Journal
POLYCYCLIC AROMATIC COMPOUNDS
Volume 43, Issue 6, Pages 5437-5452Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/10406638.2022.2102661
Keywords
Diclofenac; synthesis; antibacterial activity; antifungal activity; molecular docking
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In this study, a facile procedure for synthesizing new diclofenac analogous was presented. The chemical structures of the synthesized compounds were confirmed using elemental and spectral analysis techniques. The synthesized compounds showed moderate to high in-vitro antimicrobial activity, and a molecular docking approach was used to investigate their molecular mechanism.
Due to the biological importance of diclofenac derivatives which are included in the composition of the active substance in many medicines used in the treatment of infections. Herein, we present a facile procedure for the synthesis of a new series of diclofenac analogous, in excellent isolated yields starting from the carbohydrazide precursor 1. Acylation and condensation of NH2 group in the starting material with different reagents delivered compounds (2-5). Moreover, the Nucleophilic substitution of chloromethyl derivative 5 with primary and secondary amines gave compounds (6a, 6b, and 7). Furthermore, the hydrazine compound (7) reaction with benzaldehyde and chloroacetylchloride produced derivatives (8, 9). The chemical structures of all newly synthesized compounds have been proved based on elemental and spectral analysis techniques (FTIR, (HNMR)-H-1, (CNMR)-C-13, and Mass spectroscopy). All synthesized compounds were investigated for their in-vitro antimicrobial activity against different strains of bacteria and fungi in moderate to high activity. A molecular docking approach was utilized to investigate the proposed molecular mechanism of the antibacterial and antifungal activity of the synthesized compounds.
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