Synthesis and antibacterial activities of enamine derivatives of dehydroacetic acid

AbstractDehydroacetic acid is a common pyrone derivative used commercially as an antibacterial and antifungal agent. Based on the synthesis of dehydroacetic acid (1) fromN-hydroxysuccinimdyl acetoacetate, a novel series of enamine-based derivatives were synthesised in order to improve the antibacterial activity of dehydroacetic acid. The antibacterial activities of the synthesised analogues were evaluated againstEscherichia coli andStaphylococcus aureus. Derivative4d (N-Ph) was identified as the most potent inhibitor ofS. aureus growth. Overall, derivative4b (N-Me) showed the best broad-spectrum activity with five-fold greater minimum inhibitory concentration and 11-fold greater minimum biocidal concentration againstE. coli when compared to dehydroacetic acid, in addition to improved antibacterial activity againstS. aureus.
Source: Medicinal Chemistry Research - Category: Chemistry Source Type: research