Hydrogen sulfide-releasing aspirin derivative ACS14 exerts strong antithrombotic effects in vitro and in vivo

Arterioscler Thromb Vasc Biol. 2012 Dec;32(12):2884-91. doi: 10.1161/ATVBAHA.112.300627. Epub 2012 Sep 27.

Abstract

Objective: Hydrogen sulfide (H(2)S)-releasing NSAIDs exert potent anti-inflammatory effects beyond classical cyclooxygenase inhibition. Here, we compared the platelet inhibitory effects of the H(2)S-releasing aspirin derivative ACS14 with its mother compound aspirin to analyze additional effects on platelets.

Methods and results: In platelets of mice fed with ACS14 for 6 days (50 mg/kg per day), not only arachidonic acid-induced platelet aggregation but also ADP-dependent aggregation was decreased, an effect that was not observed with an equimolar dose of aspirin (23 mg/kg per day). ACS14 led to a significantly longer arterial occlusion time after light-dye-induced endothelial injury as well as decreased thrombus formation after ferric chloride-induced injury in the carotid artery. Bleeding time was not prolonged compared with animals treated with equimolar doses of aspirin. In vitro, in human whole blood, ACS14 (25-500 µmol/L) inhibited arachidonic acid-induced platelet aggregation, but compared with aspirin additionally reduced thrombin receptor-activating peptide-, ADP-, and collagen-dependent aggregation. In washed human platelets, ACS14 (500 µmol/L) attenuated αIIbβ3 integrin activation and fibrinogen binding and increased intracellular cAMP levels and cAMP-dependent vasodilator-stimulated phosphoprotein (VASP) phosphorylation.

Conclusions: The H(2)S-releasing aspirin derivative ACS14 exerts strong antiaggregatory effects by impairing the activation of the fibrinogen receptor by mechanisms involving increased intracellular cyclic nucleotides. These additional antithrombotic properties result in a more efficient inhibition of thrombus formation in vivo as achieved with aspirin alone.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aspirin / analogs & derivatives
  • Aspirin / metabolism*
  • Aspirin / pharmacology*
  • Bleeding Time
  • Blood Platelets / drug effects*
  • Blood Platelets / metabolism
  • Cyclic AMP / metabolism
  • Disulfides / pharmacology
  • Fibrinolytic Agents / pharmacology*
  • Humans
  • Hydrogen Sulfide / metabolism*
  • In Vitro Techniques
  • Integrins / drug effects
  • Integrins / metabolism
  • Mice
  • Mice, Inbred C57BL
  • Models, Animal
  • Platelet Activation / drug effects
  • Platelet Activation / physiology
  • Platelet Aggregation / drug effects*
  • Platelet Aggregation / physiology
  • Prostaglandin-Endoperoxide Synthases / drug effects
  • Prostaglandin-Endoperoxide Synthases / metabolism
  • Thrombosis / metabolism
  • Thrombosis / prevention & control

Substances

  • 2-acetyloxybenzoic acid 4-(3-thioxo-3H-1,2-dithiol-5-yl)phenyl ester
  • Disulfides
  • Fibrinolytic Agents
  • Integrins
  • Cyclic AMP
  • Prostaglandin-Endoperoxide Synthases
  • Aspirin
  • Hydrogen Sulfide