Synthetic pyrazole derivatives as growth inhibitors of some phytopathogenic fungi

J Agric Food Chem. 2007 Dec 12;55(25):10331-8. doi: 10.1021/jf072077d. Epub 2007 Nov 15.

Abstract

The present study was carried out to investigate the antifungal activity of pyrazole/isoxazole-3-carboxamido-4-carboxylic acids, 4-oxo-5-substituted pyrazolo[3,4-d]pyrimidine-6-thiones, and N-alkyl/aryl-N'-(4-carbethoxy-3-pyrazolyl)thioureas against Pythium ultimum, Botrytis cinerea, and Magnaporthe grisea. The results on growth inhibition showed differences in the sensitivity of the three fungi to the tested substances, and in general P. ultimum was shown to be the most sensitive. On all phytopathogens the best results within the pyrazole/isoxazolecarboxamide series are given by the compounds with the carboxamide and carboxylic groups in positions 3 and 4; the presence of these groups seems to be critical for biological activity in this series of compounds. Among the pyrazolopyrimidines the derivative supplied with the benzylic group was the most active on the three fungi and in particular against P. ultimum. Several compounds belonging to the thiourea series are able to inhibit selectively M. grisea at 50 and 10 microg mL(-1), doses at which the reference commercial compound tricyclazole had low or no effect.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Botrytis / drug effects
  • Botrytis / growth & development
  • Fungi / drug effects*
  • Fungi / growth & development*
  • Fungicides, Industrial
  • Growth Inhibitors / pharmacology*
  • Magnaporthe / drug effects
  • Magnaporthe / growth & development
  • Plant Diseases / microbiology*
  • Pyrazoles / chemical synthesis
  • Pyrazoles / pharmacology*
  • Pythium / drug effects
  • Pythium / growth & development

Substances

  • Fungicides, Industrial
  • Growth Inhibitors
  • Pyrazoles