Synthesis, characterization and biological evaluation of novel azo fused 2,3-dihydro-1 H -perimidine derivatives: In vitro antibacterial, antibiofilm, anti-quorum sensing, DFT, in silico ADME and Molecular docking studies

A catalyst-free efficient approach for the synthesis of a novel series of azo fused 2,3-dihydro-1 H -perimidine scaffolds is described via one-pot cyclocondensation reactions of multifarious aryl azo-salicylaldehydes with 1,8-diaminonaphthalene under greener conditions. All the synthesized compounds were screened for their antibacterial activity towards six human pathogenic bacterial species among which, 3h and 3i exhibited a significant efficacy against Pseudomonas aeruginosa with MIC values of 1.56 and 3.13 μg/mL. These two compounds were evaluated for their inhibition ability over biofilm formation, swimming and swarming motility activity. The same compounds were examined for anti-quorum sensing activity against Chromobacterium violaceum, where, both the compounds showed remarkable activity. Quantum chemical calculations and in silico molecular docking studies were also performed and found to support the results. Computational ADME prediction reveals that, synthesized compounds having good pharmacokinetic profile.