220365-02-6Relevant articles and documents
Synthesis of certain quinolin-2(1H)-one α-methylene-γ-butyrolactones as potential antiplatelet agents
Chen, Yeh-Long,Wang, Tai-Chi,Fang, Kuo-Chang,Chang, Nein-Chen,Tzeng, Cherng-Chyi
, p. 453 - 462 (2007/10/03)
Certain quinolin-2(1H)-one derivatives with various α-methylene-γ- butyrolactones substituted at C(7)-position were synthesized and evaluated for their antiplatelet activity against arachidonic acid (AA)-, and platelet- activating factor (PAF)-induced aggregation in washed rabbit platelets. 7- Hydroxyquinoline 1-oxide was treated with acetic anhydride followed by the hydrolysis of 1.0 N NaOH to afford 7-hydroxyquinolin-2(1H)-one (6). The desired 7-[(2,3,4,5-tetrahydro-4-methylene-5-oxo-2-furanyl)methoxy]-quinolin- 2(1H)-ones (8a-e) were obtained from 6 via alkylation and the Reformatsky- type condensation. These quinolin-2(1H)-ones (8a-e), exhibited approximately five to seven times more potent than their coumarin counterparts against AA- and PAF-induced aggregation and are approximately two hundred times more potent than aspirin against AA-induced aggregation.