Synthesis, Characterization, Textile Dyeing Study and Antimicrobial Activity of 3-(1H-benzo[d]imidazol-2-yl)-2-chloroquinoline

Abstract

Background:Benzimidazoles are important heterocyclic compounds having significant attention in the pharmacological industry due to their various biological and dying properties.Objective:3-(1H-benzo[d]imidazol-2-yl)-2-chloroquinoline, a heterocyclic dye (1), was prepared using o-phenylenediamine and 2-chloroquinoline-3-carbaldehyde in the presence of ceric ammonium nitrate catalyst and hydrogen peroxide under reflux condition, which was subjected to mordant and disperse dyeing study and antimicrobial activity to develop antimicrobial textile garment products.Methods:Elemental analysis, NMR, FT-IR, Mass and UV-visible spectroscopic techniques were used to characterize dye (1). Polyester, wool and silk textile fabrics were selected for the evaluation of dyeing assessment of dispersed heterocyclic dye. The in vitro antimicrobial screening was done against Mycobacterium tuberculosis H37Rv, Streptococcus pyogenes, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, Candida albicans, Aspergillus niger and Aspergillus clavatus strains using standard drugs as reference.Results:The deep brown to green shades were observed for dye (1), particularly on polyester samples and showed excellent wash fastness and light fastness properties. Dye (1) was active against Staphylococcus aureus showing 100 µgmL-1 MIC with 16.5 mm ZOI better than the reference drug ampicillin. It was more active against Candida albicans with 12.5, µgmL-1 MIC with 33 mm ZOI in compared to nystatin reference drug during antifungal screening. In primary screening, the MIC value for antimycobacterial activity was <12.5 µgmL-1 .Conclusion:The characteristics values of spectroscopic data support the chemical structure of dye (1). It may become the potent applicant for the production of antimicrobial textile garment products like socks, stockings, caps, etc. due to its fastness, lightning and antimicrobial activity results.