Synthesis, spectra, electronic structure, molecular docking and cytotoxicity investigation on 2-(piperidin-1-ylmethyl)-isoindoline-1,3-dione – A Mannich base system
| Autor: | Mani Jeeva, N. Sundaraganesan, B. Karthikeyan, Palaniappan Subramani, Krishnan Sarojini Devi, Susairaj Jone Pradeepa |
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| Rok vydání: | 2021 |
| Předmět: |
010405 organic chemistry
Organic Chemistry Mannich base Electronic structure Carbon-13 NMR 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry chemistry.chemical_compound symbols.namesake Molecular geometry chemistry Covalent bond symbols Physical chemistry Molecule van der Waals force Spectroscopy Natural bond orbital |
| Zdroj: | Journal of Molecular Structure. 1224:129151 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2020.129151 |
| Popis: | A Mannich base molecule of 2-(piperidin-1-ylmethyl)isoindoline-1,3-dione (PPF) has been synthesized using Mannich base condensation reaction. The molecular geometry of PPF molecule was optimized by B3LYP/6-311G(d,p) basis set. The vibrational frequencies have been assigned with the aid of normal coordinate analysis. Total energy distributions (TED) were used to explain each vibrational wavenumber assignments of a molecule. The 1H and 13C NMR spectroscopic analyses were predicted by using gauge independent atomic orbital (GIAO) method. The thermal stability was determined by applying the thermo gravimetric/differential scanning calorimetry (TG/DSC) studies. The HOMO-LUMO energies, population density of states (PDOS), overlap population density of states (OPDOS), reduced density gradient (RDG), Mulliken atomic charges and molecular electrostatic potential (MEP) surface were plotted to investigate the van der Waals, attraction, repulsion, non-covalent and covalent interactions of the compound. The natural bond orbital (NBO) charge analysis was used in explaining the intermolecular charge transfer and resonance stabilization energy of molecule. Besides, the molecular docking studies have been performed. The cytotoxic activity of the PPF molecule has been resolved. |
| Databáze: | OpenAIRE |
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