Synthesis, Characterization, and Molecular Docking of Cefoxitin-Derived Schiff Bases: Biological Activity and Thermal Stability (TGA)

Anaam Khalif Al-Azzawy; Diaa M. Najim; Mohammad M. Al-Tufah

Authors

Anaam Khalif Al-Azzawy Salah Al-Din Education Directorate, Iraq
Diaa M. Najim Kirkuk Education Directorate, Iraq
Mohammad M. Al-Tufah Directorate of Education, Kirkuk, Ministry of Education, Iraq

Keywords:

Cefoxitin, Schiff bases, biological activities, thermal Analysis, Molecular docking

Abstract

In this study, new Schiff base derivatives were prepared via addition and condensation reactions by adding cefoxitin to substituted benzaldehydes or ketones in an acidic medium. To produce Schiff bases (D1-D4), cefoxitin was added to the carbonyl compounds in the presence of ethanol as a solvent, using glacial acetic acid as a catalyst. The structures of the prepared compounds were determined using FT-IR spectroscopy and, for some of them, 1H-NMR and 13C-NMR spectroscopy. The biological activity of prepared Schiff bases (D1-D4) was studied against G-negative bacteria (Klebsiella and Pseudomonas aeruginosa) and G-positive bacteria (Enterococcus faecalis and Staphylococcus aureus). The results showed antibacterial activity of the prepared compounds at high concentrations (0.01 and 0.001 mg/ml) compared to low concentrations (0.001 mg/ml) against Staphylococcus aureus, Enterococcus faecalis, and Klebsiella due to the effect of high concentration. In addition to performing the GTA thermal decomposition of compounds D1 and D3 to measure the change in the mass of these compounds with increasing temperatures and determine their thermal stability. In addition, compounds D1 and D3 underwent GTA thermal decomposition to assess the mass change of these compounds as temperatures increased and establish their thermal stability. Molecular docking of the three compounds (D2 and D3) with the target protein (8C7Y) was carried out using the MOE software. With the target protein, all compounds exhibited high binding affinity values. With important amino acid residues in the active site, hydrogen bonding and hydrophobic interactions were the primary interaction types.

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