The hydroxyanilide fenhexamid, a new sterol biosynthesis inhibitor fungicide efficient against the plant pathogenic fungus Botryotinia fuckeliana (Botrytis cinerea)

Pest Manag Sci. 2001 Nov;57(11):1060-7. doi: 10.1002/ps.394.

Abstract

Fenhexamid, a recently developed botryticide, is shown here to inhibit sterol biosynthesis. When the fungus Botryotinia fuckeliana was grown in the presence of fenhexamid, the ergosterol content was reduced, and three 3-keto compounds, 4 alpha-methylfecosterone, fecosterone and episterone, accumulated, suggesting an inhibition of the 3-keto reductase involved in C-4 demethylation. Thus, fenhexamid belongs to a new, promising class of sterol biosynthesis inhibitors not previously used in agriculture or in medicine.

MeSH terms

  • Amides / chemistry
  • Amides / metabolism
  • Amides / pharmacology*
  • Antifungal Agents / chemistry
  • Antifungal Agents / metabolism
  • Antifungal Agents / pharmacology
  • Botrytis / drug effects*
  • Botrytis / growth & development
  • Botrytis / metabolism
  • Cell Wall / drug effects
  • Fungicides, Industrial / chemistry
  • Fungicides, Industrial / metabolism
  • Fungicides, Industrial / pharmacology*
  • Molecular Structure
  • Phytosterols / antagonists & inhibitors
  • Phytosterols / biosynthesis*
  • Plant Diseases / microbiology*
  • Structure-Activity Relationship

Substances

  • Amides
  • Antifungal Agents
  • Fungicides, Industrial
  • Phytosterols
  • N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide