Design, microwave synthesis, characterization and antimicrobial activity of imidazolone derivatives

• Published in: Journal of molecular structure 2025-02, Vol.1322, p.140701, Article 140701
• Main Authors: Banoon, Zainab Rabeea, Mahmood, Rasha Shaker, Hamad, Amenah Radhi, Hussein, Zahraa Abed
• Format: Article
• Language: English
• Subjects: Antimicrobial activity; Docking study; Imidazolones; Microwave radiation; Synthesis
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2024.140701

•New imidazole derivatives were synthesized.•New products were characterized via their 1H, 13C NMR and mass analyses.•Molecular docking studies on these highly potent substances verified binding to the enzyme via ring-stacking and hydrogen bond interactions, which was compatible with in vitro results.•Some of the synthesized derivatives showed antimicrobial activity.•Strong antimicrobial activities with MIC observed from compounds 5c-f. Overuse and misuse of antibiotics create superbugs as drug-resistant bacteria. The vital strategy is developing new antibiotics, and one of the vital compounds that proved activity as antimicrobials is imidazoles. So, we designed and synthesized a series of imidazolones via microwave radiation in excellent yield and evaluated them as antimicrobial agents with docking studies to promote and boost their activity. The results obtained from spectroscopic analyses approved the chemical structures of new compounds. The biological antimicrobial activity results was found that these compounds exert an excellent broad spectrum antimicrobial activity against many Gram-positive and Gram-negative bacteria, as well as different fungal strain including some highly human pathogenic microorganisms. Compounds 5a-5c are active against Gram-positive bacteria and compounds 5d-5f against Gram-negative bacteria, together with Candida albicans as fungi. Molecular Docking study on the active compounds 5e, 5f showed ring-stacking interactions between them as ligands and related proteins, which are compatible with other results. Gaussian 09 program is used as computational chemistry software to confirm the obtained experimental results. [Display omitted]