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Room temperature ionic liquid promoted improved and rapid synthesis of highly functionalized imidazole and evaluation of their inhibitory activity against human cancer cells
Journal of the Chinese Chemical Society ( IF 1.8 ) Pub Date : 2021-01-13 , DOI: 10.1002/jccs.202000468
Chetan K. Jadhav 1 , Amol S. Nipate 1 , Asha V. Chate 1 , Pratiksha M. Kamble 1 , Ganesh A. Kadam 1 , Vidya S. Dofe 2 , Vijay M. Khedkar 3 , Charansingh H. Gill 1
Affiliation  

In this study, we report the use of a 1,8-diazabicyclo [5.4.0]-undec-7-en-8-ium imidazolate ionic liquid as a catalyst as well as a green solvent for the expeditious multicomponent transformation of tetra- and trisubstituted imidazole scaffolds via four- and pseudo-four-component reactions with short reaction time, excellent yield, and purity of products. The ionic liquid is cheap, biodegradable, and can be recovered and reused for more than five consecutive cycles. The advantage of this protocol for gram-scale synthesis adds to its practical applicability. Selected synthesized tetra- and trisubstituted imidazole scaffolds were screened for their in vitro antiproliferative properties against the human cancer cell lines EC-109, MCF-7, HGC-27, and PC-3. Compounds 4m, 5e, and 5v showed potent cytotoxic activity against the human breast cancer cell line PC-3, MCF-7, and HGC-27, respectively.

中文翻译:

室温离子液体促进高功能化咪唑的改进和快速合成及其对人类癌细胞的抑制活性评价

在这项研究中,我们报告了使用 1,8-二氮杂双环 [5.4.0]-undec-7-en-8-ium 咪唑盐离子液体作为催化剂以及用于快速多组分转化四-和三取代咪唑支架通过四组分和伪四组分反应制备,反应时间短,产率高,产物纯度高。离子液体价格便宜,可生物降解,并且可以回收和重复使用超过五个连续循环。该协议在克级合成方面的优势增加了其实际适用性。筛选了选定的合成四和三取代咪唑支架对人癌细胞系 EC-109、MCF-7、HGC-27 和 PC-3 的体外抗增殖特性。化合物4m5e5v 分别对人乳腺癌细胞系 PC-3、MCF-7 和 HGC-27 显示出有效的细胞毒活性。
更新日期:2021-01-13
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