شیمی کاربردی روز (Jan 2024)
New pyrazolone-based Schiff base Cu(II) complexes: Synthesis, spectra, theoretical calculation and protein binding
Abstract
In this study, five Schiff base ligands of the NO type were synthesized through the condensation of 4-aminoantipyrine with different aldehydes. These aldehydes include 3,5-dibromo-2-hydroxybenzaldehyde (HL1), 3,5-dichloro-2-hydroxybenzaldehyde (HL2), 3,5-diiodo-2-hydroxybenzaldehyde (HL3), 3-ethoxy-2- hydroxybenzaldehyde (HL4) and 2-hydroxy-1- naphtaldehyde (HL5). Copper(II) complexes were then prepared using these ligands. The synthesized complexes were characterized using various spectroscopic techniques such as spectrometry, IR, UV-Vis, and electrochemical (CV) methods. Elemental analysis was also performed to determine the elemental composition of the complexes. To gain further insight into the structural features and properties of the complexes, computational methods were employed. The optimization of the complex structures was carried out using Gaussian 09 software with the B3LYP 6-311G basis set. This allowed for the determination of important physical characteristics of the complexes. Frequency calculations were performed to obtain vibrational frequencies, while UV-Vis calculations were carried out to explain the electronic absorption spectra of the complexes. The experimental results obtained from the various spectroscopic techniques were compared with the theoretical results obtained from the computational studies. Theoretical exploration of the frontier molecular orbitals and energy gaps of the complexes provided insight into their electronic structures and stability. Furthermore, molecular docking studies were conducted to investigate the binding affinity of the tested complexes towards STAT3. The Protein Data Bank (PDB) entry 1bg1 was used as the target protein. By analyzing the docking results and summarizing the interactions during the binding process, the complexes exhibited potential effectiveness as inhibitors against colon cancer. Metal complexes (1-5) showed that they may be used as new drug candidates for colon cancer. The molecular binding of copper complexes compared to Crizotinib, and niclosamide (as a drug) showed that they have a better performance and are completely placed in the active site of the receptor. So, the present study gives a new insight for in vivo investigation of the complexes.
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