Synthesis and antiplatelet aggregation/antioxidant activity of 3-alkyl-benzo c selenophen-1 3 H -ones
10.11665/j.issn.1000-5048.20150506
- 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.