Spectroscopic, DFT, In Silico, and Estimation of Biological Activity of 2,4‐Dichloro‐6,7‐Dimethoxyquinazoline as a Potential Anti‐Alzheimer's Disease Therapeutic Agent

International Journal of Quantum Chemistry, Год журнала: 2024, Номер 125(1)

Опубликована: Дек. 30, 2024

ABSTRACT Alzheimer's disease (AD) is a chronic neurodegenerative disorder characterized by progressive cognitive and behavioral decline. In this study, 2,4‐dichloro‐6,7‐dimethoxyquinazoline (DCDQ) was extensively analyzed using combination of spectroscopic computational approaches. Geometric parameters vibrational modes were computed DFT/B3LYP/6‐311++G(d,p), experimental FT‐IR, FT‐Raman, UV–vis spectrum confirmed the compound's structural properties. Time‐dependent DFT (TD‐DFT) calculations provided insights into electronic structure, including HOMO‐LUMO energies global reactivity descriptors. Molecular electrostatic potential (MEP) analysis Mulliken population studies identified reactive sites bonding characteristics, while NBO revealed significant hyperconjugative interactions contributing to stability. Advanced topological analyses (ELF, LOL, NCI, RDG) QTAIM performed Multiwfn software explore electron density distribution. Biological relevance established through molecular docking studies, which highlighted strong binding affinity DCDQ with 4EY7 protein (binding energy: −8.2 kcal/mol), suggesting its as potent acetylcholinesterase (AChE) inhibitor. dynamics simulations further validated stability protein‐ligand interaction. ADMET predictions also supported favorable pharmacokinetic safety profiles DCDQ. These findings collectively demonstrate promising lead compound for treatment disease, offering solid foundation future therapeutic development.

Язык: Английский

Synthesis, Characterization and Study of E/Z Isomerization in 3-(2-(2,4-Dimethylphenyl) Hydrazono)-6-Fluoroquinolin-(1 H , 3 H )-2, 4-Dione

Polycyclic aromatic compounds, Год журнала: 2024, Номер unknown, С. 1 - 14

Опубликована: Ноя. 20, 2024

The compound 6-fluoro-4-hydroxyquinolin-2(1H)-one (1) was synthesized and reacted with diazotized 2, 4-dimethylaniline in a basic medium, yielding the hydrazone derivative (2) as deep yellow crystalline compound. structure of purified product confirmed through FT-IR, 1D 2D NMR, mass spectroscopic analyses. results showed that exclusively adopts structure, existing an equilibrium mixture E Z geometrical isomers solution. DFT quantum calculations at B3LYP/6-311++G (d, p) level indicated form is more stable than proposed azo Z-hydrazone isomer having lowest total energy. Additionally, UV-Vis spectroscopy studies solvents varying polarities predominant species non-polar solvents.

Язык: Английский