Design, synthesis, characterization, and in vitro cytotoxic activity evaluation of 1,2‐disubstituted benzimidazole compounds

Abstract

A series of 2‐p‐tolyl‐1H‐benzo[d]imidazole derivatives were synthesized and characterized. For finding an effective anticancer drug, which could be used in future generations, the developed heterocyclic compounds were screened in the human epithelial breast adenocarcinoma cell line (MCF‐7) and human liver epithelial hepatocellular carcinoma cell line (HepG2) using the MTT assay method. Two positive control drugs were used for comparison with the compounds. The substituents on the 1‐ and 2‐positions of the benzimidazole core had an important effect on the antiproliferation of cancerous cells. According to the results obtained, a compound, namely, 1‐(4‐methylbenzyl)‐2‐p‐tolyl‐1H‐benzo[d]imidazole, which has electron donating groups (CH3) in the para position of a phenyl ring, showed higher cytotoxic activities compared to other compounds towards liver and breast cell lines. The compounds were found to have more cytotoxicity in HepG2 rather than MCF‐7.

Synthesis, Cytotoxic Activity, Docking and MD Simulation of N,N‐Disubstituted New Benzimidazolium Salts

“…According to the above-mentioned points and in continuation of our previous works on the synthesis and assessment of the anti-cancer activity of benzimidazole derivatives, [36][37][38][39][40][41][42] herein, we report the fabrication of novel 1,3-disubstituted benzimidazolium salts (3 a, 3 b and 3 c), along with the investigation of their anti-cancer activity. In order to gain a better insight into the binding characteristics of the synthesized compounds, molecular docking, and molecular dynamics (MD) simulation were exploited.…”

Recent Advances in the Anticancer Applications of Benzimidazole Derivatives

“…[133] In a recent study, a variety of 1,2-disubstituted-1Hbenzo[d]imidazole derivatives 119-123 were constructed and their in vitro anticancer potency was measured versus MCF-7 and HepG2 cancer cell lines employing MTT assay (Figure 25). [134] On the other hand, the substituents on the phenyl ring attached to N1 of benzimidazole markedly affected their antiproliferative ability. Based on the experimental results, compound 120 (with a methyl group on the phenyl ring) demonstrated more cytotoxicity versus cancerous cells.…”

Synthesis, Molecular Docking and Antiproliferative Activity Studies of a Thiazole‐Based Compound Linked to Hydrazone Moiety

“…In our constant effort to develop potent anticancer agents with low cytotoxicity. [20][21][22] The significance of these scaffolds the thiazole ring and the hydrazone moiety in development of potent anticancer agents has motivated us to synthesize a compound that consist of thiazole ring and hydrazone in one molecule and investigate its in vitro activity in two different cancer cell lines which are the HepG2 (liver hepatocellular carcinoma cell line) and DLD-1 (human colon cancer cell line). Scheme 1. shows the reaction procedure and conditions of how the compound was synthesized.…”