Synthesis of 1,3,5-triphenyl-1,2,4-triazole derivatives and their neuroprotection by anti-oxidative stress and anti-inflammation and protecting BBB

Eur J Med Chem. 2023 Nov 15:260:115742. doi: 10.1016/j.ejmech.2023.115742. Epub 2023 Aug 21.

Abstract

Acute ischemic stroke (AIS) is a serious cardiovascular and cerebrovascular disease; Oxidative stress and neuroinflammation are important factors which destroy blood-brain barrier (BBB) in AIS. In the study, a series of 1,3,5-triphenyl-1,2,4-triazole derivatives were designed and synthesized; the optimal compound 9 was obtained by screening their anti-oxidant and anti-inflammatory effects; the neuroprotection effect of compound 9 was evaluated with a rat middle cerebral artery occlusion (MCAO) model. Subsequently, the mechanism of neuroprotection were explored via Western blot. The results prompt compound 9 maybe exert anti-AIS neuroprotection by inhibiting oxidative stress and neuroinflammation inhibition by inhibiting Keap1, COX-2 and iNOS. At the same time, it can protect BBB by reducing glycocalyx degradation and matrix metallopeptidase-9 levels. Its LD50 > 1000 mg/kg on mice and hERG channel inhibition IC50 > 30 μM, which lower acute toxicity and hERG channel inhibition would make compound 9 a promising stroke treatment candidate.

Keywords: Acute ischemic stroke; Anti-inflammatory; Antioxidation; Glycocalyx; Neuroprotection.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / pharmacology
  • Anti-Inflammatory Agents / therapeutic use
  • Blood-Brain Barrier*
  • Ischemic Stroke*
  • Kelch-Like ECH-Associated Protein 1
  • Mice
  • NF-E2-Related Factor 2
  • Neuroinflammatory Diseases
  • Neuroprotection
  • Oxidative Stress
  • Rats

Substances

  • 1,2,4-triazole
  • Kelch-Like ECH-Associated Protein 1
  • NF-E2-Related Factor 2
  • Anti-Inflammatory Agents