Synthesis and Biological Screening of New Cyano-Substituted Pyrrole Fused (Iso)Quinoline Derivatives

被引：26
作者：
Al-Matarneh, Maria Cristina [1 ,2 ]
Amarandi, Roxana-Maria [1 ,3 ]
Mangalagiu, Ionel I. [1 ]
Danac, Ramona [1 ]
机构：
[1] Alexandru Ioan Cuza Univ, Fac Chem, Dept Chem, 11 Carol I, Iasi 700506, Romania
[2] Romanian Acad, Petru Poni Inst Macromol Chem, 41A Grigore Ghica Voda Alley, Iasi 700487, Romania
[3] TRANSCEND Res Ctr, Reg Inst Oncol, 2-4 Gen Henri Mathias Berthelot St, Iasi 700483, Romania
来源：
MOLECULES | 2021年 / 26卷 / 07期
关键词：
3+2 cycloaddition; pyrrolo fused (iso)quinoline; anticancer; tubulin polymerization inhibitor; molecular docking;
D O I：
10.3390/molecules26072066
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Several new cyano-substituted derivatives with pyrrolo[1,2-a]quinoline and pyrrolo[2,1-a]isoquinoline scaffolds were synthesized by the [3 + 2] cycloaddition of (iso)quinolinium ylides to fumaronitrile. The cycloimmonium ylides reacted in situ as 1,3-dipoles with fumaronitrile to selectively form distinct final compounds, depending on the structure of the (iso)quinolinium salt. Eleven compounds were evaluated for their anticancer activity against a panel of 60 human cancer cell lines. The most potent compound 9a showed a broad spectrum of antiproliferative activity against cancer cell lines representing leukemia, melanoma and cancer of lung, colon, central nervous system, ovary, kidney, breast and prostate cancer. In vitro assays and molecular docking revealed tubulin interaction properties of compound 9a.
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页数：19
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