Facile one-pot synthesis of novel dispirooxindole-pyrrolidine derivatives and their antimicrobial and anticancer activity against A549 human lung adenocarcinoma cancer cell line

被引：194

作者：

Arun, Y. ^{[1
]}

Bhaskar, G. ^{[1
]}

Balachandran, C. ^{[2
]}

Ignacimuthu, S. ^{[2
]}

Perumal, P. T. ^{[1
]}

机构：

[1] CSIR Cent Leather Res Inst, Div Organ Chem, Madras 600020, Tamil Nadu, India

[2] Loyola Coll, Div Microbiol, Entomol Res Inst, Madras 600034, Tamil Nadu, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 06期

关键词：

Spirooxindole; Multicomponent reaction; Azomethine ylide cycloaddition; Antimicrobial activity; Anticancer activity; 1,3-DIPOLAR CYCLOADDITION; OXINDOLE; HORSFILINE;

D O I：

10.1016/j.bmcl.2013.01.023

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Novel dispirooxindole-pyrrolidine derivatives have been synthesized through 1,3-dipolar cycloaddition of an azomethine ylide generated from isatin and sarcosine with the dipolarophile-3-(1H-indol-3-yl)3-oxo-2-(2-oxoindolin-3-ylidene) propanenitrile, and also spiro compound of acenaphthenequinone obtained by the same optimized reaction condition. Synthesized compounds were evaluated for their antimicrobial activity and all the compounds shown significant activity. Anticancer activity was evaluated against A549 human lung adenocarcinoma cancer cell lines. Compounds 7b, 7g, 7i and 7r exhibit very good anticancer activity 62.96%, 62.03%, 67.67% and 60.22%, respectively, at the dose of 200 mu g/mL and compound 7i shows IC50 value in 50 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：1839 / 1845

页数：7

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