SYNTHESIS, CHARACTERIZATION, AND ANTIMICROBIAL EVALUATION OF NEW N-PHENYLCINNAMAMIDE DERIVATIVES LINKED TO ASPIRIN AND IBUPROFEN

Ameer H Alwash; Alaa M Mahdi; Haider J Al-karagully

doi:10.22159/ajpcr.2018.v11i10.26937

Authors

Ameer H Alwash Department of Pharmaceutical Chemistry, College of Pharmacy, Albayan University, Baghdad, Iraq.
Alaa M Mahdi Department of Pharmacy, Alrasheed University College, Baghdad, Iraq.
Haider J Al-karagully Department of Pharmaceutical Chemistry, College of Pharmacy, Albayan University, Baghdad, Iraq.

DOI:

https://doi.org/10.22159/ajpcr.2018.v11i10.26937

Keywords:

Acetanilide, Claisen-Schmidt condensation, Chalcones, Aspirin, Ibuprofen, Antibacterial, Antifungal

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 and1H-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.

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