Phenolic glycosides from Dodecadenia grandiflora and their glucose-6-phosphatase inhibitory activity

Fitoterapia. 2010 Sep;81(6):475-9. doi: 10.1016/j.fitote.2010.01.011. Epub 2010 Jan 15.

Abstract

Phytochemical investigation of Dodecadenia grandiflora leaves led to the isolation and identification of three phenolic glycosides, designated 1-[(4'-O-(E)-p-coumaroyl)-beta-D-glucopyranosyl]-oxy-2-phenol (1), 1-[(6'-O-(E)-p-coumaroyl)-beta-D-glucopyranosyl]-oxy-2-phenol (2) and 1-[O-beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl]-oxy-2-phenol (3), along with nine known compounds. Compounds 1, 2, 5 and 9 exhibited significant glucose-6-phosphatase inhibitory activity (63.7, 66.9, 82.9 and 85.4%) with IC(50) values of 88.5, 81.0, 51 and 50 microM respectively. On the basis of biological results, a structure-activity relationship has been discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Glucose-6-Phosphatase / antagonists & inhibitors*
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Inhibitory Concentration 50
  • Lauraceae / chemistry*
  • Molecular Structure
  • Phenols / chemistry
  • Phenols / isolation & purification*
  • Plant Leaves / chemistry

Substances

  • Enzyme Inhibitors
  • Glycosides
  • Phenols
  • Glucose-6-Phosphatase