Efficient synthesis, antimicrobial and molecular modelling studies of 3-sulfenylated oxindole linked 1,2,3-triazole hybrids

摘要

A novel series of 3-sulfenylated oxindole linked 1,2,3-triazole hybrids from 3-sulfenylated oxindoles bearing a terminal alkyne was efficiently synthesized. After establishing the structure of all the synthesized derivatives through various spectral techniques, the antimicrobial properties were evaluated against various bacterial and fungal strains. Compound 4j was found to exhibit remarkable efficacy against Bacillus subtilis, Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli with MIC values of 0.0212, 0.0106, 0.0106, and 0.0106 mu mol/mL, respectively. Whereas, hybrids 4e and 4j exhibited significant potency against Candida albicans with MIC values of 0.0131 and 0.0212 mu mol/mL, respectively, as compared to reference drug fluconazole (MIC: 0.0408 mu mol/mL). Further, molecular docking of promising compounds 2a, 2b, 4d, and 4j with 1KZN and 2a, 2b, 4e, and 4j with 5TZ1 was performed using iGEMDOCK 2.1. Compound 4j showed the best binding affinity with both receptors 1KZN and 5TZ1 (- 116.273 and - 129.335 kcal/mol).