Synthesis and Antifungal Activities of Novel Griseofulvin Derivatives as Potential Anti-Phytopathogenic Fungi Agents

J Agric Food Chem. 2024 Jun 12;72(23):13015-13022. doi: 10.1021/acs.jafc.4c02826. Epub 2024 May 28.

Abstract

The extensive and repeated application of chemical fungicides results in the rapid development of fungicide resistance. Novel antifungal pesticides are urgently required. Natural products have been considered precious sources of pesticides. It is necessary to discover antifungal pesticides by using natural products. Herein, 42 various griseofulvin derivatives were synthesized. Their antifungal activities were evaluated in vitro. Most of them showed good antifungal activity, especially 3d exhibited a very broad antifungal spectrum and the most significant activities against 7 phytopathogenic fungi. In vivo activity results suggested that 3d protected apples and tomatoes from serious infection by phytopathogenic fungi. These proved that 3d had the potential to be a natural product-derived antiphytopathogenic fungi agent. Furthermore, docking analysis suggested that tubulin might be one of the action sites of 3d. It is reasonable to believe that griseofulvin derivatives are worth further development for the discovery of new pesticides.

Keywords: antifungal activity; griseofulvin; natural product derivative; pesticide; synthesis.

MeSH terms

  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Fungi* / drug effects
  • Fungicides, Industrial* / chemical synthesis
  • Fungicides, Industrial* / chemistry
  • Fungicides, Industrial* / pharmacology
  • Griseofulvin* / chemical synthesis
  • Griseofulvin* / chemistry
  • Griseofulvin* / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Docking Simulation
  • Molecular Structure
  • Plant Diseases* / microbiology
  • Solanum lycopersicum / microbiology
  • Structure-Activity Relationship

Substances

  • Griseofulvin
  • Fungicides, Industrial
  • Antifungal Agents