Synthesis, Antibacterial, Anti HepG2 Activity of Benzimidazole-5-(Aryldiazenyl)Thiazoles
The paper describes the synthesis and biological evaluation of some new benzimidazole
derivatives as potent clinical drugs that are useful in the treatment of some microbial infections
and tumor inhibition. The starting compound 2-(bromomethyl)-1H-benzimidazole (1) was
prepared, and hence underwent interesting functionalization reactions to afford several series
of benzimidazole-5-(aryldiazenyl)thiazole derivatives: 3a–c, 7a–c, and 8a–c. The antibacterial
activities of the synthesized compounds were evaluated by calculation of the inhibition zone
diameter (mm) and the determination of minimum inhibitory concentration (g/mL) against selected
pathogenic bacteria Staphylococcus aureus (Gram-positive bacteria) and Escherichia coli (Gram-negative
bacteria).Noticeable efficiency was found based on in vitro screening for their antioxidant activity and
cytotoxicity effect against the human liver cancer cell line (HepG2) and human hepatocyte carcinoma
cells at relatively high concentrations.
Synthesis, Antibacterial, and Anti HepG2 Cell Line
Human Hepatocyte Carcinoma Activity of Some New
In the development of this work, the newly synthesized series of benzimidazole derivatives 3a–c,
7a–c, and 8a–c derived from 2-(bromomethyl)-1H-benzimidazole were prepared in satisfactory yields
and fully characterized. They exhibited in vitro variable antimicrobial activities when subjected to
the bacterial strains Staphylococcus aureus (Gram-positive bacteria) and Escherichia coli (Gram-negative
bacteria) compared with Kanamycin and Ampicillin as standard drugs, respectively. Their inhibition
effect against DPPH (the lowest EC50 values) compared to Trolox (EC50 = 55.13) was shown as well.
They were screened for their antitumor activities against human liver cancer cell line (HepG2) to
evaluate the cytotoxic effects of gradient concentrations (100–500 g/mL) in terms of cell viability
percentage and EC50 values. The tested compounds exhibited noticeable efficiency against the tumor
cell line under investigation at the higher concentration. The benzimidazole derivatives (3a, c) and
(8b) showed higher activity than the other selected compounds that were tested. Presence of electron
withdrawing groups increased the antitumor activities as discussed.
- Mohamed E. Khalifa,* , Adil A. Gobouri, Fahad M. Kabli, Tarik A. Altalhi, Abdulraheem S. A. Almalki and Mahmoud A. Mohamed; Synthesis, Antibacterial, and Anti HepG2 Cell Line Human Hepatocyte Carcinoma Activity of Some New Potentially Benzimidazole-5-(Aryldiazenyl)Thiazole Derivatives. Molecules 2018, 23, 3285, https://doi.org/10.3390/molecules23123285.