title: Synthesis and PPAR-gamma ligand-binding activity of the new series of 2'-hydroxychalcone and thiazolidinedione derivatives.
abstract: 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.
authors.affiliation: Natural Products Research Center, Korea Institute of Science and Technology, Seoul.
authors.forename: Sang Hoon
authors.initials: SH
authors.lastname: Jung
authors.forename: Soo Young
authors.initials: SY
authors.lastname: Park
authors.forename: Youngmi
authors.initials: Y
authors.lastname: Kim-Pak
authors.forename: Hong Kyu
authors.initials: HK
authors.lastname: Lee
authors.forename: Kyong Soo
authors.initials: KS
authors.lastname: Park
authors.forename: Kuk Hyun
authors.initials: KH
authors.lastname: Shin
authors.forename: Kazuo
authors.initials: K
authors.lastname: Ohuchi
authors.forename: Hyun-Kyung
authors.initials: HK
authors.lastname: Shin
authors.forename: Sam Rok
authors.initials: SR
authors.lastname: Keum
authors.forename: Soon Sung
authors.initials: SS
authors.lastname: Lim
mesh_terms: 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
chemical_list: 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