Synthesis and antiplatelet activity of gemfibrozil chiral analogues

Bioorg Med Chem Lett. 2002 Mar 11;12(5):817-21. doi: 10.1016/s0960-894x(02)00021-5.

Abstract

The chiral analogues of gemfibrozil 5-(2,5-dimethylphenoxy)-2-methylpentanoic acid and 5-(2,5-dimethylphenoxy)-2-ethylpentanoic acid were synthesized in optically active form using (S)-4-(1-methylethyl)-2-oxazolidinone as chiral auxiliary. All compounds inhibit human platelet aggregation. From these data, one can surmise that all tested compounds and gemfibrozil act at the platelet level with different mechanism than that of ASA, even if with a different potency.

Publication types

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

MeSH terms

  • Blood Platelets / drug effects*
  • Gemfibrozil / analogs & derivatives
  • Gemfibrozil / chemical synthesis*
  • Gemfibrozil / pharmacology*
  • Humans
  • In Vitro Techniques
  • Molecular Structure
  • Platelet Aggregation Inhibitors / chemical synthesis*
  • Platelet Aggregation Inhibitors / pharmacology*
  • Structure-Activity Relationship

Substances

  • 5-(2,5-dimethylphenoxy)-2-ethylpentanoic acid
  • 5-(2,5-dimethylphenoxy)-2-methylpentanoic acid
  • Platelet Aggregation Inhibitors
  • Gemfibrozil