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题名: Rapid synthesis and bioactivities of 3-(nitromethylene)indolin-2-one analogues
作者: Chen, Gang1, 2; null(郝小江)2, 3, 4; Sun, Qian-Yun3, 4; Ding, Jian5
刊名: CHEMICAL PAPERS
关键词: 3-(nitromethylene)indolin-2-one ; diethylamine ; antitumor neuroprotection ; catalyst
英文摘要: A new synthesis method of 3-(nitromethylene)indolin-2-one analogues is described, using the Henry reaction of isatin and N-substituted isatins with nitromethane followed by dehydration of the nitroaldol adduct with mesyl chloride. The use of diethylamine (rather than DBU) as the base catalyst in a solvent-free Henry reaction gave the nitroaldol adduct in sufficient purity as to allow its direct dehydration to nitroalkene. Overall yields for this two-step synthesis are satisfactory (typically 50-77 % after chromatographic purification). 3-(Nitromethylene)indolin-2-one analogues are valued protective agents against H2O2-induced apoptosis using PC12 cells, and for their cytotoxicity against the A549 and P388 lung cancer cell lines. One compound, (E)-1-benzyl-3-(nitromethylene)indolin-2-one (VIII), exhibited potent activity in the latter assay.
出版日期: 2010-10-01
卷号: 64, 期号:5, 页码:673-677
语种: 英语
收录类别: SCI
学科分类: Chemistry, Multidisciplinary
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/14555
Appears in Collections:植物化学与西部植物资源持续利用国家重点实验室_期刊论文

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作者单位: 1.Xian Shiyou Univ, Coll Chem & Chem Engn, Xian 710065, Shaanxi, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Yunnan, Peoples R China
3.Key Lab Chem Nat Prod Guizhou Prov, Guiyang 550002, Peoples R China
4.Chinese Acad Sci, Guiyang 550002, Peoples R China
5.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China

Recommended Citation:
Chen, G; Hao, XJ; Sun, QY; Ding, J.Rapid synthesis and bioactivities of 3-(nitromethylene)indolin-2-one analogues,CHEMICAL PAPERS,2010,64(5):673-677
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