Design, synthesis, and structural analysis of phenylpropanoic acid-type PPARgamma-selective agonists: discovery of reversed stereochemistry-activity relationship.
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Ohashi M, Oyama T, Nakagome I, Satoh M, Nishio Y, Nobusada H, Hirono S, Morikawa K, Hashimoto Y, Miyachi H
Design, synthesis, and structural analysis of phenylpropanoic acid-type PPARgamma-selective agonists: discovery of reversed stereochemistry-activity relationship.
J Med Chem. 2011 Jan 13;54(1):331-41. doi: 10.1021/jm101233f. Epub 2010 Dec 3.
- PubMed ID
- 21128600 [ View in PubMed]
- Abstract
Peroxisome proliferator-activated receptor gamma (PPARgamma) is a ligand-mediated transcription factor with roles in glucose, lipid, and lipoprotein homeostasis, and PPARgamma ligands are expected have therapeutic potential in these as well as other areas. We report here the design, synthesis, crystallographic analysis, and computational studies of alpha-benzylphenylpropanoic acid PPARgamma agonists. Interestingly, these compounds show a reversal of the stereochemistry-transactivation activity relationship observed with other phenylpropanoic acid ligands.
DrugBank Data that Cites this Article
- Binding Properties
Drug Target Property Measurement pH Temperature (°C) Rosiglitazone Peroxisome proliferator-activated receptor gamma EC 50 (nM) 43 N/A N/A Details