Spectroscopic characterization of 8-hydroxy-5-nitroquinoline and 5-chloro-8-hydroxy quinoline and investigation of its reactive properties by DFT calculations and molecular dynamics simulations

Abstract

Combined spectroscopic and computational study of two 8-hydroxyquinoline derivatives, 8-hydroxy-5-nitroquinoline (8H5NQ) and 5-chloro-8-hydroxyquinoline (5CL8HQ) has been performed in order to perform detailed characterization and evaluation of their reactive properties. Spectroscopic characterization of 8-hydroxyquinoline derivatives has been performed by means of IR and FT-Raman techniques, while computational study has been performed by set of DFT calculations and MD simulations in order to address global and local reactive properties. Spectroscopic properties have also been obtained with DFT calculations as well, and the obtained results have been mutually compared. The calculated values of dipole moment, polarizability, first and second order hyperpolarizability values indicate that the title compounds exhibit NLO behaviour and hence may be considered for further development of NLO materials. NBO analysis is made to study the stability of the molecular systems arising from hyper conjugative interactions and charge delocalization. The docked ligands form stable complexes with dehydrogenase inhibitor which gives binding affinity value of −6.2 kcal/mol for 5CL8HQ and-5.8 kcal/mol for 8H5NQ and the docking results suggest that the compounds might exhibit inhibitory activity against ACP reductase.