Synthesis, DNA Binding Properties, Molecular Docking and ADME Studies of Schiff Base Compound Containing Pyridine‐Propargyl Group

Abstract

AbstractThe structure of the pyridine‐based Schiff base compound containing the propargyl group was characterized by NMR spectroscopy. Binding of compound 2 with double‐stranded fish sperm DNA (Fsds‐DNA) was investigated using viscosity measurement studies and UV/VIS and fluorescence spectral techniques. Binding of compound 2 with Fsds‐DNA results in minor hypochromism with no change in absorption maxima and fluorescence quenching with almost no shift in emission maxima, which can be attributed to the groove‐binding mode of the interaction. The binding constant was found to be 4.7×104 M−1. The Fsds‐DNA viscosity measurement, KI quenching and NaCl quenching studies and the competitive interaction between compound 2 and ethidium bromide with DNA confirm the proposed binding mode. In addition, interactions between compound 2 and the DNA double helix were analysed by molecular docking study in order to determine the binding mode and binding affinity. As a result of molecular docking, the binding affinity of the 2‐DNA complex, which has the most stable conformation −8.10 kcal/mol and it is located in its minor groove. In addition, molecular docking and ADME studies for compound 2 were also performed.