Spectral, computational, molecular properties, biological and docking aspect of 3-allyl-2,6-diarylpiperidin-4-one oximes

Abstract

A series of novel 3-allyl-2,6-diarylpiperidin-4-one oximes (1–5) have been synthesized and characterized by IR, GC–MS, 1H, 13C NMR, DEPT, 1H1H– COSY, 1H13C– COSY and HMBC spectroscopy. The observed chemical shifts, coupling constant values suggest that all the synthesised compounds 1–5 were adopt normal chair conformation with equatorial orientation of all substitutents. The stable conformation of compound 1 was discussed by theoretically. The computational calculations were predicted by geometry optimization structure, selected geometrical parameters and molecular properties such as NBO, AIM, HOMO-LUMO, MEP surface, dipole moment and atomic Mulliken charges were derived from Gaussian-09 package. The non-linear optical properties were investigated using polarizability and first-order hyperpolarizability for all the synthesized compounds 1–5. The 1H and 13C NMR spectral data were additionally computational compared with the experimental values. The molecular docking studies of hydrogen bonding and co-crystalline interactions were carried out for the molecule. The microbial activity of antibacterial and antifungal activity were derived by disc diffusion method.