Efficient and mild one-pot synthesis of (E)-8′-arylidene-5′,6′,7′,8′-tetrahydrospiro[oxindole-3,4′-pyrano[3,2-c]pyridin] derivatives with potential antitumor activity

被引:6
作者
Wang, Dao-Cai [1 ]
Fan, Chen [2 ]
Xie, Yong-Mei [2 ]
Yao, Shun [1 ]
Song, Hang [1 ]
机构
[1] Sichuan Univ, Dept Pharmaceut & Biol Engn, Coll Chem Engn, Chengdu 610065, Sichuan, Peoples R China
[2] Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Collaborat Innovat Ctr Biotherapy, Chengdu 610041, Sichuan, Peoples R China
关键词
Piperidine; Spiro[oxindole-3,4 '-pyrano[3,2-c]pyridin; Multicomponent reactions; Anticancer; ISATINS; SPIROOXINDOLES; INHIBITORS; DISCOVERY; FACILE;
D O I
10.1016/j.arabjc.2014.12.003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A mild and efficient cyclization procedure for the synthesis of (E)-8'-arylidene-5',6',7',8'-tetrahydrospiro[oxindole-3,4'-pyrano[3,2-c]pyridin] derivatives was achieved via one-pot three-component condensation of isatins, malononitrile and (E)-3-arylidene-1-methylpiperidin-4-ones using piperidine as an efficient catalyst and ethanol as an environmentally benign solvent. The in vitro antitumor activity of these compounds was evaluated in human cervical carcinoma cell line (Hela), human liver hepatocellular carcinoma cell line (HepG2), and human breast carcinoma cell line (MDA-MB-231). (C) 2019 Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
引用
收藏
页码:1918 / 1924
页数:7
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