DABCO-catalyzed sp(3) C-H activation: rapid access to isoxazole or coumarin-fused 3-quaternary carbon oxindoles and isoxazole-fused pyrrolidinones
文献类型：期刊论文
| 作者 | Liu,Xiong-Li; Jing,De-Hong; Yao,Zhen; Zhang,Wen-Hui; Liu,Xiong-Wei; Yang,Zhou-Jie; Zhao,Zhi; Zhou,Ying; Li,Xiao-Nian |
| 刊名 | TETRAHEDRON LETTERS
 |
| 出版日期 | 2015-10-07 |
| 卷号 | 56期号:41页码:5637-5645 |
| 关键词 | Isoxazole or coumarin-fused 3-quaternary carbon oxindoles Isoxazole-fused pyrrolidinones C-H activation Antibacterial activity Antitumor activity |
| 英文摘要 | A facile and efficient methodology was developed for the synthesis of isoxazole or coumarin-fused 3-quaternary carbon oxindoles and isoxazole-fused pyrrolidinones via DABCO-catalyzed sp(3) C-H activation of 5-methyl-isoxazole or 4-methylcoumarin. Furthermore, the biological activity of the isoxazole or coumarin-fused 3-quaternary carbon oxindoles 3 and 5 has been preliminarily demonstrated by in vitro evaluation against human prostate cancer cells PC-3 and human leukemia cells 1(562 by the MIT-based assays using the commercially available standard drug Cisplatin as a positive control. These results suggested that most of the compounds 3 and 5 showed considerable cytotoxicities to these two cell lines 1(562 and PC-3, and a methyl or an ethyl group of acrylates and an oxindole moiety located in the isoxazole-fused 3-quaternary carbon oxindoles 3 are beneficial for the activity. In addition, the activity of all the afforded isoxazole-fused pyrrolidinones 7 were also evaluated against Gram-positive bacteria Staphylococcus aureus (MTCC96) and Gram-negative bacteria Escherichia coli (ATCC25835) using Penicillin as a standard drug for Gram-positive organism or Streptomycin as standard drug for Gram-negative organism. The results demonstrated that most of the compounds 7 had comparable in vitro inhibitory activity against Gram-positive bacteria Staphylococcus aureus (MTCC96) with the positive control Penicillin. The results also indicated that isoxazole-fused pyrrolidinone analogs had significantly better inhibition ability against Gram-positive bacteria Staphylococcus aureus (MTCC96) than against Gram-negative bacteria Escherichia coli (ATCC25835). (C) 2015 Elsevier Ltd. All rights reserved. |
| 类目[WOS] | Chemistry, Organic |
| 研究领域[WOS] | Chemistry |
| 关键词[WOS] | BAYLIS-HILLMAN CARBONATES ; HIGHLY REGIOSELECTIVE SYNTHESIS ; ANTITUMOR AGENTS ; CYTOTOXIC AGENTS ; 3,3'-DISUBSTITUTED OXINDOLES ; ENANTIOSELECTIVE SYNTHESIS ; 3-SUBSTITUTED OXINDOLES ; CYCLOADDITION REACTION ; ALLYLIC ALKYLATION ; MICHAEL ADDITIONS |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000361926100036 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/25179]  |
| 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 |
| 推荐引用方式 GB/T 7714 | Liu,Xiong-Li,Jing,De-Hong,Yao,Zhen,et al. DABCO-catalyzed sp(3) C-H activation: rapid access to isoxazole or coumarin-fused 3-quaternary carbon oxindoles and isoxazole-fused pyrrolidinones[J]. TETRAHEDRON LETTERS,2015,56(41):5637-5645. |
| APA | Liu,Xiong-Li.,Jing,De-Hong.,Yao,Zhen.,Zhang,Wen-Hui.,Liu,Xiong-Wei.,...&Li,Xiao-Nian.(2015).DABCO-catalyzed sp(3) C-H activation: rapid access to isoxazole or coumarin-fused 3-quaternary carbon oxindoles and isoxazole-fused pyrrolidinones.TETRAHEDRON LETTERS,56(41),5637-5645. |
| MLA | Liu,Xiong-Li,et al."DABCO-catalyzed sp(3) C-H activation: rapid access to isoxazole or coumarin-fused 3-quaternary carbon oxindoles and isoxazole-fused pyrrolidinones".TETRAHEDRON LETTERS 56.41(2015):5637-5645. |
入库方式： OAI收割
来源：昆明植物研究所
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