Pyridine-3-propanoic acids: Discovery of dual PPARalpha/gamma agonists as antidiabetic agents

Bioorg Med Chem Lett. 2006 Dec 1;16(23):6120-3. doi: 10.1016/j.bmcl.2006.08.110. Epub 2006 Sep 14.

Abstract

A series of novel pyridine-3-propanoic acids was synthesized. A structure-activity relationship study of these compounds led to the identification of potent dual PPARalpha/gamma agonists with varied isoform selectivity. Based on the results of efficacy studies in diabetic (db/db) mice, and the desired pharmacokinetic parameters, compounds (S)-14 and (S)-19 were selected for further profiling.

MeSH terms

  • Animals
  • Blood Glucose / metabolism
  • Body Weight / drug effects
  • Cell Line, Tumor
  • Diabetes Mellitus / blood
  • Diabetes Mellitus / drug therapy
  • Diabetes Mellitus / pathology
  • Ether / chemistry
  • Humans
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology*
  • Hypoglycemic Agents / therapeutic use
  • Mice
  • Molecular Structure
  • PPAR alpha / agonists*
  • PPAR alpha / metabolism
  • PPAR gamma / agonists*
  • PPAR gamma / metabolism
  • Pyridines / blood*
  • Pyridines / chemical synthesis
  • Pyridines / pharmacology*
  • Pyridines / therapeutic use
  • Structure-Activity Relationship
  • Thiazolidinediones / chemistry

Substances

  • Blood Glucose
  • Hypoglycemic Agents
  • PPAR alpha
  • PPAR gamma
  • Pyridines
  • Thiazolidinediones
  • thiazolidine-2,4-dione
  • Ether
  • pyridine