Cefotaxime is a powerful, third-generation cephalosporin that contains favorable properties for treating bacterial infections, as it has the ability to inhibit bacterial cell wall synthesis in both Gram-negative and Gram-positive species. A high-yielding methodology known as click chemistry was performed to link cefotaxime to 2-ethynylanisole, creating a potentially extended-spectrum drug that may also exhibit fluorescence upon light activation. In theory, creating an antibiotic that possesses useful properties for both the treatment and study of bacterial infections is an indispensable tool in clinical settings. This application of click chemistry is therefore an important advancement in the antibiotics design field. The first phase of this study was to substitute the acetate at the C3 position of cefotaxime with an azide. This allowed for the completion of the second phase, which was to “click” together cefotaxime with 2-ethynylanisole in addition to other prospective anti-microbial compounds.

"Click" synthesis of triazole-based cefotaxime derivatives

249th National Meeting (2015)

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