title: Study of structure-activity relationship of enantiomeric, protonated and deprotonated forms of warfarin via vibrational spectroscopy and DFT calculations.
abstract: The structure-activity relationship of the anticoagulant drug warfarin were studied by studying two enantiomeric forms (S-form and R-form) of warfarin and its protonated as well as deprotonated structures in aqueous media using density functional theory (DFT). Theoretically computed Raman and IR spectra of all the computed structures were compared and their specific vibrational spectroscopic signatures were discussed. The percentage contributions of individual normal modes of warfarin, which provides direct evidence of the different molecular activity due to change in relative atomic position of atoms in molecule, were investigated through potential energy distribution (PED). The optimized energy and molecular electrostatic potential (MEP) maps show that the S-form of the drug molecules warfarin is energetically more stable than R-form and provides higher docking opportunity for the molecular binding with the receptors in the bio-systems.
authors.affiliation: Department of Physics, Banaras Hindu University, Varanasi 221005, India.
authors.forename: Alok
authors.initials: A
authors.lastname: Mishra
authors.forename: Sunil Kumar
authors.initials: SK
authors.lastname: Srivastava
authors.forename: D
authors.initials: D
authors.lastname: Swati
mesh_terms: D008958:Models, Molecular; D008968:Molecular Conformation; D011522:Protons; D011789:Quantum Theory; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D055672:Static Electricity; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013816:Thermodynamics; D014732:Vibration; D014859:Warfarin / Q000737:chemistry*
chemical_list: D011522:Protons; D014859:Warfarin
keywords: DFT method; Enantiomer; Molecular electrostatic potential; Potential energy distribution; Warfarin