Akademik Veri Yönetim Sistemi
Journal of Molecular Structure, cilt.1365, 2026 (SCI-Expanded, Scopus)
A series of alkyl 2-oxo-1,2-dihydroquinoline-4-carboxylate derivatives (4A–4M) was synthesized under phase-transfer catalysis conditions starting from 2-oxo-1,2-dihydroquinoline-4-carboxylic acid. The structures of all compounds were confirmed by 1H and 13C NMR, MALDI MS, FT-IR, and UV–Vis spectroscopy. Single-crystal X-ray diffraction analyses of derivatives 4G, 4H and 4K provided detailed insight into their molecular geometry and solid-state organization. Density Functional Theory (DFT) calculations at the B3LYP/6–311++G(d,p) level were performed to optimize molecular geometries and evaluate electronic properties, including frontier molecular orbitals and molecular electrostatic potential distributions. Hirshfeld surface analysis, complemented by fingerprint plots and shape index mapping, enabled quantitative assessment of intermolecular contacts, highlighting the role of hydrogen bonding and π–π interactions in crystal packing. The antibacterial activity of selected compounds was evaluated using the broth microdilution method, revealing moderate activity for several derivatives. Molecular docking simulations against the LasR-OC12-HSL complex (PDB: 3IX3) were conducted to explore potential binding interactions, providing a theoretical framework for interpreting structure - interaction relationships.The combined crystallographic, computational, and biological data provide a comprehensive structural and physicochemical characterization of these quinoline-4-carboxylate derivatives.