Synthesis, anticancer activity and docking studies of N-phenyl-2-(2-((4-phenyl piperazin-1-yl) methyl)-1H-benzo [d] imidazol-1-yl) acetamides

A series of novel N-phenyl-2-(2-((4-phenyl piperazin-1-yl) methyl)-1H-benzo [d] imidazol-1-yl) acetamides (7a-o) have been synthesized in multiple steps with suitable reaction procedures and well characterized by various analytical techniques. All the synthesized compounds were evaluated for their i...

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Bibliographic Details
Published in:	Journal of molecular structure 2018-08, Vol.1166, p.362-368
Main Authors:	Boddu, Lingaiah, Pagudala, Ashok Kumar, Gandamalla, Durgaiah, Balabadra, Saikrishna, Manga, Vijjulatha, Reddy Yellu, Narsimha, Subhashini, N.J.P.
Format:	Article
Language:	eng
Subjects:	Acid-amide coupling Anticancer activity Docking o-phenylene diamine Phenyl piperazines
Online Access:	Get full text
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Summary:	A series of novel N-phenyl-2-(2-((4-phenyl piperazin-1-yl) methyl)-1H-benzo [d] imidazol-1-yl) acetamides (7a-o) have been synthesized in multiple steps with suitable reaction procedures and well characterized by various analytical techniques. All the synthesized compounds were evaluated for their in vitro anticancer activity against three human cancer cell lines includes human cervical carcinoma (HeLa), human breast carcinoma (MCF-7) and human embryonic kidney (HEK 293) cell lines at various concentrations. The results were shown in terms of percentage cell viability reduction and IC50values were compared against standard anti cancer drug doxorubicin. Among all the synthesized compounds, compound 7k has shown highest activity against HeLa and MCF-7. The compounds 7b, 7l, 7m, 7n and 7o also showed significant activity over HeLa and MCF-7. Furthermore, the structure and anticancer activity relationship was supported by molecular docking study of the active compounds against quinone reductase-2 (PDB ID 4ZVM) protein. [Display omitted] •Novel imidazole acetamides were synthesized.•The synthesized compounds were screened for anticancer activity against 3 cell lines. Viz, HeLa, MCF-7 and HEK 293.•The compound 7k had shown excellent activity against HeLa and MCF-7.•Molecular docking studies were performed using Schrodinger software. (quinone reductase-2 (PDB ID 4ZVM) protein.
ISSN:	0022-2860 1872-8014