Anti-inflammatory activity of hispidol A 25-methyl ether, a triterpenoid isolated from Ponciri Immaturus Fructus

Eur J Pharmacol. 2010 Feb 10;627(1-3):318-24. doi: 10.1016/j.ejphar.2009.10.036. Epub 2009 Oct 24.

Abstract

The anti-inflammatory activity of hispidol A 25-methyl ether (hispidol A 25-Me ether), a triterpenoid isolated from Ponciri Immaturus Fructus, was studied in lipopolysaccharide (LPS)-stimulated RAW264.7 murine macrophages. It was revealed that hispidol A 25-Me ether dose-dependently inhibits nitric oxide (NO) production by down-regulating inducible nitric oxide synthase (iNOS). It also reduces prostaglandin E(2) (PGE(2)) production by inhibiting cyclooxygenase-2 (COX-2) expression proven on both mRNA as well as on protein levels. In addition, hispidol A 25-Me ether inhibits mRNA expressions of major pro-inflammatory cytokines including the tumor necrosis factor-alpha (TNF-alpha), interleukin-1beta (IL-1beta) and interleukin-6 (IL-6). Interestingly, hispidol A 25-Me ether probably exhibits a glucocorticoid-like activity, exerting functional inhibition of NF-kappaB without inhibition of DNA binging as de novo synthesis of IkappaB-alpha was induced and thereby NF-kappaB activity was reduced. Furthermore, administrations of hispidol A 25-Me ether (1 and 10mg/kg, i.p., v/w.) were tested in two animal experiments involving acute inflammation, namely, the carrageenan-induced paw edema swelling test and the acetic acid-induced vascular permeability assay, and showed concentration-related inhibitory activities. The anti-inflammatory property of hispidol A 25-Me ether seems to resemble the effects of the class of naturally occurring anti-inflammatory agents, glucocorticoids, which inhibit transcriptions of important inflammatory mediators.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetic Acid / pharmacology
  • Animals
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology*
  • Anti-Inflammatory Agents / therapeutic use
  • Capillary Permeability / drug effects
  • Carrageenan / pharmacology
  • Cell Line
  • Cell Survival / drug effects
  • Cyclooxygenase 2 / genetics
  • Cyclooxygenase 2 / metabolism
  • Cytokines / genetics
  • Cytokines / metabolism
  • DNA / metabolism
  • Dinoprostone / biosynthesis
  • Edema / chemically induced
  • Edema / drug therapy
  • Gene Expression Regulation, Enzymologic / drug effects
  • I-kappa B Proteins / biosynthesis
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Macrophages / pathology
  • Male
  • Mice
  • Mice, Inbred ICR
  • NF-KappaB Inhibitor alpha
  • NF-kappa B / metabolism
  • Nitric Oxide / biosynthesis
  • Nitric Oxide Synthase Type II / genetics
  • Nitric Oxide Synthase Type II / metabolism
  • Poncirus / chemistry*
  • RNA, Messenger / genetics
  • RNA, Messenger / metabolism
  • Transcription Factor AP-1 / metabolism
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*
  • Triterpenes / therapeutic use

Substances

  • Anti-Inflammatory Agents
  • Cytokines
  • I-kappa B Proteins
  • Lipopolysaccharides
  • NF-kappa B
  • Nfkbia protein, mouse
  • RNA, Messenger
  • Transcription Factor AP-1
  • Triterpenes
  • hispidol A 25-methyl ether
  • NF-KappaB Inhibitor alpha
  • Nitric Oxide
  • Carrageenan
  • DNA
  • Nitric Oxide Synthase Type II
  • Cyclooxygenase 2
  • Dinoprostone
  • Acetic Acid