Sesquiterpene lactones from Dimerostemma species (Asteraceae) and in vitro potential anti-inflammatory activities

Z Naturforsch C J Biosci. 2006 Sep-Oct;61(9-10):647-52. doi: 10.1515/znc-2006-9-1006.

Abstract

Two Brazilian species of Dimerostemma (Asteraceae) were chemically investigated. Two known sesquiterpene lactones (STLs), a germacrolide and an eudesmanolide, were isolated from D. episcopale while D. brasilianum afforded the new germacranolide 1beta,5beta/10alpha-trihy-droxy-8alpha-angeloyloxy-germacra-3,11(13)-dien-6alpha,12-olide in addition to a known one. Structure identification based on NMR and MS analyses. 1beta,10alpha,4alpha,5beta-Diepoxy-8alpha-angeloyloxy-costunolide isolated from D. brasilianum was studied for its anti-inflammatory activity. This STL completely inhibited DNA binding of the transcription factor NF-kappaB at a concentration of 5 microm and 10 microM in Jurkat T and Raw 264.7 cells, respectively. Elastase release from human neutrophils was reduced to 50% at a concentrations of 23 microM after stimulation with PAF and of 27 microM after stimulation with fMLP without showing cytotoxic effects. Additionally, elastase was also directly inhibited.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Asteraceae / chemistry*
  • Cell Line
  • Granulocytes / drug effects
  • Granulocytes / physiology
  • Humans
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Macrophages / cytology
  • Macrophages / drug effects
  • Mice
  • Pancreatic Elastase / blood
  • Plant Extracts / isolation & purification*
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Lactones
  • Plant Extracts
  • Sesquiterpenes
  • Pancreatic Elastase