Assistant Lecturer Ameer Hussein Kadhim & Assistant Lecturer Haider Jabbar Madloul

Abstract

Objective:The objective of this study was to synthesize phenylcinnamamide (substituted acetanilide chalcone) derivatives linked to aspirin and ibuprofen with potential antibacterial and antifungal activity.

Methods:Substituted acetanilide compounds were reacted with different arylaldehydes through Claisen-Schmidt condensation in the presence of KOH. They formed differently substituted acetanilide chalcones (1a-e) which are linked to aspirin and ibuprofen through an ester linkage to form compounds (2a-j) using ethyl chloroformate (ECF) as a catalyst.

Results:The synthesized compounds have been characterized by elemental analysis, Fourier transform infrared and1 H-nuclear magnetic resonance spectroscopy. An antibacterial evaluation was achieved for Gram-positive bacteria (Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli) and antifungal for Candida albicans. Conclusion: Compounds (2a-j) have shown intermediate antimicrobial activity against different strains of microorganisms.

Keywords:Acetanilide, Claisen-Schmidt condensation, Chalcones, Aspirin, Ibuprofen, Antibacterial, Antifungal.

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