Synthesis and cytotoxicity of indeno［1,2-b］quinoxalin-11-one oxime ethers

doi:10.3969/j.issn.1000-1565.2016.02.007

Journal of Hebei University (Natural Science Edition) ›› 2016, Vol. 36 ›› Issue (2): 148-154.DOI: 10.3969/j.issn.1000-1565.2016.02.007

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Synthesis and cytotoxicity of indeno［1,2-b］quinoxalin-11-one oxime ethers

FENG Weipei, WANG Yingxing, LIU Siyuan, WANG Shuxiang, LI Shenghui

Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, College ofChemistry and Environmental Science, Hebei University, Baoding 071002, China

Received:2015-10-25 Online:2016-03-25 Published:2016-03-25

Abstract

Abstract: Ten novel indeno［1,2-b］quinoxalin-11-one oxime ethers(4A-4J)were synthesized by indeno［1,2-b］quinoxalin-11-one oxime, saturated dihalide, and piperidine or pyrrole, morpholine, and dibutylamine. Their cytotoxicity against HeLa, A549 and MCF-7 cell lines was evaluated by MTT assay. The results indicated that compounds 4A,4B,4E,4F, and 4J showed higher cytotoxicty than cisplatin against HeLa, A549, and MCF-7 cell lines. Among them, 4A, 4B and 4F exhibited 2 to 6 folds higher cytotoxicty than cisplatin. Both the length of oxime ether chain and the nature of the terminal group have important effects on the cytotoxicity. The cell cycle and apoptosis assays indicated that 4A could change the cells cycle ratio, and induce apoptosis. Our results suggest that indeno［1,2-b］quinoxalin-11-one oxime ether modified by pyrrole is a potential anti tumor precursor compound.

Key words: indeno［1,2-b］quinoxalin-11-one oxime derivatives, oxime ether, cytotoxicity

CLC Number:

FENG Weipei, WANG Yingxing, LIU Siyuan, WANG Shuxiang, LI Shenghui. Synthesis and cytotoxicity of indeno［1,2-b］quinoxalin-11-one oxime ethers[J]. Journal of Hebei University (Natural Science Edition), 2016, 36(2): 148-154.

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Synthesis and cytotoxicity of indeno［1,2-b］quinoxalin-11-one oxime ethers

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