Synthesis and structure elucidation of five new conjugates of oleanolic acid derivatives and chalcones using 1D and 2D NMR spectroscopy

Magn Reson Chem. 2012 Mar;50(3):236-41. doi: 10.1002/mrc.2845. Epub 2012 Mar 2.

Abstract

Five new conjugates of oleanolic acid derivatives and chalcones have been designed and synthesized. The structure elucidation of these conjugates was accomplished by using extensive 1D ((1)H, (13)C) and 2D NMR spectroscopic studies (COSY, HSQC and HMBC); and α-glucosidase inhibitory activity is reported for these conjugates. Compound 2b (IC(50) = 47.5 µm) displayed much stronger activity than oleanolic acid and acarbose.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Isotopes
  • Chalcones / chemical synthesis
  • Chalcones / chemistry*
  • Chalcones / pharmacology
  • Deuterium
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology
  • Glycoside Hydrolase Inhibitors
  • Molecular Structure
  • Oleanolic Acid / chemical synthesis
  • Oleanolic Acid / chemistry*
  • Oleanolic Acid / pharmacology
  • Protons
  • Structure-Activity Relationship
  • alpha-Glucosidases / metabolism

Substances

  • Carbon Isotopes
  • Chalcones
  • Enzyme Inhibitors
  • Glycoside Hydrolase Inhibitors
  • Protons
  • Oleanolic Acid
  • Deuterium
  • alpha-Glucosidases