Molecular Structure, DFT, Vibrational Spectra with Fluorescence Effect, Hirshfeld Surface, Docking Simulation and Antioxidant Activity of Thiazole Derivative

Abstract

2‐(4‐methylphenoxy)‐N‐(4‐(4‐bromophenyl) thiazol‐2‐yl) acetamide compound was obtained via a multistep synthesis sequence processes, which is characterized by 1H NMR, 13C NMR and its three‐dimensional structure has been confirmed by single crystal X‐ray diffraction method. The supramolecular structure of the molecule revealed the stability of crystal packing with diverse intermolecular interactions. Density functional theory calculations (DFT) at B3LYP 6–311++G(d,p) level has been used to predict the molecular geometry and were in good agreement with the experimental data. Moreover, the theoretical calculations were carried out to appraise the electronic structure, vibrational spectra, natural bond orbital analysis, molecular electrostatic potential, frontier molecular orbitals and global reactivity descriptors. Raman spectra with fluorescence effect was examined with visible and near IR excitation wavelengths. Hirshfeld surface and energy framework analysis revealed the important intermolecular contacts and interaction energies. The antioxidant activity of this synthesized compound was predicted by in silico docking study on human peroxiredoxin 5 protein. The potential antioxidant activity was investigated by 1,1‐diphenyl‐1‐picrylhydrazyl (DPPH) free radical screening and compared with standard drug ascorbic acid.

Structural, Quantum Chemical and Spectroscopic Investigations on Photophysical Properties of Fluorescent Saccharide Sensor: Theoretical and Experimental Studies

“…NBO is considered as a best method to understand the intramolecular charge transfer (ICT) inside the system based on the interactions between filled Lewis‐type and vacant orbital spaces, in which a loss of occupancy from the localized Lewis structure transfer into an empty non‐Lewis structure orbital. The second‐order Fock matrix [Eq.…”

Synthesis of 4-(4-chlorophenyl)thiazole compounds: in silico and in vitro evaluations as leishmanicidal and trypanocidal agents

“…This is capable of evaluating compounds of a hydrophobic nature (the compounds were more hydrophobic as shown in the in silico study) and hydrophilic, unlike the DPPH test, which presents good results for compounds that have a mostly hydrophilic character (Shalaby & Shanab 2013, Moharram & Youssef 2014). In the literature, different studies report that thiazole compounds are molecules capable of promoting antioxidant activity both in vitro and in vivo, and this potential activity is directly related to the chemical structure of these compounds (Salar et al 2017, Khamees et al 2019, Dincel et al 2020. However, the 2-chlorophenylthiazoles compounds did not show antioxidant activity.…”

Synthesis, Characterization of Novel N'(2-Phenoxyacetyl)Nicotinohydrazide and N'(2-Phenoxyacetyl)Isonicotinohydrazide Derivatives as Anti-Inflammatory and Analgesic Agents

“…The development of speci c COX-2 inhibitors with non-reactive COX-1 along with fewer or no side effects has been the main attractive target for many researchers for many decades [8][9][10]. Heterocyclic compounds have a versatile role in the area of different elds of sciences such as chemistry, biology, biochemistry, drug design, and medicinal chemistry [11]. Heterocycles containing nitrogen are known to possess various pharmaceuticals applications [12,13].…”