Diversity-oriented one-pot multicomponent synthesis of spirooxindole derivatives and their biological evaluation for anticancer activities
Yang, Jun1; Liu, Xiong-Wei1; Wang, Dan-Dan1; Tian, Min-Yi1; Han, Shuo-Nan1; Feng, Ting-Ting1; Liu, Xiong-Li1; Mei, Ren-Qiang2; Zhou, Ying1
2016-12-29
发表期刊TETRAHEDRON
卷号72期号:52页码:8523-8536
摘要Described herein is a facile and efficient methodology for diversity-oriented one-pot multicomponent synthesis of 3-aminomethyl quaternary carbon oxindole fused five-membered carbocyclic spirooxindoles 5 via knoevenagel condensation/Michael/cyclization and then aminomethylation reaction. A wide variety of products with varying degrees of substitution around it, were obtained smoothly with high efficiency (up to overall yield 73% and >20:1 diastereoselectivity). In particular, their biological activities against these three cell lines 1(562, A549 and PC-3 have been evaluated. These results suggested that most of 3-aminomethyl quaternary carbon oxindole fused five-membered carbocyclic spirooxindoles 5 showed equipotent or more potent than the positive control of Cisplatin (up to 3.4 times). (C) 2016 Elsevier Ltd. All rights reserved.
关键词Five-membered Carbocyclic Spirooxindoles One-pot Multicomponent Synthesis Knoevenagel Condensation/michael/cyclization Aminomethylation Antitumor Activity
DOI10.1016/j.tet.2016.10.050
收录类别SCI
语种英语
WOS记录号WOS:000390505000001
引用统计
被引频次:32[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/33788
专题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.Guizhou Univ, Guizhou Engn Ctr Innovat Tradit Chinese Med & Eth, Guiyang 550025, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
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Yang, Jun,Liu, Xiong-Wei,Wang, Dan-Dan,et al. Diversity-oriented one-pot multicomponent synthesis of spirooxindole derivatives and their biological evaluation for anticancer activities[J]. TETRAHEDRON,2016,72(52):8523-8536.
APA Yang, Jun.,Liu, Xiong-Wei.,Wang, Dan-Dan.,Tian, Min-Yi.,Han, Shuo-Nan.,...&Zhou, Ying.(2016).Diversity-oriented one-pot multicomponent synthesis of spirooxindole derivatives and their biological evaluation for anticancer activities.TETRAHEDRON,72(52),8523-8536.
MLA Yang, Jun,et al."Diversity-oriented one-pot multicomponent synthesis of spirooxindole derivatives and their biological evaluation for anticancer activities".TETRAHEDRON 72.52(2016):8523-8536.
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