Design,synthesis and antibacterial activity evaluation of novel 2-(4-((1-aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)2-(2-oxoazetidin-1-yl)acetamide derivatives |
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Authors: | Samaneh Zarei Golzar Komeili Saeed Bahadorikhalili Azadeh Yahya-Meymandi Morteza Karami-Zarandi Bagher Larijani Mahmood Biglar Seyed Esmaeil Sadat Ebrahimi Mohammad Mahdavi |
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Institution: | 1. Metabolic Diseases Research Center, Zanjan University of Medical Sciences, Zanjan, Iran;2. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran;3. School of Chemistry, College of Science, University of Tehran, Tehran, Iran;4. Department of Chemistry, Faculty of Science, University of Birjand, Birjand, Iran;5. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran |
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Abstract: | In this paper, a novel series of 2-(4-((1-aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)2-(2-oxoazetidin-1-yl)acetamide derivatives are synthesized in two steps. The first step involved Ugi multicomponent reaction of β-alanine, o-(propargyl)benzaldehyde and isocyanide derivatives. The product of this step, underwent a click 1,3-dipolar cycloaddition reaction with benzyl azide derivatives. The 2-(4-((1-aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)2-(2-oxoazetidin-1-yl)acetamide product was characterized and their antibacterial activities were evaluated against various G-positive (Staphylococcus aureus and Bacillus subtilis) and G-negative (Pseudomonas aeruginosa and Escherichia coli) bacteria, using minimal inhibition concentration. The compounds showed very good antimicrobial activity and a number of products have been more active than ciprofloxacin. |
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