Vibrational (FT-IR and FT-Raman), electronic (UV–Vis), NMR (1H and 13C) spectra and molecular docking analyses of anticancer molecule 4-hydroxy-3-methoxycinnamaldehyde

Abstract

The structure of 4-Hydroxy-3-methoxycinnamaldehyde (4H3MC) has been analyzed by spectroscopic and theoretical investigations. The vibrational spectral analysis of title compound was characterized by FT-IR and FT-Raman in the mid IR region. The 1H and 13C NMR chemical shifts of title compound were recorded at 300 K in DMSO solution. The HOMO-LUMO energy was calculated for the molecule. The Global reactivity descriptors and molecular electrostatic surface potential (MESP) were obtained to get better insight on charge density distribution. Thermodynamic parameters such as heat capacity (C), entropy (S), enthalpy changes (H) also determined for the title compound at different temperatures. NPA and MPA charge distribution was investigated with the help of quantum chemical calculations. The optimized bond lengths, bond angles, vibrational wave numbers, chemical shift and electronic transitions showed the best agreement with the experimental results. The biological activites were carried out using PASS online data base prediction and hence, these molecules could be potential selective inhibitors of JAK2 that can be experimentally validated and their backbone structural scaffold could serve as building blocks in designing drug-like molecules for JAK2. Hence, the above docking study indicate that the binding affinity and hydrogen bond interactions of these molecule with respect to amino residues can be supportive evidence for the further studies in designing structure-based JAK2 kinase inhibitors may be of significant therapeutic importance.