<i>N</i>-Aryl Amino Acids as Potential Antibacterial Agents

The resistance of bacteria to current antibiotic drugs and the re-occurrence of different ailments after several therapeutic protocols continue to be a cause for concern. Arylated amino acids are vital synthons to many compounds; they serve as essential building blocks in the synthesis of nitrogen h...

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Bibliographic Details
Main Authors: Adejoke D. Osinubi, Olayinka T. Asekun, Oluwole B. Familoni
Format: Article
Language:English
Published: MDPI AG 2023-05-01
Series:Reactions
Subjects:
Online Access:https://www.mdpi.com/2624-781X/4/2/17
Description
Summary:The resistance of bacteria to current antibiotic drugs and the re-occurrence of different ailments after several therapeutic protocols continue to be a cause for concern. Arylated amino acids are vital synthons to many compounds; they serve as essential building blocks in the synthesis of nitrogen heterocycles with various biological activities. This research reports on the synthesis of some <i>N</i>-aryl amino acids and evaluates their antibacterial activities. The <i>N</i>-aryl amino acids <b>3a</b>–<b>3j</b> were obtained by reacting different 4-substituted fluorobenzene <b>1a</b>–<b>1d</b> with different amino acids <b>2a</b>–<b>2g</b> via a metal-free base-induced aryl amination reaction of aryl halides. The antibacterial activities of the synthesized compounds were evaluated against eight bacterial strains (Four <i>Gram-positive</i>, <i>Bacillus subtilis</i> (ATCC 6633), <i>Streptococcus pneumonia</i> (ATCC 33400), <i>Staphylococcus aureus</i> (ATCC 25923), and <i>Staphylococcus epidermidis</i> (ATCC 14990), and four <i>Gram-negative</i>, <i>Enterobacter cloacae</i> (ATCC 43560), <i>Escherichia coli</i> (ATCC 25922), <i>Proteus mirabilis</i> (ATCC 43071), and <i>Klebsiella oxytoca</i> (ATCC 13182) using the agar well diffusion method with streptomycin as a reference drug. The biological screening indicates that the synthesized compounds <b>3a</b>, <b>3e,</b> and <b>3j</b> have promising broad-spectrum antibacterial potential, as the <i>N</i>-aryl amino acid displayed activity that was comparable to the standard drug against <i>Streptococcus pneumonia</i>, <i>Escherichia coli</i>, and <i>Proteus mirabilis</i>.
ISSN:2624-781X