New Bioactive Dipiperazine Derivatives; Synthesis, Molecular Docking and Urease Inhibition Study

• Published in: ChemistrySelect (Weinheim) 2023-05, Vol.8 (17), p.n/a
• Main Authors: Saeedian Moghadam, Ebrahim, Mohammed Al‐Sadi, Abdullah, Talebi, Meysam, Amanlou, Massoud, Amini, Mohsen, Abdel‐Jalil, Raid
• Format: Article
• Language: English
• Subjects: Benzimidazole; Drug design; Heterocycles; Synthesis; Urease inhibitor
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202300124

The successful colonization and survival of highly pathogenic bacteria are powerfully aided by an enzyme known as urease. As a result, it has been demonstrated that inhibiting urease enzymes is a promising method for preventing ureolytic bacterial infections. Consequently, the development and synthesis of safe and effective urease inhibitors has emerged as an intriguing field of study for medical chemists. In this paper, synthesis and bioactivity of thirteen novel benzimidazole derivatives are reported as strong urease inhibitors. The structure of target compounds was determined through a variety of spectroscopic methods (HRMS, 1H NMR, IR). Intriguingly, the inhibitory activity of all was higher (IC50: 9.49 to 23.50 μM) than hydroxyurea, which represent the standard (IC50: 100 μM). In conclusion, current compounds that have been reported are potent enough to continue bioassays to discover a new drug candidate. In this research work, a series of thirteen novel dipiperazine benzimidazole based derivatives 7 a–b were synthesized in seven steps with good yields. The structure of all 7 a–b were elucidated using spectroscopic methods (1H NMR, HRMS, and IR). Bioactivity of target compounds 7 a–b was checked as urease inhibitor and all tested compounds exhibited high urease inhibitory effect (IC50: 9.49 to 23.50 μM).