Synthesis of novel 1,3-diaryl pyrazole derivatives bearing rhodanine-3-fatty acid moieties as potential antibacterial agents

In the present study, a series of 1,3-diaryl pyrazole derivatives bearing rhodanine-3-fatty acid moieties were synthesized and their antimicrobial activities were tested against various Gram-positive and Gram-negative bacteria. 1,3-diaryl-4-formylpyrazoles were synthesized as key intermediates following a Vilsmeier–Haack strategy. Several compounds with an MIC of 2 μg/mL, exhibited stronger antibacterial activity against the methicillin-resistant Staphylococcus aureus (MRSA) than the controls. None of the compounds showed any activity against Gram-negative bacteria.

A series of 4-functionalized-pyrazoles were synthesized and evaluated for their antibacterial activity.Figure optionsDownload as PowerPoint slideHighlights
► We introduced different substitutes at N-3 and C-5 position of rhodanine.
► Most of the compounds showed good antibacterial activity even at low concentration.
► Several compounds were more potent than the controls against MRSA.