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International Journal of Chemical and Biological Sciences
Peer Reviewed Journal

Vol. 7, Issue 2, Part B (2025)

Synthesis, Spectroscopic Analysis, of Biological and Molecular Docking Assessment of Azo Dye Derivative and Novel Schiff Bases of Cefdinir

Author(s):

Diaa M Najim, Mohammad M Al-Tufah and Anaam Khalif Al-Azzawy

Abstract:

n this study, new compounds of cfedinir were prepared. The dye An1 was prepared in two steps: in the first step, the diazonium salt of cfedinir was prepared by reacting it with sodium nitrite in the presence of concentrated hydrochloric acid. In the second step, the resulting diazonium salt was coupled with 4-chlorobenzaldehyde. Schiff base derivatives of cfedinir were also prepared by reacting cefedrine with benzaldehyde and acetophenone substitutes an acidic medium using ethanol as a solvent. The prepared compounds were characterized by measuring their melting points and by using spectroscopic methods: infrared spectroscopy (FT-IR), proton nuclear magnetic resonance spectroscopy (1H-NMR), and carbon nuclear magnetic resonance spectroscopy (13C-NMR). The structure of the prepared compounds was also confirmed using mass spectra. The mass spectra of the compounds An1 and An2 were measured, and the correctness of the preparation of these compounds was confirmed by matching the calculated molecular mass of these compounds with the measured molar mass. The biological activity of compounds An1, An4, and An2 against two types of Gram-positive (Enterococcus faecalis and Staphylococcus aureus), and Gram-negative (Klebsiella, Pseudomonas) bacteria was evaluated using the agar well diffusion method. It was found that these compounds were highly effective against these types of bacteria, especially at high concentrations. Compound An1 showed inhibition zones of 36 mm and 22 mm against inhibition zones of 18 mm against Klebsiella, and compound An4 showed inhibition zones of 16 mm against Pseudomonas at high concentrations. An1 and An4 were molecularly docked with estrogen receptor alpha (PDB ID: 5T92) and demonstrated stable binding, with binding affinities of -8.43 Kcal/mol for An1 and -8.03 Kcal/mol for An4, in comparison to the standard compound at -7.92 Kcal/mol. Hydrogen bonds and hydrophobic interactions supported this binding. Finally, the structures of compounds An1, An2, and An4 were analyzed using a scanning electron microscope. This study confirms that the production of new compounds with multiple targets can be achieved through structural tuning of these compounds and that future research could improve the effectiveness of these compounds in vivo.

Pages: 119-133  |  189 Views  94 Downloads


International Journal of Chemical and Biological Sciences
How to cite this article:
Diaa M Najim, Mohammad M Al-Tufah and Anaam Khalif Al-Azzawy. Synthesis, Spectroscopic Analysis, of Biological and Molecular Docking Assessment of Azo Dye Derivative and Novel Schiff Bases of Cefdinir. Int. J. Chem. Biol. Sci. 2025;7(2):119-133. DOI: 10.33545/26646765.2025.v7.i2b.162
International Journal of Chemical and Biological Sciences

International Journal of Chemical and Biological Sciences