Syntheses and evaluation of quinoline derivatives as novel retinoic acid receptor alpha antagonists.
In the course of studies on novel retinoids, we have designed and synthesized a series of quinoline derivatives. One of them, 4-[5-[8-(1-methylethyl)-4-phenyl-2-quinolinyl]-1H-2-pyrrolyl]benzoic acid (12f) shows potent RARalpha-selective antagonistic activity.
Kikuchi
K
K
Discovery Research Laboratories, Eisai Co., Ltd., Ibaraki, Japan. k2-kikuchi@hhc.eisai.co.jp
Tagami
K
K
Hibi
S
S
Yoshimura
H
H
Tokuhara
N
N
Tai
K
K
Hida
T
T
Yamauchi
T
T
Nagai
M
M
D000447:Aldehydes / Q000138:chemical synthesis / Q000494:pharmacology; D001565:Benzoates / Q000138:chemical synthesis / Q000494:pharmacology; D001667:Binding, Competitive / Q000187:drug effects; D018922:HL-60 Cells; D006801:Humans; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D018168:Receptors, Retinoic Acid / Q000037:antagonists & inhibitors*; D000072482:Retinoic Acid Receptor alpha; D013329:Structure-Activity Relationship
D000447:Aldehydes; D001565:Benzoates; D011804:Quinolines; C000607071:RARA protein, human; D018168:Receptors, Retinoic Acid; D000072482:Retinoic Acid Receptor alpha