Quantum chemical study of a derivative of 3-substituted dithiocarbamic flavanone

The aim of this work is to characterize a quite novel 3-dithiocarbamic flavonoid by vibrational spectroscopy in conjunction with Density Functional Theory (DFT) calculations. Quantum mechanics calculations of energies, geometries and vibrational wavenumbers in the ground state were carried out by us...

Full description

Saved in:
Bibliographic Details
Published in:Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2017-02, Vol.172, p.115-125
Main Authors: Gosav, Steluta, Paduraru, Nicoleta, Maftei, Dan, Birsa, Mihail Lucian, Praisler, Mirela
Format: Article
Language:English
Subjects:
DFT/B3LYP/6-311G(d,p)
Flavanone
FTIR
HOMO/LUMO
MEP
Molecular descriptors
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The aim of this work is to characterize a quite novel 3-dithiocarbamic flavonoid by vibrational spectroscopy in conjunction with Density Functional Theory (DFT) calculations. Quantum mechanics calculations of energies, geometries and vibrational wavenumbers in the ground state were carried out by using hybrid functional B3LYP with 6-311G(d,p) as basis set. The results indicate a remarkable agreement between the calculated molecular geometries, as well as vibrational frequencies, and the corresponding experimental data. In addition, a complete assignment of all the absorption bands present in the vibrational spectrum has been performed. In order to assess its chemical potential, quantum molecular descriptors characterizing the interactions between the 3-dithiocarbamic flavonoid and its biological receptors have been computed. The frontier molecular orbitals and the HOMO–LUMO energy gap have been used in order to explain the way in which the new molecule can interact with other species and to characterize its molecular chemical stability/reactivity. The molecular electrostatic potential (MEP) map, computed in order to identify the sites of the studied flavonoid that are most likely to interact with electrophilic and nucleophilic species, is discussed. [Display omitted] •A structural and vibrational analysis of a new 3-dithiocarbamic flavonoid was reported.•A complete PED assignment of all the IR bands was performed.•The new flavanone complies with the expanded Lipinski Ro5 rules.•The main quantum molecular descriptors were evaluated.•The frontier molecular orbitals, HOMO–LUMO energy gap and the MEP were analyzed.
ISSN:1386-1425
DOI:10.1016/j.saa.2016.04.024