Design of scytalone dehydratase inhibitors as rice blast fungicides: derivatives of norephedrine

Bioorg Med Chem Lett. 1999 Jun 7;9(11):1613-8. doi: 10.1016/s0960-894x(99)00247-4.

Abstract

Five X-ray crystal structures of scytalone dehydratase complexed with different inhibitors have delineated conformationally flexible regions of the binding pocket. This information was used for the design and synthesis of a norephedrine-derived cyanoacetamide class of inhibitors leading to potent fungicides.

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Crystallography, X-Ray
  • Hydro-Lyases / antagonists & inhibitors*
  • Kinetics
  • Models, Chemical
  • Models, Molecular
  • Phenylpropanolamine / analogs & derivatives*
  • Phenylpropanolamine / chemical synthesis*
  • Plant Diseases

Substances

  • Antifungal Agents
  • Phenylpropanolamine
  • Hydro-Lyases
  • scytalone dehydratase