New steroidal glycosides isolated as CDL inhibitors of activated platelets

Molecules. 2010 Jun 25;15(7):4589-98. doi: 10.3390/molecules15074589.

Abstract

Three new compounds were isolated from the dried bulbs of Allium macrostemon Bunge. Their structures were elucidated from their spectral data as (25R)-26-O-beta-D-glucopyranosyl-5alpha-furostane-3beta,12beta,22,26-tetraol-3-O-beta-D-glucopyranos-yl (1-->2) [beta-D-glucopyranosyl (1-->3)]-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside (1), (25R)-26-O-beta-D-glucopyranosyl-5alpha-furostane-3beta,12alpha,22,26-tetraol-3-O-beta-D-glucopyranosyl (1-->2) [beta-D-glucopyranosyl (1-->3)]-beta-D-glucopyranosyl (1-->4)-beta-D-galacto- pyranoside (2) and (25R)-26-O-beta-D-glucopyranosyl-5beta-furostane-3beta,12alpha,22,26-tetraol-3-O-beta-D-glucopyranosyl (1-->2)-beta-D-galactopyranoside (3), respectively. The inhibition effect of all compounds on CD40 ligand (CD40L) expression on the membrane of activated platelets stimulated by ADP was tested. Compounds 1 and 2 exhibited significant inhibitory activities in a dose dependent manner (P < 0.05), suggesting their potential application as CD40L inhibitors.

MeSH terms

  • Adenosine Diphosphate / pharmacology
  • Allium / chemistry*
  • Blood Platelets / drug effects
  • CD40 Ligand / antagonists & inhibitors*
  • Carbohydrate Conformation
  • Dose-Response Relationship, Drug
  • Glycosides / analysis*
  • Glycosides / isolation & purification
  • Glycosides / pharmacology
  • Molecular Structure
  • Platelet Activation / drug effects*
  • Spectrum Analysis
  • Steroids

Substances

  • Glycosides
  • Steroids
  • CD40 Ligand
  • Adenosine Diphosphate