Synthesis, molecular structure, quantum chemical analysis, spectroscopic and molecular docking studies of N-(Morpholinomethyl) succinimide using DFT method

Autor: K. Sarojinidevi, Maria SusaiBoobalan, Palaniappan Subramani, G. VenkatesaPrabhu, Mani Jeeva, N. Sundaraganesan
Rok vydání: 2019
Předmět:
Zdroj: Journal of Molecular Structure. 1175:609-623
ISSN: 0022-2860
DOI: 10.1016/j.molstruc.2018.07.101
Popis: N-(Morpholinomethyl) succinimide (SMF) bearing the empirical formula C9H14N2O3, has been synthesized by using the mannich condensation reaction. On considering its extensive pharmaceutical usage and medicinal value, we investigated its chemical structure and composition by employing various spectral techniques like 1H, 13C NMR, UV-Visible spectroscopy, FT-IR, FT-Raman and TG/DSC techniques. Density Functional Theory (DFT) computation was adopted to study the electronic structure of the SMF molecule. Incorporating the VEDA 4 package, Total Energy Distribution (TED) was computed for vibrational assignment. In order to find out the strength and stability of the molecules an analysis based on the Natural Bond Orbital (NBO) was carried out. Gauge-Independent Atomic orbital (GIAO) was employed to confirm whether the 1H and 13C NMR spectrum could show the chemical shift values. Frontier molecular orbitals in order to investigate the forbidden energy gap, viz., HOMO-LUMO were calculated and the λmax values were observed. Frontier molecular orbitals were mainly identified which contributed the atomic orbitals. Based on the chemical activity, mapping of the figure was carried out on molecular electrostatic potential. The nature of molecular interaction was ascertained for molecular docking studies in which the biological protein system was reported. Based on the results, a suitable mechanism, its protein binding mode and drug action were presented. Molecular docking results suggested that the SMF molecule might exhibit inhibitory activity against the lung cancer protein.
Databáze: OpenAIRE
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