CuAAC-Mediated Synthesis and Antimicrobial Study of N-Acyl-Ampyrone-Linked 1,2,3-Triazoles

Abstract

The high rate of sickness in humans is significantly impactedby the in effectiveness of treatments brought on by microbes that are resistantto several drugs. Consequently, the addition of novel antimicrobial drugs tothe arsenal of therapeutic options has the potential to be advantageous andmight be utilised as an important goal. To achieve this goal 1,2,3-triazolemotifs emerged as the most extensively examined moieties. In this context, wehave synthesized N-acyl-ampyrone-linked-1,2,3-triazoles utilizing the CuAAC“click” reaction. Synthesized triazoles were satisfactorily characterizedby FT-IR, ₁H and ₁₃C NMR, HR-MS, and single-crystal X-ray diffraction (compound 5n) data. The In vitro antimicrobial study was conducted againstfour different bacterial strains and two fungus strains. It was found thatcompound 5d exhibited a significant level of efficacy against all bacterialstrains. Furthermore, Compounds 5c, 5e, and 5g exhibited remarkable antifungal activity against Candida albicans, with minimum inhibitory concentrations (MIC) of0.0069, 0.0070, and 0.0070 µM, respectively compared to fluconazole (MIC: 0.0408 µM). In silico molecular docking investigations provided additionalsupport for the preliminary findings regarding antimicrobial results.