Abstract
A series of 5-[4-(4-aryl-1-piperazinyl)butoxy]coumarins were synthesized using microwave-assisted methods. The synthesized compounds were screened for their antibacterial activities against Gram-positive bacterial strains (Staphylococcus aureus, Micrococcus luteus, Bacillus cereus, Bacillus subtilis, Staphylococcus epidermidis, and Enterococcus hirae), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and for their antifungal activities against three species of Candida (Candida albicans and Candida parapsilosis). The 4,7-dimethyl-5-[4-(pyridin-4-yl)butoxy]coumarin and the 6-acetyl-4,7-dimethyl-5-[4-(pyridin-4-yl)butoxy]coumarin were the most active against the Gram-positive bacteria. The best minimum inhibitory concentration values were obtained for the 4,7-dimethyl-5-[4-[4-[1-(4-pyridyl)]piperazin-1-yl]-butoxy]coumarin against Micrococcus luteus (15 µg/cm3). Two tested compounds exhibited moderate to good antifungal activity. The antitumor activity against of the newly synthesized compounds was evaluated. Among all the compounds tested, the 6-acetyl-4,7-dimethyl-5-[4-[4-(2-fluorophenyl)piperazin-1-yl]butoxy]coumarin was the most potent against HeLa cancer cells. Crystals of 4,7-dimethyl-5-[4-[4-(2-fluorophenyl)piperazin-1-yl]butoxy]coumarin were investigated using a single crystal X-ray diffraction technique.
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