Synthesis of chalcone derivatives as potential anti-diabetic agents

Bioorg Med Chem Lett. 2012 Jun 15;22(12):3912-5. doi: 10.1016/j.bmcl.2012.04.108. Epub 2012 Apr 30.

Abstract

Chalcones bearing electron donating or electron withdrawing substitutions were prepared and their glucose uptake activity was evaluated. Chalcone derivatives were synthesized in one step protocol with high purity and yield. Chalcones with chloro, bromo, iodo and hydroxy substitutions at position 2 on A-ring exhibited the highest activity with glucose medium concentration (210 to 236 mg/dl) compared to pioglitazone and rosiglitazone (230 and 263 mg/dl, respectively). Also chalcones with iodo substitution at position 3 on A-ring were comparably active (≤238 mg/dl). The structure-activity relationship of the tested chalcones was studied and the findings were supported statistically.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 3T3-L1 Cells
  • Adipocytes / cytology
  • Adipocytes / drug effects*
  • Adipocytes / metabolism
  • Animals
  • Biological Transport, Active / drug effects
  • Chalcones / chemical synthesis*
  • Chalcones / pharmacology
  • Diabetes Mellitus / drug therapy
  • Glucose / agonists
  • Glucose / metabolism*
  • Humans
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / pharmacology
  • Mice
  • Pioglitazone
  • Rosiglitazone
  • Structure-Activity Relationship
  • Thiazolidinediones / pharmacology

Substances

  • Chalcones
  • Hypoglycemic Agents
  • Thiazolidinediones
  • Rosiglitazone
  • Glucose
  • Pioglitazone