1,2,4-Oxadiazolidin-3,5-diones and 1,3,5-triazin-2,4,6-triones as cytosolic phospholipase A2alpha inhibitors

Bioorg Med Chem Lett. 2006 Jun 1;16(11):2978-81. doi: 10.1016/j.bmcl.2006.02.067. Epub 2006 Mar 20.

Abstract

1,2,4-Oxadiazolidin-3,5-dione and 1,3,5-triazin-2,4,6-trione scaffolds were employed as templates to incorporate the pharmacophore requirements of cytosolic phospholipase A2alpha substrate mimetics. Inhibitors that are active in both enzyme, and cell-based assays were identified from both classes. From the SAR work carried out and modeling efforts around these templates, the triazinetrione scaffold with an additional substitution point was found to be more favorable.

MeSH terms

  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Group IV Phospholipases A2
  • Models, Molecular
  • Molecular Structure
  • Oxadiazoles / chemical synthesis
  • Oxadiazoles / chemistry*
  • Oxadiazoles / pharmacology*
  • Phospholipases A / antagonists & inhibitors*
  • Phospholipases A / chemistry
  • Phospholipases A / metabolism*
  • Protein Structure, Tertiary
  • Structure-Activity Relationship
  • Substrate Specificity
  • Triazines / chemical synthesis
  • Triazines / chemistry*
  • Triazines / pharmacology*

Substances

  • Enzyme Inhibitors
  • Oxadiazoles
  • Triazines
  • Phospholipases A
  • Group IV Phospholipases A2