Synthesis, structural, spectral, antidiabetic, DNA interactions and molecular docking investigations of a piperidine derivative

Abstract

A new organic piperidine derivative named as 4‐methyl‐1‐({2,3,5,6‐tetramethyl‐4‐[(4‐methylpiperidinyl)methyl]phenyl}methyl)piperidine (D24MP) was synthesized and characterized by single crystal X-ray diffraction (SCXRD) and diverse spectroscopic (1H &13C NMR and FT-IR) techniques. The monoclinic structure of D24MP crystallises with the space group P-1. Density Function theory (DFT) using the B3LYP/6–31++G(d,p) level basis set was used to get the optimised geometry and non-linear optical properties. MEP surface analysis was used to investigate the crystal's nucleophilic and electrophilic reactive sites. The molecular shape and intermolecular interactions in the crystal structure were determined using Hirshfeld surface analysis and fingerprint plots. The physicochemical, pharmacokinetic and toxicological properties of D24MP have been evaluated by using drug-likeness and insilico ADMET studies. The molecule's first hyperpolarizability (β) estimation is 3.65 times higher than urea. Antidiabetic, antioxidant and DNA binding ability of D24MP were investigated by experimental and theoretical techniques. The obtained results suggest that D24MP possesses better antidiabetic, antioxidant and DNA binding abilities. Gel-electrophoretic method results suggest that D24MP has better cleaving capability against CT-DNA at higher concentrations (100 µg).