Synthesis and Antimicrobial Evaluation of N,N’-(4-Nitro-1,2-phenylene)diamide Derivatives
Journal Title: Tropical Journal of Natural Product Research - Year 2019, Vol 2, Issue 8
Abstract
Received 01 July 2018 Revised 18 July 2018 Accepted 23 July 2018 Published online 10 August 2018 In the search for new antibiotics, 4-nitro-1,2-phenylenediamide analogues were synthesized via nucleophilic addition/elimination reaction of carboxylic acid derivatives with 4-nitro-1,2phenylenediamine. In vitro antimicrobial assay of the analogues was done using the conventional broth dilution method on seven selected clinical isolates. The results of the zones of inhibition showed that N,N’-(4-nitro-1,2-phenylene)diacetamide (3a) has zones of inhibition ranging from 08 mm to 12 mm while (N,N’-(4-nitro-1,2-phenylene)dibenzamide (3c) has zones of inhibition ranging from 12 mm to 21 mm. N,N’-(4-nitro-1,2-phenylene)bis(2,2,2-trifluoroacetamide) (3d) was the most active against all tested organisms with zones of inhibition ranging from 11 mm in Pseudomonas aeruginosa to 34 mm in Methicillin-resistant Staphylococcus aureus (MRSA). The minimum inhibition concentration (MIC) determination reveals that 3d inhibits the growth of tested microbes at a concentration of 12.5 mg/mL with the exception of Klebsiella pneumonia in which the MIC was 25 mg/mL. The Minimum Bactericidal/Fungicidal Concentration (MBC/MFC) results revealed that 3d has the highest bactericidal effect on Pseudomonas aeruginosa, MRSA and Escherichia coli at a concentration of 12.5 mg/mL and was bacteriostatic/fungistatic against the rest of the organisms. The results observed clearly shows that molecules with electron withdrawing groups demonstrated better antibacterial activity.
Authors and Affiliations
Beatrice N. Iwuala, James D. Habila, Mohammed S. Sallau
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Received 01 July 2018 Revised 18 July 2018 Accepted 23 July 2018 Published online 10 August 2018 In the search for new antibiotics, 4-nitro-1,2-phenylenediamide analogues were synthesized via nucleophilic addition/elimi...
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