Analogues of xanthones--Chalcones and bis-chalcones as α-glucosidase inhibitors and anti-diabetes candidates

Eur J Med Chem. 2017 Apr 21:130:51-59. doi: 10.1016/j.ejmech.2017.02.007. Epub 2017 Feb 7.

Abstract

Two series of compounds (chalcones and bis-chalcones) were designed, synthesized, and evaluated as α-glucosidase inhibitors (AGIs) with 1-deoxynojirimycin as positive control in vitro. Most of the compounds with two or four hydroxyl groups showed better inhibitory activities than 1-deoxynojirimycin towards α-glucosidase with noncompetitive mechanism. Moreover, most of the hydroxy bis-chalcones exhibit good α-glucosidase inhibitory activities in enzyme test. Inspiringly, bis-chalcones 2g (at 1 μM concentration) has stronger effect than 1-deoxynojirimycin on reducing the glucose level in HepG-2 cells (human liver cancer cell line).

Keywords: Bis-chalcones; Chalcones; Noncompetitive; α-glucosidase inhibitors.

MeSH terms

  • Chalcones / chemistry*
  • Chalcones / pharmacology
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology
  • Hep G2 Cells
  • Humans
  • Hypoglycemic Agents / chemistry*
  • Hypoglycemic Agents / pharmacology
  • Structure-Activity Relationship
  • Xanthones / chemistry
  • alpha-Glucosidases / drug effects*

Substances

  • Chalcones
  • Enzyme Inhibitors
  • Hypoglycemic Agents
  • Xanthones
  • alpha-Glucosidases