Design, one-pot novel synthesis of substituted acridine derivatives: DFT, structural characterisation, ADME and anticancer DNA polymerase epsilon molecular docking studies

A novel type of reaction synthesis of an acridine derivative alkaloid of 9-chloro-1-methylacridine-4-carboxylic acid (CMAC) and structurally characterised. FT-IR, 1 H NMR, 13 C NMR, and GC-mass spectrometry were used. Density functional theory calculations were performed to understand the electronic...

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Bibliographic Details
Published in:Molecular physics 2024-12, Vol.122 (23)
Main Authors: Jayavel, Prakash, Rajamanickam, Ramachandran, Amaladoss, Nepolraj, Ramasamy, Venkateswaramoorthi, Shupeniuk, Vasyl I.
Format: Article
Language:English
Subjects:
ADME analysis
Bioavailability
Carboxylic acids
Decomposition reactions
Density functional theory
DFT
DNA polymerase
Energy distribution
Mass spectrometry
Material properties
Molecular docking
Molecular orbitals
Molecular structure
NMR
Nuclear magnetic resonance
Potential energy
Reaction synthesis
Receptors
Structural analysis
Substitution reactions
Wavelengths
Wittig
Wurtz-Fittig
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Summary:A novel type of reaction synthesis of an acridine derivative alkaloid of 9-chloro-1-methylacridine-4-carboxylic acid (CMAC) and structurally characterised. FT-IR, 1 H NMR, 13 C NMR, and GC-mass spectrometry were used. Density functional theory calculations were performed to understand the electronic properties of the molecular structures, including the frontier molecular orbital (FMO), molecular electrostatic potentials (MEP), NLO material properties, RDG studies, and global chemical reactivity descriptors. Furthermore, Theoretical IR, a vibrational wavenumber was obtained for the title compound by simulation and compared with the experimental wavenumbers. Vibrational energy distribution analysis (VEDA) software was used for potential energy decomposition (PED) analysis. Finally, the bioavailability of the title compound was examined by (ADME/Tox) absorption, distribution, metabolism, and excretion properties. DNA polymerase epsilon, which carries a P301R substitution (PDB ID: 6g0a), was used as the receptor for employing an in silico molecular docking process. The docking study revealed the significant interactions between the receptor active sites and the CMAC ligand.
ISSN:0026-8976
1362-3028
DOI:10.1080/00268976.2024.2332493