TY - JOUR
T1 - Design, synthesis, and structural analysis of phenylpropanoic acid-type PPARγ-selective agonists
T2 - Discovery of reversed stereochemistry-activity relationship
AU - Ohashi, Masao
AU - Oyama, Takuji
AU - Nakagome, Izumi
AU - Satoh, Mayumi
AU - Nishio, Yoshino
AU - Nobusada, Hiromi
AU - Hirono, Shuichi
AU - Morikawa, Kosuke
AU - Hashimoto, Yuichi
AU - Miyachi, Hiroyuki
PY - 2011/1/13
Y1 - 2011/1/13
N2 - Peroxisome proliferator-activated receptor gamma (PPARγ) is a ligand-mediated transcription factor with roles in glucose, lipid, and lipoprotein homeostasis, and PPARγ 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 α- benzylphenylpropanoic acid PPARγ agonists. Interestingly, these compounds show a reversal of the stereochemistry-transactivation activity relationship observed with other phenylpropanoic acid ligands.
AB - Peroxisome proliferator-activated receptor gamma (PPARγ) is a ligand-mediated transcription factor with roles in glucose, lipid, and lipoprotein homeostasis, and PPARγ 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 α- benzylphenylpropanoic acid PPARγ agonists. Interestingly, these compounds show a reversal of the stereochemistry-transactivation activity relationship observed with other phenylpropanoic acid ligands.
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U2 - 10.1021/jm101233f
DO - 10.1021/jm101233f
M3 - Article
C2 - 21128600
AN - SCOPUS:78651111373
SN - 0022-2623
VL - 54
SP - 331
EP - 341
JO - Journal of medicinal chemistry
JF - Journal of medicinal chemistry
IS - 1
ER -