Design and Synthesis of Novel Pyrazole-Substituted Different Nitrogenous Heterocyclic Ring Systems as Potential Anti-Inflammatory Agents

Molecules. 2017 Mar 24;22(4):512. doi: 10.3390/molecules22040512.

Abstract

With the aim of developing novel anti-inflammatory scaffolds, a new series of pyrazole-substituted various nitrogenous heterocyclic ring systems at C-4 position were synthesized through different chemical reactions and validated by means of spectral and elemental data. The new obtained compounds were investigated for their anti-inflammatory activity using the carrageenan-induced paw edema standard technique and revealed that, compound 6b showed increased potency with % inhibition of edema 85.23 ± 1.92 and 85.78 ± 0.99, respectively, higher than the standard reference drugs indomethacin and celebrex (72.99% and 83.76%). Molecular modeling studies were initiated herein to validate the attained pharmacological data and provide understandable evidence for the observed anti-inflammatory behavior.

Keywords: 1,3-diaryl pyrazole derivatives; anti-inflammatory activity; synthesis.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Anti-Inflammatory Agents / therapeutic use
  • Carrageenan
  • Celecoxib / chemistry
  • Celecoxib / pharmacology
  • Cyclooxygenase Inhibitors / chemistry
  • Cyclooxygenase Inhibitors / pharmacology
  • Cyclooxygenase Inhibitors / therapeutic use
  • Drug Design*
  • Edema / chemically induced
  • Edema / drug therapy
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / pharmacology*
  • Heterocyclic Compounds / therapeutic use
  • Injections
  • Male
  • Molecular Docking Simulation
  • Piperidines / chemistry
  • Piperidines / pharmacology
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology*
  • Pyrazoles / therapeutic use
  • Rats
  • Rimonabant

Substances

  • Anti-Inflammatory Agents
  • Cyclooxygenase Inhibitors
  • Heterocyclic Compounds
  • Piperidines
  • Pyrazoles
  • pyrazole
  • Carrageenan
  • Celecoxib
  • Rimonabant