Selective inhibition of inducible nitric oxide synthase by derivatives of acetamidine

Med Chem. 2012 Nov;8(6):991-5. doi: 10.2174/1573406411208060991.

Abstract

A new series of phenyl- and heteryl acetamidines were synthesized and evaluated as inhibitors of nitric oxide synthases (NOS). While the N-substitution of the acetamidine moiety with different heterocycles appears to completely destroy the activity, linking the phenyl core preserves it. Moreover, it was observed a strong dependence of the phenylacetamidines potency of action from the length of the alkyl chain that connects the aromatic ring to the acetamidine moiety.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amidines / chemistry*
  • Amidines / metabolism
  • Amidines / pharmacology*
  • Animals
  • Cattle
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology*
  • Heterocyclic Compounds / chemistry
  • Inhibitory Concentration 50
  • Ligands
  • Mice
  • Nitric Oxide Synthase Type II / antagonists & inhibitors*
  • Nitric Oxide Synthase Type II / metabolism
  • Sf9 Cells
  • Spodoptera
  • Substrate Specificity

Substances

  • Amidines
  • Enzyme Inhibitors
  • Heterocyclic Compounds
  • Ligands
  • Nitric Oxide Synthase Type II
  • acetamidine