Bioactive sucrose esters from Bidens parviflora

Phytochemistry. 2003 Mar;62(5):741-6. doi: 10.1016/s0031-9422(02)00454-5.

Abstract

An investigation on Bidens parviflora led to the isolation of three sucrose esters and a substituted truxillate. Their structures were elucidated as (6-O-(E)-p-coumaroyl)-beta-D-fructofuranosyl-(2-->1)-alpha-D-glucopyranoside, (6-O-(E)-p-coumaroyl)-beta-D-fructofuranosyl-(2-->1)-(6-O-(E)-p-coumaroyl)-alpha-D-glucopyranoside II, 6,6'-sucrose ester of (1alpha,2alpha,3beta,4beta)-3,4-bis(4-hydroxyphenyl)-1,2-cyclobutanedicarboxylic acid, dimethyl ester of (1alpha,2alpha,3alpha,4alpha)-2,4-bis(3,4-dihydroxyphenyl)-1,3-cyclobutanedicarboxylic acid on the basis of spectral and chemical evidence. These compounds were subjected to the following bioassays: the histamine release inhibition of rat mast cells induced by antigen-antibody reaction and the inhibitory activity of PGE(2) production by macrophages.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bidens / chemistry*
  • Cell Line / drug effects
  • Cell Line / metabolism
  • Cyclobutanes / chemistry
  • Cyclobutanes / isolation & purification
  • Cyclobutanes / pharmacology
  • Dinoprostone / antagonists & inhibitors
  • Dinoprostone / biosynthesis
  • Esters / chemistry
  • Esters / isolation & purification
  • Esters / pharmacology*
  • Histamine Release / drug effects
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Male
  • Mast Cells / drug effects
  • Mast Cells / metabolism
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry
  • Rats
  • Rats, Wistar
  • Sucrose / chemistry
  • Sucrose / isolation & purification
  • Sucrose / pharmacology*

Substances

  • Cyclobutanes
  • Esters
  • truxillic acid
  • Sucrose
  • Dinoprostone