Synthesis of 4-alkoxy-2-phenylquinoline derivatives as potent antiplateletagents

Citation
Tc. Ko et al., Synthesis of 4-alkoxy-2-phenylquinoline derivatives as potent antiplateletagents, BIOORG MED, 11(3), 2001, pp. 279-282
Citations number
6
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960-894X → ACNP
Volume
11
Issue
3
Year of publication
2001
Pages
279 - 282
Database
ISI
SICI code
0960-894X(20010212)11:3<279:SO4DAP>2.0.ZU;2-2
Abstract
In our continuing search for novel antiplatelet agents, 4-alkoxy derivative s of 2-phenylquinoline as well as related compounds were prepared. Through biological screening, a preliminary structure-antiplatelet activity relatio nship was established. Compounds 5-ethyl-4-methoxy-2-phenylquinoline (8), 4 -ethoxy-5-ethvl-2-phenylquinoline (9), 4-ethoxycarbonylmethoxy-5-ethyl-2phe nylquinoline (10), 4-ethoxycarbonylbutoxy-5-ethyl-2-phenylquinoline (12) an d 5-ethyl-4-(N-ethylcarboxido)methoxy-2-phenyl-quinoline (17) all demonstra ted potent antiplatelet activity. Among them, compound 8 was the most poten t with an IC50 value of 0.08 muM and was about 3-fold more active than indo methacin. The mechanism of antiplatelet action of 8 is possibly through its inhibition on cyclooxygenase or thromboxane synthetase. (C) 2001 Published by Elsevier Science Ltd.