Design, synthesis and cardioprotective effect of a new class of dual-acting agents: phenolic tetrahydro-beta-carboline RGD peptidomimetic conjugates

Bioorg Med Chem. 2007 Nov 15;15(22):6909-19. doi: 10.1016/j.bmc.2007.08.022. Epub 2007 Aug 21.

Abstract

In this study, a new class of phenolic tetrahydro-beta-carboline RGD peptidomimetic conjugates was designed and synthesized. The radical scavenging activities of these newly synthesized compounds 12a-c were evaluated in PC12 cell survival assays. The NO scavenging activities of these compounds were confirmed in the acetylcholine-induced vasorelaxation assay. Compounds 12a-c were efficacious in a rat arterial thrombosis model, and were active in ADP- or PAF-induced in vitro platelet aggregation assays, which suggests these compounds also possess anti-thrombotic activity. The beneficial effects of dual-acting agent 12c were demonstrated on the ischemia-reperfusion induced cardiac infarct size and oxidative change in an in vivo rat model.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carbolines / chemical synthesis
  • Carbolines / chemistry
  • Cell Survival / drug effects
  • Disease Models, Animal
  • Dose-Response Relationship, Drug
  • Drug Design
  • Fibrinolytic Agents* / chemical synthesis
  • Fibrinolytic Agents* / chemistry
  • Fibrinolytic Agents* / pharmacology
  • Free Radical Scavengers* / chemical synthesis
  • Free Radical Scavengers* / chemistry
  • Free Radical Scavengers* / pharmacology
  • Molecular Structure
  • Oligopeptides* / chemical synthesis
  • Oligopeptides* / chemistry
  • Oligopeptides* / pharmacology
  • PC12 Cells
  • Phenol / chemistry
  • Platelet Aggregation / drug effects*
  • Platelet Aggregation Inhibitors* / chemical synthesis
  • Platelet Aggregation Inhibitors* / chemistry
  • Platelet Aggregation Inhibitors* / pharmacology
  • Rats
  • Thrombosis / drug therapy
  • Thrombosis / prevention & control*

Substances

  • Carbolines
  • Fibrinolytic Agents
  • Free Radical Scavengers
  • Oligopeptides
  • Platelet Aggregation Inhibitors
  • Phenol
  • tryptoline
  • arginyl-glycyl-aspartic acid