Synthesis and antifungal activity of the derivatives of novel pyrazole carboxamide and isoxazolol pyrazole carboxylate

Molecules. 2015 Mar 9;20(3):4383-94. doi: 10.3390/molecules20034383.

Abstract

A series of pyrazole carboxamide and isoxazolol pyrazole carboxylate derivatives were designed and synthesized in this study. The structures of the compounds were elucidated based on spectral data (infrared, proton nuclear magnetic resonance and mass spectroscopy). Then, all of the compounds were bioassayed in vitro against four types of phytopathogenic fungi (Alternaria porri, Marssonina coronaria, Cercospora petroselini and Rhizoctonia solani) using the mycelium growth inhibition method. The results showed that some of the synthesized pyrazole carboxamides displayed notable antifungal activity. The isoxazole pyrazole carboxylate 7ai exhibited significant antifungal activity against R. solani, with an EC50 value of 0.37 μg/mL. Nonetheless, this value was lower than that of the commercial fungicide, carbendazol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alternaria / drug effects
  • Antifungal Agents / chemical synthesis*
  • Mitosporic Fungi / drug effects*
  • Molecular Structure
  • Mycelium / drug effects
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology*
  • Rhizoctonia / drug effects
  • Structure-Activity Relationship

Substances

  • Antifungal Agents
  • Pyrazoles