Los herbicidas existentes como el piraflufenetil y el fluazolato se dirigen a la PPO.

Objetivo del estudio:

Sintetizar nuevos derivados del pirazol con fracciones de éster carbónico como inhibidores potenciales de la PPO.
Evaluar la actividad herbicida y la inocuidad de los compuestos sintetizados.
Para investigar las interacciones moleculares de compuestos potentes con PPO.

Principales métodos:

Síntesis de derivados del pirazol basados en el empalme activo y la simplificación estructural.
Ensayos biológicos in vitro para determinar los efectos inhibidores de la *Nicotiana tabacum* PPO (NtPPO).
Evaluación de la actividad herbicida contra diversas malezas y evaluación de la seguridad de los cultivos.
Cálculos de acoplamiento molecular y teoría funcional de la densidad (DFT).

Principales resultados:

La mayoría de los compuestos sintetizados mostraron una buena inhibición de NtPPO y actividad herbicida.
El compuesto A20 exhibió una inhibición superior de NtPPO (Ki = 15,2 nM) en comparación con los estándares.
El compuesto A20 demostró una actividad herbicida superior al 90% contra las malezas dicotíledonas a 9,375 g al año por hectárea.
El compuesto A20 mostró un daño significativamente menor a los cultivos (trigo, arroz, maíz, soja, cacahuetes, algodón) que el piraflufenetil y el fluazolato.
El acoplamiento molecular reveló un enlace de hidrógeno más fuerte de A20 con el residuo Arg98 de NtPPO.

Conclusiones:

El compuesto A20 es un potente inhibidor de la PPO con una eficacia herbicida significativa y una mejor selectividad de los cultivos.
Las características estructurales de A20 contribuyen a su mayor afinidad de unión y actividad herbicida.
El compuesto A20 es prometedor como compuesto principal para el desarrollo de nuevos herbicidas ecológicos.

Palabras clave:

el éster carbónico actividad herbicida el fenilpirazol el protoporfirinógeno IX oxidasa las malas hierbas

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