Anti-neuroinflammatory effects of novel 5,6-dihydrobenzo[h]quinazolin-2-amine derivatives in lipopolysaccharide-stimulated BV2 microglial cells

Eur J Med Chem. 2022 May 5:235:114322. doi: 10.1016/j.ejmech.2022.114322. Epub 2022 Mar 26.

Abstract

Neuroinflammation is an intricate process that is associated with both normal and pathological conditions. Microglia-mediated neuroinflammation is known to lead to various neurodegenerative and neurological disorders. A series of 3,4-dihydronaphthalen-1(2H)-one derivatives (1-15) and novel 5,6-dihydrobenzo[h]quinazolin-2-amine derivatives (16-30) were synthesized and characterized by various analytical methods, such as NMR and HRMS. All compounds were evaluated for toxicity, screened for their anti-neuroinflammatory properties, and investigated for the potential molecular mechanism of lipopolysaccharide (LPS) induction in BV2 microglia. Structure activity relationship analysis showed that compound 17 substituted by the 7-fluorine atom on the A-ring and the 3-methoxy on the D-ring had more potential anti-neuroinflammatory activity by inhibiting the secretion of cytokines TNF-α and IL-6. The results of western blotting assay showed that 17 significantly blocked the activation and phosphorylation of IκBα, significantly reduce the expression of NLRP3 inflammatory vesicle-associated proteins, and thus inhibit the activation of NF-κB pathway. Thus, compound 17 was demonstrated to be an excellent potential therapeutic agent for the treatment of neuroinflammation-related diseases.

Keywords: 3,4-dihydronaphthalen-1(2H)-one; Anti-neuroinflammation; BV2 microglial cells; NF-κB inhibitor.

MeSH terms

  • Amines / metabolism
  • Amines / pharmacology
  • Anti-Inflammatory Agents / chemistry
  • Lipopolysaccharides* / metabolism
  • Lipopolysaccharides* / pharmacology
  • Microglia*
  • NF-kappa B / metabolism

Substances

  • Amines
  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • NF-kappa B