Article,
Molecular structure and quantum descriptors of cefradine by using vibrational spectroscopy (IR and Raman), NBO, AIM, chemical reactivity and molecular docking
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, (2021)
DOI: 10.1016/j.saa.2020.118976
Abstract
This study aims to investigate the structural and vibrational features
of cefradine (the first-generation cephalo-sporin antibiotic) based on
spectroscopic experiments and theoretical quantum chemical approach. The
fundamental structural aspects of cefradine have been examined based on
optimized geometry, spectroscopic behavior, intermolecular interaction,
chemical reactivity, intramolecular hydrogen bonding, and molecular
docking analysis. The most stable minimum energy conformer of the title
molecule was identified by performing a one-dimensional potential energy
surface scan along the rotational bonds at B3LYP/6-311++G (d,p) level of
theory. The vibrational features of the molecule and information about
the coupled modes were predicted. The chemical reactivity and stability
of all the possible conformers of cefradine were estimated based on the
HOMO-LUMO energy gap and NBO approach. The overall picture of
accumulation of charges on individual atoms of the molecule was
predicted by molecular electrostatic potential (MEP) surface map which
in turn identifies the nucleophilic and electrophilic region or sites.
The quantitative analysis of electrophilicity and nucleophilicity
indices was done by Hirshfeld charge analysis and it was found that N8
atom is the most prominent site for nucleophilic attack while C14 atom
is feasible for electrophilic attack. QTAIM study has also been
performed to investigate the nature and strength of hydrogen bonding
interactions. Besides, molecular docking studies were performed to
examine the active binding residues of the target. (C) 2020 Elsevier
B.V. All rights reserved.
Tags
- bond
- chemical
- docking}
- molecular
- natural
- orbitals;
- reactivity;
- spectroscopy;
- vibrational
- {cefradine;
