Spectroscopic and Quantum Chemical Studies on Some β-Lactam Inhibitors

Year 2017, Volume: 1 Issue: 2, 13 - 26, 15.12.2017

Sultan Erkan Kariper

Abstract

Amoxicillin
(Amox) and ampicillin (Amp) are investigated by using quantum mechanical
methods. This compounds was confirmed by XRD analysis and optimized bond
parameters were calculated by density functional (DFT) at B3LYP/6-31G(d) level.
 The optimized geometrical parameters are
in good agreement with crystal data. The experimentally observed FT-IR and NMR picks
were assigned to calculated modes for the molecules. Some molecular descriptors
are calculated with density functional theory (DFT/B3LYP) 6-31G(d) level in the
gas phase. The highest occupied molecular orbital energy (E_HOMO),
the lowest unoccupied molecular orbital energy (E_LUMO), the energy
difference (ΔE), hardness (η), softness (σ), electronegativity (χ), chemical
potential (µ), electrophilicty index (ω) and nucleophilicty index (ε) are
calculated in the this level and associated with inhibition efficiencies of the
mentioned β-lactam inhibitors. Molecular Electrostatic Potantial (MEP) maps was
investigated and predicted the reactive sites. Some quantum chemical
descriptors which are total static dipole moment (µ), the average linear
polarizability (α), the anisotropy of the polarizability (Δα) and first
hyperpolarizability (β) were evaluated for explaining the NLO properties in
studies molecules. The inhibition activities were studied using molecular
docking studies. The
antibiotics were docked into the cocrystallized structure of PXR with SR12813
(PDB ID: 1NRL). Docking results and order of inhibition activity associated
with quantum chemical parameters was the same as that of experimental
inhibition activity.

Keywords

β-lactam, DFT, Molecular Docking, Quantum Chemical Parameters

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