Bone-targeted pyrido[2,3-d]pyrimidin-7-ones: potent inhibitors of Src tyrosine kinase as novel antiresorptive agents

Bioorg Med Chem Lett. 2003 Sep 15;13(18):3071-4. doi: 10.1016/s0960-894x(03)00649-8.

Abstract

The design of bone-targeted pyrido[2,3-d]pyrimidin-7-ones as Src tyrosine kinase inhibitors is described. Leveraging SAR from known compounds and using structure-based methods, we were able to rapidly incorporate bone binding components, which maintained, and even increased potency against the target enzyme. Compound 4 displayed a high affinity for hydroxyapatite, a major constituent of bone, and demonstrated antiresoprtive activity in our cell-based assay.

MeSH terms

  • Animals
  • Bone Diseases / drug therapy*
  • Bone Resorption / drug therapy
  • Bone Resorption / prevention & control*
  • Computer Simulation
  • Dentin / metabolism
  • Drug Design
  • Durapatite / metabolism
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Inhibitory Concentration 50
  • Osteoclasts / drug effects
  • Pyrimidinones / chemical synthesis*
  • Pyrimidinones / pharmacology
  • Rabbits
  • Structure-Activity Relationship
  • src-Family Kinases / antagonists & inhibitors*

Substances

  • Enzyme Inhibitors
  • Pyrimidinones
  • Durapatite
  • src-Family Kinases