A clean synthesis of 2,5-dihydro-1H-pyrrole-2-carboxylates under catalyst-free and solvent-free conditions: cytotoxicity and molecular docking studies

被引：6
|
作者：
Niknam, Khodabakhsh [1 ]
Bavadi, Masoumeh [1 ]
Mojikhalifeh, Sanaz [1 ]
Shahraki, Omolbanin [2 ]
机构：
[1] Persian Gulf Univ, Dept Chem, Fac Sci, Bushehr 75169, Iran
[2] Zahedan Univ Med Sci, Dept Med Chem, Fac Pharm, Zahedan, Iran
来源：
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY | 2018年 / 15卷 / 07期
关键词：
Clean synthesis; 2,5-Dihydro-1H-pyrrole-2-carboxylates; Ethyl pyruvate; Catalyst-free; Two-component reactions; Cytotoxicity; Molecular docking; IN-VITRO; INHIBITORS; DERIVATIVES; DESIGN; IX; SULFONAMIDES;
D O I：
10.1007/s13738-018-1359-2
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A concise, clean synthetic approach to access of 2,5-dihydro-1H-pyrrole-2-carboxylates by two-component condensation reaction of ethyl pyruvate and aniline derivatives under catalyst-free and solvent-free conditions is described. The advantages of this method are practical simplicity, catalyst-free and solvent-free conditions, high atom economy, short reaction times, and good yields of the products. The anticancer potential of synthesized compounds was evaluated against MCF7, MOLT-4 and HL-60 cells by using MTT assay. Among the tested synthesized 2,5-dihydro-1H-pyrrole-2-carboxylates (3a-h, 4a-d), compound 4d having sulfonamide moiety exhibited good cytotoxic activity against all tested cell lines and molecular docking studies also demonstrated that the results of the docking study are in reasonable agreement with cytotoxicity activities. [GRAPHICS] .
引用
收藏
页码：1613 / 1623
页数：11
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