Anti-Neuroinflammatory Activity of New Naturally Occurring Benzylated Hydroxyacetophenone Analogs from the Endophytic Fungus Alternaria sp. J030

Chem Biodivers. 2022 Oct;19(10):e202200751. doi: 10.1002/cbdv.202200751. Epub 2022 Sep 27.

Abstract

Chemical studies on the culture broth of the endophytic fungus Alternaria sp. J030 led to the identification of three benzylated hydroxyacetophenone derivatives, bauvaroalterins A-C (1-3), and 34 structurally diverse metabolites (4-37). The new structures were elucidated by extensive spectroscopic analyses including UV, IR, 1D and 2D NMR, HR-ESI-MS, and further confirmed using single crystal X-ray diffraction. The in vitro anti-neuroinflammatory effects of the co-isolated metabolites were evaluated in lipopolysaccharide (LPS)-stimulated microglial cells. Compounds 1-3 were shown to significantly reduce LPS-induced NO production by inhibiting the expression of iNOS, as well as inhibiting LPS-induced production of the inflammatory factors TNF-α, IL-1β and IL-6. Further studies revealed that 1-3 were capable of down-regulating the expression of NF-κB subunits p50 and p65, thereby suppressing the activation of NF-κB by inhibiting the LPS-induced phosphorylation of IκB-α. Together these findings demonstrate that bauvaroalterins A-C (1-3) exert anti-neuroinflammatory effects via inhibition of the NF-κB/iNOS signalling pathway in LPS induced BV-2 cells.

Keywords: Alternaria; NF-κB signaling pathway; anti-neuroinflammatory; polyketone.

MeSH terms

  • Alternaria / metabolism
  • Anti-Inflammatory Agents
  • Interleukin-6 / metabolism
  • Lipopolysaccharides* / pharmacology
  • Microglia
  • NF-KappaB Inhibitor alpha / metabolism
  • NF-kappa B* / metabolism
  • Tumor Necrosis Factor-alpha / metabolism

Substances

  • Lipopolysaccharides
  • NF-KappaB Inhibitor alpha
  • NF-kappa B
  • Tumor Necrosis Factor-alpha
  • Anti-Inflammatory Agents
  • Interleukin-6