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FANG Jiangen, WANG Xuliang, LING Jingjing, YIN Wei, XU Jinyi, JI Hui, ZHANG Yihua. Synthesis and antiplatelet aggregation/antioxidant activity of 3-alkyl-benzo［c］ selenophen-1(3H)-ones[J]. Journal of China Pharmaceutical University, 2015, 46(5): 552-555. DOI: 10.11665/j.issn.1000-5048.20150506
Citation: FANG Jiangen, WANG Xuliang, LING Jingjing, YIN Wei, XU Jinyi, JI Hui, ZHANG Yihua. Synthesis and antiplatelet aggregation/antioxidant activity of 3-alkyl-benzo［c］ selenophen-1(3H)-ones[J]. Journal of China Pharmaceutical University, 2015, 46(5): 552-555. DOI: 10.11665/j.issn.1000-5048.20150506
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Synthesis and antiplatelet aggregation/antioxidant activity of 3-alkyl-benzo［c］ selenophen-1(3H)-ones

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  • 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 1H 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 4f displayed more potent inhibitory effect on platelet aggregation than 3-n-butylphthalide and comparable hydroxyl free radical scavenging activity in vitro to that of edaravone. Therefore, compound 4f might be the candidate for further investigation.
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