6-Arylamino-5,8-quinazolinediones as potent inhibitors of endothelium-dependent vasorelaxation.
6-(Substituted-phenyl)amino-5,8-quinazolinediones (3) were synthesised by regioselective substitution of 5,8-quinazolinedione (5) with appropriate arylamines in the presence of Ce(III) ions. All synthesised 5,8-quinazolinediones 3 showed a potent and efficacious inhibitory effect on the acetylcholine (ACh)-induced vasorelaxation of rat aorta with the endothelium. The quinones 3, at a low concentration of 0.1 microM, reduced the maximal response with increase of EC(50) values for ACh. The results indicate that quinones 3 are potent inhibitors of endothelium-dependent vasorelaxation.
Ryu
Chung Kyu
CK
College of Pharmacy, Ewha Womans University, Sodaemun-Ku, Seoul 120-750, South Korea. ckryu@mm.ewha.ac.kr
Shin
Keun Hwa
KH
Seo
Ji Hui
JH
Kim
Hwa Jung
HJ
D000109:Acetylcholine / Q000494:pharmacology; D000818:Animals; D001013:Aorta, Thoracic / Q000187:drug effects / Q000502:physiology; D004730:Endothelium, Vascular / Q000187:drug effects* / Q000502:physiology; D066298:In Vitro Techniques; D008297:Male; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship; D014664:Vasodilation / Q000187:drug effects* / Q000502:physiology
D011799:Quinazolines; D000109:Acetylcholine