Synthesis of novel indole-oxindole clubbed 1,2,3-triazole hybrids: antimicrobial evaluation and molecular docking study

A new series of indole-oxindole clubbed 1,2,3-triazole hybrids 5(a-o) was thoughtfully designed and synthesized via Cu-catalysed azide-alkyne cycloaddition (CuAAC) click reaction while taking into account the varied medicinal activities of indole, oxindole, and 1,2,3-triazole derivatives. By employing the broth micro dilution method, the antimicrobial potential of each synthesized hybrid molecule was examined against three gram-negative (Escherichia coli, Pseudomonas aeruginosa, and Klebsiella pneumonia), three gram-positive (Bacillus subtilis, Staphylococcus aureus, and Streptococcus pyogenes), and two fungal strains (Candida albicans and Aspergillus niger). Compound 5e was shown to be the best antibacterial agent with a minimum inhibitory concentration (MIC) of 25 mu g/mL against Escherichia coli among all the synthetics. Molecular docking study also streamlined the plausible interactions of compound 5e with the active site of DNA gyrase. The SwissADME webserver analysis revealed that the majority of synthetic compounds adhere to the principles of drug-likeness.

Automated summary

A series of indole-oxindole clubbed 1,2,3-triazole hybrids were designed and synthesized via Cu-catalysed azide-alkyne cycloaddition click reaction, taking into account the varied medicinal activities of indole, oxindole, and 1,2,3-triazole derivatives. The antimicrobial potential of each synthesized hybrid molecule was examined, and compound 5e showed the best antibacterial activity, particularly against Escherichia coli. Molecular docking study revealed the possible interactions of compound 5e with the active site of DNA gyrase, and SwissADME webserver analysis confirmed drug-likeness of the majority of synthetic compounds.