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![]() |
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 |
DOI | 10.2478/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
浏览0
下载0
收藏0
其他版本
除非特别说明,本系统中所有内容都受版权保护,并保留所有权利。