Synthesis and PPAR-gamma ligand-binding activity of the new series of 2'-hydroxychalcone and thiazolidinedione derivatives.
Fifteen chalcones and three thiazolidinedione (TZD) chalcones were prepared to evaluate their peroxisome proliferator-activated receptor-gamma (PPAR-gamma) ligand-binding activities. Among the three TZDs, one compound possessed PPAR-gamma transactivation potential, while the others showed antagonistic activity against PPAR-gamma transactivation. Among the chalcones, compound 5 was the most potent, and structure-activity relationship studies indicated that a methoxyl group in position C-4 and hydroxyl group in position C-4' or 5' in chalcone plays a key role in determining the potency of PPAR-gamma activation.
Jung
Sang Hoon
SH
Natural Products Research Center, Korea Institute of Science and Technology, Seoul.
Park
Soo Young
SY
Kim-Pak
Youngmi
Y
Lee
Hong Kyu
HK
Park
Kyong Soo
KS
Shin
Kuk Hyun
KH
Ohuchi
Kazuo
K
Shin
Hyun-Kyung
HK
Keum
Sam Rok
SR
Lim
Soon Sung
SS
D002599:Chalcone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D047188:Chalcones; D007202:Indicators and Reagents; D008024:Ligands; D008156:Luciferases / Q000737:chemistry; D047495:PPAR gamma / Q000378:metabolism*; D020133:Reverse Transcriptase Polymerase Chain Reaction; D013329:Structure-Activity Relationship; D013778:Tetrazolium Salts; D013844:Thiazoles; D045162:Thiazolidinediones / Q000737:chemistry* / Q000378:metabolism*; D014162:Transfection
D047188:Chalcones; D007202:Indicators and Reagents; D008024:Ligands; D047495:PPAR gamma; D013778:Tetrazolium Salts; D013844:Thiazoles; D045162:Thiazolidinediones; D002599:Chalcone; D008156:Luciferases; C022616:thiazolyl blue; C013031:2'-hydroxychalcone