Structural characterization of an arabinogalactan from Platycodon grandiflorum roots and antiangiogenic activity of its sulfated derivative

Biomacromolecules. 2010 Oct 11;11(10):2558-66. doi: 10.1021/bm100402n.

Abstract

A water-soluble polysaccharide, PGAW1, with an average molecular mass of 9.2 kDa determined by high performance gel permeation chromatography (HPGPC), was isolated from radix of Platycodon grandiflorum . Monosaccharide composition analysis indicated that PGAW1 contains Ara and Gal in the molar ratio of 1.42:1.0. Using methylation analysis, partial hydrolysis, endo-1,4-β-d-galactanase digestion, NMR and ESI-MS, PGAW1 was determined to possess a backbone consisting of 1,4- and 1,6-linked galactopyranosyl residues, with branches attached to O-3 of 1,6-linked galactose residues. By the chlorosulfonic acid-pyridine method we produced a sulfated derivative of PGAW1, Sul-w1, with a substitution degree of 1.52. The substitution was at O-6 on 1,4-linked Gal residues according to the (13)C NMR spectra. Bioactivity test showed that Sul-w1 could inhibit tube formation by human microvascular endothelial cells (HMEC) in a dose-dependent manner.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Angiogenesis Inhibitors* / chemistry
  • Angiogenesis Inhibitors* / isolation & purification
  • Angiogenesis Inhibitors* / pharmacology
  • Carbohydrate Conformation
  • Cell Line
  • Chromatography, Gel
  • Dose-Response Relationship, Drug
  • Endothelial Cells / drug effects
  • Galactans* / chemistry
  • Galactans* / isolation & purification
  • Galactans* / pharmacology
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Weight
  • Plant Roots / chemistry
  • Platycodon / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Sulfates / chemistry
  • Sulfates / isolation & purification
  • Sulfates / pharmacology

Substances

  • Angiogenesis Inhibitors
  • Galactans
  • Sulfates
  • arabinogalactan