Isolation and characterization of two flavonoids, engeletin and astilbin, from the leaves of Engelhardia roxburghiana and their potential anti-inflammatory properties

J Agric Food Chem. 2011 May 11;59(9):4562-9. doi: 10.1021/jf2002969. Epub 2011 Apr 19.

Abstract

Engeletin, a flavonoid compound, was isolated from the leaves of Engelhardia roxburghiana for the first time, along with astilbin, another flavonoid. The chemical structures of engeletin and astilbin were confirmed by (1)H and (13)C nuclear magnetic resonance (NMR) and mass spectrometry (MS) spectra, and their anti-inflammatory activities were studied in lipopolysaccharide (LPS)-stimulated mouse J774A.1 macrophage cells. LPS induced the inflammatory state in macrophage cells and increased mRNA expressions of pro-inflammatory cytokines. Engeletin and astilbin exhibited remarkable inhibitory effects on interleukin (IL)-1β and IL-6 mRNA expression. Significant inhibition of LPS-mediated mRNA expressions were also seen in LPS binding toll-like receptor (TLR)-4, pro-inflammatory cytokine tumor necrosis factor (TNF)-α, IL-10, chemoattractant monocyte chemotactic protein (MCP)-1, and cyclooxygenase (COX)-2 genes. The reduced expression of these cytokines may alleviate immune response and reduce inflammatory activation, indicating that engeletin and astilbin may serve as potential anti-inflammatory agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology
  • Flavonols / chemistry*
  • Flavonols / isolation & purification*
  • Flavonols / pharmacology
  • Gene Expression Regulation / drug effects
  • Glycosides / chemistry*
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Interleukin-1beta / genetics
  • Interleukin-1beta / immunology
  • Juglandaceae / chemistry*
  • Macrophages / drug effects
  • Macrophages / immunology
  • Mice
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification*
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Toll-Like Receptor 4 / genetics
  • Toll-Like Receptor 4 / immunology

Substances

  • Anti-Inflammatory Agents
  • Flavonols
  • Glycosides
  • Interleukin-1beta
  • Plant Extracts
  • Toll-Like Receptor 4
  • engeletin
  • astilbin