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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 Publisher



Zarei S1 ; Komeili G2 ; Bahadorikhalili S3 ; Yahyameymandi A4 ; Karamizarandi M1 ; Larijani B5 ; Biglar M2 ; Sadat Ebrahimi SE2 ; Mahdavi M5
Authors
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Authors Affiliations
  1. 1. Metabolic Diseases Research Center, Zanjan University of Medical Sciences, Zanjan, Iran
  2. 2. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  3. 3. School of Chemistry, College of Science, University of Tehran, Tehran, Iran
  4. 4. Department of Chemistry, Faculty of Science, University of Birjand, Birjand, Iran
  5. 5. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: Journal of Heterocyclic Chemistry Published:2020


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. © 2020 Wiley Periodicals LLC.