Synthesis and antiplatelet aggregation/antioxidant activity of 3-alkyl-benzo c selenophen-1 3 H -ones

VernacularTitle:3-烃基-1（3H）-异苯并硒吩酮的合成及其抗血小板聚集和抗氧化活性
Author: Jiangen FANG ; Xuliang WANG ; Jingjing LING ; Wei YIN ; Jinyi XU ; Hui JI ; Yihua ZHANG
Publication Type:Journal Article
Keywords: 3-n-butylphthalide; seleniumsubstitution; synthesis; antiplateletaggregationactivity; freeradical; antioxidant activity
From: Journal of China Pharmaceutical University 2015;(5):552-555
CountryChina
Language:Chinese
Abstract: Phthaloyl dichloride (1)was reacted with LiAlSeH2 to give benzo[c]selenophene-1;3-dione (2);which was treated with the Grignard reagents to generate hydroxyl compounds 3a-3h.These compounds were finally converted to target products 4a-4h by treatment with hydriodic acid.The structures of 4a-4h were confirmed by MS and 1 H NMR.Their inhibitory activity against adenosine diphosphate (ADP)-induced platelet aggregation was evaluated by Born′s turbidimetric assay;free radical scavenging activity was assayed by xanthine oxidasemethod and 1;10-phenanthroline spectrophotometric method.It was found that compound 4 f displayed more potent inhibi-tory effect on platelet aggregation than 3-n-butylphthalide and comparable hydroxyl free radical scavenging activity in vitro to that of edaravone.Therefore;compound 4 f might be the candidate for further investigation.