Design and synthesis of acrylate and acrylamide substituted pyrimidinediones as potential PPO herbicides

Bioorg Med Chem. 2021 Feb 1:31:115959. doi: 10.1016/j.bmc.2020.115959. Epub 2020 Dec 16.

Abstract

PPO herbicides emerge to be widely use in the agricultural field and a focus of research to many scientists due to its environmentally-friendly properties. In lieu with this, this study presents acrylate and acrylamide substituted pyrimidinediones as PPO herbicide candidates. Most synthesized compounds exhibits herbicidal activities against both monocot and dicot weeds, especially, compound 5a which showed non-selective superior activity against the commercialized, Saflufenacil. Compound 5a was further tested for residual effect and showed promising results as shorter period is needed to cultivate the next crops. The synthesized acrylate and acrylamide substituted pyrimidinediones, especially, 5a could potentially be utilized in the development of commercial protoporphyrinogen oxidase inhibitors with further tests and studies.

Keywords: Herbicidal activity; PPO herbicides; Pyrimidinediones; Residual effect.

MeSH terms

  • Acrylamide / chemistry
  • Acrylamide / pharmacology*
  • Acrylates / chemistry
  • Acrylates / pharmacology*
  • Dose-Response Relationship, Drug
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Herbicides / chemical synthesis
  • Herbicides / chemistry
  • Herbicides / pharmacology*
  • Molecular Structure
  • Protoporphyrinogen Oxidase / antagonists & inhibitors*
  • Protoporphyrinogen Oxidase / metabolism
  • Pyrimidinones / chemical synthesis
  • Pyrimidinones / chemistry
  • Pyrimidinones / pharmacology*
  • Structure-Activity Relationship

Substances

  • Acrylates
  • Enzyme Inhibitors
  • Herbicides
  • Pyrimidinones
  • Acrylamide
  • Protoporphyrinogen Oxidase