Facile and diastereoselective synthesis of 3,2′-spiropyrrolidine-oxindoles derivatives, their molecular docking and antiproliferative activities

被引:77
作者
Kathirvelan, D. [1 ]
Haribabu, J. [1 ]
Reddy, B. S. R. [1 ]
Balachandran, C. [2 ]
Duraipandiyan, V. [2 ]
机构
[1] CSIR, Cent Leather Res Inst, Ind Chem Lab, Madras 600020, Tamil Nadu, India
[2] Loyola Coll, Entomol Res Inst, Div Microbiol & Canc Biol, Madras 600034, Tamil Nadu, India
关键词
Multicomponent reaction; Spirooxindole; Pyrazole moiety; Antimicrobial activity; Molecular docking; ENANTIOSELECTIVE SYNTHESIS; MULTICOMPONENT REACTION; DISCOVERY; SPIROOXINDOLES; POTENT; ISORHYNCHOPHYLLINE; RHYNCHOPHYLLINE; INHIBITORS; ALKALOIDS; LIBRARY;
D O I
10.1016/j.bmcl.2014.10.099
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In the present study, a series of novel highly functionalized spiropyrrolidine-oxindoles have been synthesized through 1,3-dipolar cycloaddition of an azomethine ylide formed from isatin and various amino acids such as sarcosine, proline and thioproline with the dipolarophile (E)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-2-(1H-indole-3-carbonyl) acrylonitrile under optimized conditions. All the synthesized compounds were evaluated for their antimicrobial activity and shown significant activity. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:389 / 399
页数:11
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