Synthesis and anti-inflammatory/antioxidant activities of some new ring substituted 3-phenyl-1-(1,4-di-N-oxide quinoxalin-2-yl)-2-propen-1-one derivatives and of their 4,5-dihydro-(1H)-pyrazole analogues

Bioorg Med Chem Lett. 2007 Dec 1;17(23):6439-43. doi: 10.1016/j.bmcl.2007.10.002. Epub 2007 Oct 5.

Abstract

We report the synthesis, anti-inflammatory and antioxidant activities of novel ring substituted 3-phenyl-1-(1,4-di-N-oxide quinoxalin-2-yl)-2-propen-1-one derivatives and of their 4,5-dihydro-(1H)-pyrazole analogues. The tested compounds inhibit the carrageenin-induced rat paw edema (4.5-56.1%) and present important scavenging activities. Compound 2a is the most potent (56.1%) in the in vivo experiment and exhibits promising in vitro inhibition of soybean lipoxygenase (IC(50)<1microM).

Publication types

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

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / therapeutic use
  • Antioxidants / chemical synthesis*
  • Antioxidants / therapeutic use
  • Edema / drug therapy
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / therapeutic use
  • Quinoxalines / chemical synthesis*
  • Quinoxalines / therapeutic use
  • Rats

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Antioxidants
  • Pyrazoles
  • Quinoxalines