The effect of electron charge transfer in biological activity and vibrational wavenumbers of 2′-Deoxyuridine and 5-Fluoro-2′-Deoxyuridine: DFT approach

• Published in: Solid state sciences Vol. 13; no. 11; pp. 1906 - 1915
• Main Authors: Xavier, T.S., Hubert Joe, I.
• Format: Journal Article
• Language: English
• Published: Issy-les-Moulineaux Elsevier Masson SAS 01.11.2011; Elsevier Masson
• Subjects: Biological; Bonding; Charge transfer; Condensed matter: structure, mechanical and thermal properties; Density functional theory; DFT calculation; Exact sciences and technology; ICT; Lattice dynamics; Mathematical analysis; NBO analysis; Organic compounds; PED; Phonon states and bands, normal modes, and phonon dispersion; Phonons and vibrations in crystal lattices; Physics; Potential energy; Structure of solids and liquids; crystallography; Structure of specific crystalline solids; Vibration; Wavenumber; DFT calculation; ICT; PED; NBO analysis; Bond orbital; Frontier orbital; Molecular structure; Bond angle; Energy level population; Biological activity; Vibrational modes; Density functional method; Fourier-transformed infrared spectrometry; ICTS; Charge transfer
• ISSN: 1293-2558; 1873-3085
• DOI: 10.1016/j.solidstatesciences.2011.08.015

Vibrational analysis of the 2′-Deoxyuridine and 5-Fluoro-2′-deoxyuridine compounds has been performed using FT-Raman and FTIR spectroscopic techniques. The optimized geometry, various bonding features and harmonic vibrational wavenumbers have been computed with the help of B3LYP/6-31G (d, p) density functional theory method. The natural bond orbital analysis, Mulliken population analysis on atomic charges and the HOMO–LUMO energy have been calculated to explore the reasons for the change in biological activity and vibrational wavenumbers of the title compounds. Potential energy distribution analysis has been used to assign the normal modes of vibrations unambiguously. [Display omitted] ► 2′-Deoxyuridine (DU) and 5-Fluoro-2′-Deoxyuridine (FDU) are bioactive molecules. ► The stretching wavenumbers of FDU are found as lesser than that of DU except for C–C ring stretching mode ► The bending wavenumbers of the FDU are found to be greater than that of DU.