Novel spirooxindole-pyrrolidine compounds: Synthesis, anticancer and molecular docking studies

被引:137
作者
Arun, Y. [1 ]
Saranraj, K. [1 ]
Balachandran, C. [2 ]
Perumal, P. T. [1 ]
机构
[1] Cent Leather Res Inst, CSIR, Div Organ Chem, Chennai 600020, Tamil Nadu, India
[2] Loyola Coll, Entomol Res Inst, Div Microbiol & Canc Biol, Chennai 600034, Tamil Nadu, India
关键词
Spirooxindole; Pyrrolidine; Multicomponent reaction; Azornethine ylide cycloaddition; Anticancer activity; Molecular docking; MULTICOMPONENT REACTION; EFFICIENT SYNTHESIS; DERIVATIVES; INHIBITORS; OXINDOLES;
D O I
10.1016/j.ejmech.2013.12.027
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Novel spirooxindole pyrrolidine compounds have been synthesised through 1,3-dipolar cycloaddition of azomethine ylides generated from isatin and sarcosine or thioproline with the dipolarophile 3-(1H-imidazol-2-y1)-2-(1H-indole-3-carbonypacrylonitrile under the optimised reaction condition. Synthesised compounds were evaluated for their anticancer activity against A549 human lung adenocarcinoma cancer cell line. Among the 29 tested compounds 4j, 6b and 6h showed very high activity 66.3%, 64.8% and 66.3% at 25 mu g/mL concentration against A549 lung adenocarcinoma cancer cell line. These spirooxindole pyrrolidine compounds can be promising therapeutic agents for A549 lung adenocarcinoma cancer cell line. (C) 2014 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:50 / 64
页数:15
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