Synthesis, spectroscopic characterization (FT-IR, FT-Raman, and NMR), quantum chemical studies and molecular docking of 3-(1-(phenylamino)ethylidene)-chroman-2,4-dione

• Published in: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2018-04, Vol.195, p.31-40
• Main Authors: Avdović, Edina H., Milenković, Dejan, Dimitrić Marković, Jasmina M., Đorović, Jelena, Vuković, Nenad, Vukić, Milena D., Jevtić, Verica V., Trifunović, Srećko R., Potočňák, Ivan, Marković, Zoran
• Format: Article
• Language: English
• Subjects: Coumarin; Electrostatic potential; FTIR; Molecular docking; NBO; NMR
• ISSN: 1386-1425
• DOI: 10.1016/j.saa.2018.01.023

The experimental and theoretical investigations of structure of the 3-(1-(phenylamino)ethylidene)-chroman-2,4-dione were performed. X-ray structure analysis and spectroscopic methods (FTIR and FT-Raman, 1H and 13C NMR), along with the density functional theory calculations (B3LYP functional with empirical dispersion corrections D3BJ in combination with the 6–311 + G(d,p) basis set), were used in order to characterize the molecular structure and spectroscopic behavior of the investigated coumarin derivative. Molecular docking analysis was carried out to identify the potency of inhibition of the title molecule against human's Ubiquinol-Cytochrome C Reductase Binding Protein (UQCRB) and Methylenetetrahydrofolate reductase (MTHFR). The inhibition activity was obtained for ten conformations of ligand inside the proteins. [Display omitted] •X-ray structure analysis and spectroscopic methods are utilized.•The structure and spectroscopic behavior of the 1 were determined by DFT.•The Fukui functions are used to predict the reaction site in a molecule.•Molecular docking analysis evaluated the inhibitory nature of 1.