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Chinese Academy of Sciences Institutional Repositories Grid
Rapid synthesis and bioactivities of 3-(nitromethylene)indolin-2-one analogues

文献类型:期刊论文

作者Chen, Gang1,2; Hao, Xiao-Jiang2,3,4; Sun, Qian-Yun3,4; Ding, Jian5
刊名CHEMICAL PAPERS
出版日期2010-10-01
卷号64期号:5页码:673-677
关键词3-(Nitromethylene)Indolin-2-one Diethylamine Antitumor Neuroprotection Catalyst
DOI10.2478/s11696-010-0047-1
文献子类Article
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.
学科主题Chemistry, Multidisciplinary
WOS关键词2-OXOINDOLIN-3-YLIDENE DERIVATIVES ; AZOMETHINE YLIDES ; TYROSINE KINASES ; INHIBITOR ; GROWTH ; FLK-1/KDR ; POTENT ; SU5416 ; ISATIN ; AGENT
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000280919800019
公开日期2012-07-25
源URL[http://ir.kib.ac.cn:8080/handle/151853/14555]  
专题昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室
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
推荐引用方式
GB/T 7714
Chen, Gang,Hao, Xiao-Jiang,Sun, Qian-Yun,et al. Rapid synthesis and bioactivities of 3-(nitromethylene)indolin-2-one analogues[J]. CHEMICAL PAPERS,2010,64(5):673-677.
APA Chen, Gang,Hao, Xiao-Jiang,Sun, Qian-Yun,&Ding, Jian.(2010).Rapid synthesis and bioactivities of 3-(nitromethylene)indolin-2-one analogues.CHEMICAL PAPERS,64(5),673-677.
MLA Chen, Gang,et al."Rapid synthesis and bioactivities of 3-(nitromethylene)indolin-2-one analogues".CHEMICAL PAPERS 64.5(2010):673-677.

入库方式: OAI收割

来源:昆明植物研究所

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