Synthesis of New Bis-1,2,3-triazoles Derivatives by the Azide-Alkyne Cycloaddition and their Antibacterial Evaluation
نویسندگان
1 Department of Chemistry, University of Zawia, PB BOX 00128237626882, Zawia, Libya
2 Department of Chemistry, Faculty of Science, Benghazi University, P.O. Box 1308, Benghazi, Libya
3 Department of Chemistry, University of Zawia, PB BOX 00128237626882, Zawia, Libya
4 Department of Chemistry, University of Zawia, PB BOX 00128237626882, Zawia, Libya
5 Department of Chemistry, Libyan Medical Research Center, Zawia, Libya
6 Higher Institute of Medical Science and Technology Bani Walid, Libya
doi
10.48309/jmcs.2026.550707.2881چکیده
A new series of bis-1,2,3-triazole 5a-f compounds was synthesized via cycloaddition of various bisalkynes 4a-c with 1-azido-4-nitrobenzene 2a and 1-azido-4-methylbenzene 2b. The click reaction the cycloaddition between bisalkynes and the azides carried out in water-tetrahydrofuran (THF) with mixture containing copper sulfate Cu (I) as the catalyst and sodium ascorbate as the base. The synthesized bis-1,2,3-triazoles were characterized by FT-IR, 1H-NMR, and 13C-NMR techniques. All newly synthesized compounds were evaluated for antibacterial activity against three bacterial strains: Gram-positive bacteria Staphylococcus aureus (S. aureus) and Gram-negative bacterias Escherichia coli (E. coli) and Acinetobacter baumannii (A. baumannii). The disc diffusion method was used. The results showed that they had significant antibacterial efficacy, with the most notable activity was observed against A. baumannii. Given the growing threat of antibiotic resistance, particularly from multidrug-resistant strains like A. baumannii, there is an urgent need to develop novel chemotypes with innovative mechanisms of action. This type of bacteria (A. baumannii) was chosen because it has become an opportunistic pathogen in humans, affecting people with compromised immune systems, and is becoming increasingly important as a hospital derived (nosocomial) infection. These findings align with prior research, but also highlight some distinctions that merit further exploration. Compared to the effect of the compounds on the three types of bacteria, and it was noted that the least effect was on E. coli, with 15 mm against S. aureus, while a stronger effect on A. baumannii showed inhibition zones of up to 20 mm.
