History of Medicine

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Synthesis and characterization of new isatin derivatives containing chalcone moiety with expected antimicrobial activity

Hamza Fadhil Hamza
Iraqi Ministry of Health, Department of Health in Baghdad/ Rusafa, Baghdad, Iraq
May Mohammed Jawad Al-Mudhafar
Department of Pharmaceutical Chemistry, College of Pharmacy, University of Baghdad, Bab Al-Moadham, Baghdad, Iraq

Abstract

New isatin-chalcone conjugates 6(a–h) were synthesized by two different routes (route 1 and route 2). ¹H NMR and FT-IR spectroscopy were used to confirm their chemical structures and purity. The results from ¹H NMR and FT-IR were the same for both routes, confirming the ability to use both routes to synthesize the final target compounds, but route 1 requires further purification. The final compounds, isatin-chalcone conjugates 6(a–h), were screened for their antimicrobial activities against gram-positive (Bacillus subtilis, Streptococcus pyogenes, and Staphylococcus aureus) and gram-negative (Klebsiella pneumonia, Escherichia coli, and Pseudomonas aeruginosa) bacteria as well as fungi (Candida albicans). They appeared as promising antibacterial agents against E. coli and S. pyogenes as well as antifungal agents against C. albicans. In comparison with their antibacterial activity, the antifungal activity of the final compounds was more promising. Finally, for the antimicrobial activity, the most active compound of these series was compound 6b, while compound 6e was the least active one.

Keywords: 4-aminoacetophenone, antimicrobial activity, aromatic aldehydes, chalcone, isatin ,

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