Synthesis Anticonvulsant and Cytotoxic Evaluation of Benzimidazole-Quinoline Hybrids Schiff Base Analogs

Abstract

Both, benzimidazole and quinoline pharmacophores have shown various activities against cancer, tuberculosis, malaria, fungal, viral, and bacterial infections. These moieties are considered highly potent nuclei in medicinal chemistry. Thus, this research work aims to produce a synergistic effect involving both nuclei in a single structure. A Series of literature work resulted in the synthesis of novel derivatives of 2‐(1H‐1,3‐benzothiazole‐2‐yl)‐N'‐substituted quinoline‐4‐carbohydrazide 5a–q using a multiple-step reaction. Characterization of all compounds was successfully done using IR and ¹HNMR, ¹³CNMR as well as elemental analysis. Furthermore, screening of all synthesized compounds has been shown a positive response as an anticonvulsant and antidepressant activity in mice. Compounds 5b, 5h, 5l, and 5n have shown potentially active on pentylenetetrazole-induced seizures in mice. The synthesized compounds were also screened on a panel of 60 cell lines by the National Cancer Institute according to standard screening protocol. Ten compounds were selected and evaluated via a single high dose (10⁻⁵ M). In a one-dose assay, compounds 5j and 5o showed the highest activity on leukemia (CCRF-CEM) and renal cancer (A498) with growth inhibition (GI) of 70.91 and 61.15%.

Graphical Abstract

Keywords:

• Cytotoxic
• anticonvulsant
• benzimidazole-quinoline hybrid

Acknowledgments

The authors of the study express their gratitude to the Managing Director of the Noida Institute of Engineering and Technology (Pharmacy Institute) in Greater Noida for providing the necessary research facilities. This support has enabled the authors to carry out their work and reach the conclusions reported in the study.

Disclosure statement

No potential conflict of interest was reported by the author(s).