PAT5A: a partial agonist of peroxisome proliferator-activated receptor gamma is a potent antidiabetic thiazolidinedione yet weakly adipogenic

J Pharmacol Exp Ther. 2003 Aug;306(2):763-71. doi: 10.1124/jpet.103.049791. Epub 2003 May 2.

Abstract

PAT5A [5-[4-[N-(2-pyridyl)-(2S)-pyrrolidine-2-methoxyl]phenylmethylene[thiazolidine-2,4-dione, malic acid salt]], a chemically distinct unsaturated thiazolidinedione, activates peroxisome proliferator-activated receptor gamma (PPARgamma) submaximally in vitro with the binding affinity approximately 10 times less than that of rosiglitazone, a highly potent thiazolidinedione. PAT5A reduces plasma glucose level and improves insulin sensitivity in insulin resistant db/db mice, similar to that of rosiglitazone, while exerting a relatively weak adipogenic effect. In contrast to rosiglitazone, PAT5A inhibits cholesterol and fatty acid biosynthesis suggesting that PAT5A possesses a unique receptor-independent non-PPAR related property. PAT5A induces qualitatively similar but quantitatively different protease digestion patterns and interacts with PPARgamma differently than rosiglitazone. PAT5A shows differential cofactor recruitment and gene activation than that of rosiglitazone. Thus, the partial agonism of PAT5A to PPARgamma together with its receptor independent effects may contribute to its antidiabetic potency similar to rosiglitazone in vivo despite reduced affinity for PPARgamma. These biological effects suggest that PAT5A is a PPARgamma modulator that activates some (insulin sensitization), but not all (adipogenesis), PPARgamma-signaling pathways.

MeSH terms

  • 3T3 Cells
  • Adipocytes / drug effects*
  • Adipocytes / metabolism
  • Animals
  • Binding Sites
  • Carrier Proteins / metabolism
  • Cyclic AMP Response Element-Binding Protein / metabolism
  • Histone Acetyltransferases
  • Hypoglycemic Agents / pharmacology*
  • Mediator Complex Subunit 1
  • Mice
  • Nuclear Receptor Coactivator 1
  • Pyridines / pharmacology*
  • Receptors, Cytoplasmic and Nuclear / agonists*
  • Receptors, Cytoplasmic and Nuclear / metabolism
  • Rosiglitazone
  • Thiazoles / pharmacology*
  • Thiazolidinediones*
  • Thiazolidines
  • Transcription Factors / agonists*
  • Transcription Factors / metabolism

Substances

  • (5-(4-(N-2-pyridyl)-(2S)-pyrrolidine-2-methoxyl)phenylmethylene(thiazolidine-2,4-dione, malic acid salt))
  • Carrier Proteins
  • Cyclic AMP Response Element-Binding Protein
  • Hypoglycemic Agents
  • Med1 protein, mouse
  • Mediator Complex Subunit 1
  • Pyridines
  • Receptors, Cytoplasmic and Nuclear
  • Thiazoles
  • Thiazolidinediones
  • Thiazolidines
  • Transcription Factors
  • Rosiglitazone
  • 2,4-thiazolidinedione
  • Histone Acetyltransferases
  • Ncoa1 protein, mouse
  • Nuclear Receptor Coactivator 1