Synthesis of the novel liqustrazine derivatives and Their protective effect on injured vascular endothelial cell damaged by hydrogen peroxide

Bioorg Med Chem Lett. 2003 Jul 7;13(13):2123-6. doi: 10.1016/s0960-894x(03)00359-7.

Abstract

A series of novel 2-acyloxymethyl-3,5,6-trimethylpyrazine derivatives was designed and synthesized. Most compounds were found to be 1.5-4.5-fold higher potency than tetramethylpyrazine (TMP) in stimulating the proliferation of normal vascular endothelial cells and in protecting against hyperoxic acute injury. The most active one is the 2-nicotinoyl ester 5a exhibiting the maximum proliferation rate (P(max)) of 88.57% at the concentration of 0.1 mmol L(-1). Structure-activity relationships of these compounds were discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology*
  • Cell Division / drug effects
  • Cell Hypoxia / drug effects
  • Cell Line
  • Endothelial Cells / drug effects*
  • Endothelium, Vascular / cytology*
  • Endothelium, Vascular / drug effects*
  • Humans
  • Hydrogen Peroxide / antagonists & inhibitors*
  • Hydrogen Peroxide / toxicity*
  • Ligusticum / chemistry
  • Pyrazines / pharmacology
  • Structure-Activity Relationship
  • Umbilical Cord / cytology
  • Umbilical Cord / drug effects

Substances

  • Antioxidants
  • Pyrazines
  • Hydrogen Peroxide
  • tetramethylpyrazine