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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
Author(s) -
Jadhav Chetan K.,
Nipate Amol S.,
Chate Asha V.,
Kamble Pratiksha M.,
Kadam Ganesh A.,
Dofe Vidya S.,
Khedkar Vijay M.,
Gill Charansingh H.
Publication year - 2021
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.202000468
Subject(s) - chemistry , imidazole , ionic liquid , yield (engineering) , combinatorial chemistry , solvent , cancer cell , in vitro , cancer cell lines , catalysis , cell culture , cancer , organic chemistry , biochemistry , biology , genetics , medicine , materials science , metallurgy
Abstract 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.