Synthesis and biological evaluation of novel pyrazolyl-2,4-thiazolidinediones as anti-inflammatory and neuroprotective agents

Bioorg Med Chem. 2010 Mar 1;18(5):2019-28. doi: 10.1016/j.bmc.2010.01.021. Epub 2010 Jan 15.

Abstract

Novel pyrazolyl-2,4-thiazolidinediones were prepared via the reaction of appropriate pyrazolecarboxaldehydes with 2,4-thiazolidinediones and substituted benzyl-2,4-thiazolidinediones. The resultant compounds were first evaluated for their anti-inflammatory and neuroprotective properties in vitro. The active compounds were further studied in vivo by using the formalin-induced paw edema and the turpentine oil-induced granuloma pouch bioassays. We identified four novel compounds that showed protective effects in vitro at non-toxic concentrations, and were also effective in the animal models of acute and sub-acute inflammation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / therapeutic use
  • Cell Line, Tumor
  • Cyclooxygenase 1 / metabolism
  • Cyclooxygenase 2 / metabolism
  • Edema / chemically induced
  • Edema / drug therapy
  • Granuloma / chemically induced
  • Granuloma / drug therapy
  • HL-60 Cells
  • Humans
  • Neuroprotective Agents / chemical synthesis*
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / therapeutic use
  • Rats
  • Thiazolidinediones / chemical synthesis
  • Thiazolidinediones / chemistry*
  • Thiazolidinediones / therapeutic use

Substances

  • Anti-Inflammatory Agents
  • Neuroprotective Agents
  • Thiazolidinediones
  • 2,4-thiazolidinedione
  • Cyclooxygenase 1
  • Cyclooxygenase 2