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
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| 刊名 | CHEMICAL PAPERS
 |
| 出版日期 | 2010-10 |
| 卷号 | 64期号:5页码:673-677 |
| 关键词 | 3-(nitromethylene)indolin-2-one diethylamine antitumor neuroprotection catalyst |
| ISSN号 | 0366-6352 |
| 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. |
| WOS关键词 | 2-OXOINDOLIN-3-YLIDENE DERIVATIVES ; AZOMETHINE YLIDES ; TYROSINE KINASES ; INHIBITOR ; GROWTH ; FLK-1/KDR ; POTENT ; SU5416 ; ISATIN ; AGENT |
| 资助项目 | Chinese Academy of Sciences[29O702441 2P1] ; Chinese Academy of Sciences[O7023112S1] ; Shaanxi Science and Technology Department[SJ08B20] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000280919800019 |
| 出版者 | VERSITA |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/278758]  |
| 专题 | 药理学第一研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
| 通讯作者 | Hao, Xiao-Jiang |
| 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：上海药物研究所
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