8-Aminoquinoline derived two Schiff base platforms: Synthesis, characterization, DFT insights, corrosion inhibitor, molecular docking, and pH-dependent antibacterial study

Abstract

The current research divulges the synthesis of two new Schiff base (SB) ( L NAPH / L O-VAN ) derived from 8-aminoquinoline (8-AMQ) in the presence of 2-hydroxy naphthaldehyde (NAPH) and ortho-vanillin (O-VAN) in CH 3 OH solvent. They are structurally characterized by spectroscopic methods (IR/Raman/UV–vis/DRS/NMR) and SEM-EDX. SB compounds have a biologically active avenue of azomethine/imine group (H–C=N) that can donate N e's to M n + ions, showing coordinating flexibility. The –OH and imine (H–C=N) groups are stable in air, light, and alkalis but undergo acidic environments hydrolysis, separating –NH 2 and carbonyl compounds. Moreover, buffer solutions with a pH range of 4–6 release aldehyde. Molecular electrostatic potential (MEP), Frontier molecular orbitals (FMO), Fukui function, and Non-linear optical (NLO) were conducted to elucidate SBs chemical potency, optoelectronic significance, and corrosion inhibitor. Accordingly, the calculated ΔE of FMO for L NAPH and L O-VAN is 3.82 and 4.08 eV, ensuring potent biological function. DFT supported the experimental and theoretical IR spectral correlation to enrich better structural insights. NLO-based polarizability (α) and hyperpolarizability (β) factors successfully explore the potential optoelectronic significance. Molecular docking experiments were simulated against DNA, anti-COVID-19, and E. coli . The potential microbiological activity was screened against the bacterial strains E. coli , Klebsiella, Bacillus, and Pseudomonas sp. based on zone of inhibition and MIC values. These experiments also explored the fact that L NAPH and L O-VAN discourage microbial cell biofilms and corrosion. We extensively covered the as-prepared compounds' pH-dependent bacterial effects.

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