Synthesis of New <em style="mso-bidi-font-style: normal;">Bis-۱,۲,۳-triazoles Derivatives by the Azide-Alkyne Cycloaddition and their Antibacterial Evaluation

A new series of bis-۱,۲,۳-triazole ۵a-f compounds was synthesized via cycloaddition of various bisalkynes ۴a-c with ۱-azido-۴-nitrobenzene ۲a and ۱-azido-۴-methylbenzene ۲b. 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-۱,۲,۳-triazoles were characterized by FT-IR, ۱H-NMR, and ۱۳C-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 ۱۵ mm against S. aureus, while a stronger effect on A. baumannii showed inhibition zones of up to ۲۰ mm.

کلیدواژه ها:

Bisalkynes ، Azides ، Azide&ndash ، alkyne cycloaddition ، CuAAC reaction ، ">Bis-۱ ، ۲ ، ۳-triazoles ، Antibacterial Activity