A new anti-inflammatory triterpene saponin isolated from Anabasis setifera

Arch Pharm Res. 2013 Jun;36(6):715-22. doi: 10.1007/s12272-013-0075-9. Epub 2013 Mar 8.

Abstract

A bio-guided fractionation of Anabasis setifera Moq. (Chenopodiaceae) for anti-inflammatory activity was carried out using carrageenin rat paw edema model in rats. On the basis of percent edema inhibition after 3 h of carrageenin injection, n-butanol fraction showed promising activity through a significant (p < 0.05) decrease in paw volume by 85.6 % from control using indomethacin as reference standard. Moreover, the n-butanol fraction significantly (p < 0.05) decreased PGE2 and TNF-α in the exudates of rat paw edema. Chemical investigation of n-butanol fraction afforded α-amyrin 3-O-glucopyranoside (1), patuletin 7-O-glucopyranoside (2), myricitrin (3) and a new oleanane triterpene saponin derivative (4), sophradiol 3-O-α-L-(1)C4-rhamnopyranosyl-(1'''→4'')-O-β-D-(4)C1-galactopyranosyl (1''→6')-O-β-D-(4)C1-glucopyranoside. The structure of the new compound was determined by comprehensive analyses of their 1D and 2D NMR, mass spectral data and comparison with previously known analogs. Only compound 4 revealed a significant (p < 0.05) inhibition of cyclooxygenase 1 and 2 (COX) activities.

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*
  • Carrageenan
  • Chenopodiaceae / chemistry*
  • Cyclooxygenase 1 / drug effects
  • Cyclooxygenase 1 / metabolism
  • Cyclooxygenase 2 / drug effects
  • Cyclooxygenase 2 / metabolism
  • Disease Models, Animal
  • Edema / drug therapy
  • Edema / pathology
  • Inflammation / drug therapy
  • Inflammation / pathology
  • Male
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Rats
  • Rats, Sprague-Dawley
  • Saponins / chemistry
  • Saponins / isolation & purification
  • Saponins / pharmacology*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • Anti-Inflammatory Agents
  • Plant Extracts
  • Saponins
  • Triterpenes
  • Carrageenan
  • Cyclooxygenase 1
  • Cyclooxygenase 2