Synthesis and Studies of Anticancer and Antimicrobial Activity of New Phenylurenyl Chalcone Derivatives

Background: Phenylurenyl chalcone structures have the potential to act as a scaffold in anticancer drug discovery. Methods: N-Phenethyl-N'-{4-[(2E)-3-phenylprop-2-enoyl]phenyl}urea, 4/3-[(2E)-3-substitutedphenylprop-2-enoyl]phenyl}-N-phenylurea,4/3-[(2E)-3-substitutedphenylprop-2-enoyl]phenyl}-N-methylphenyl urea and {4/3-[(2E)-3-substitutedphenylprop-2-enoyl]phenyl}-N-ethylphenyl urea derivatives(1-35) were prepared and evaluated for their anticancer and antimicrobial activity against A-549 Hep-3B, HT-29, CF-7, PC-3, K-562 NIH-3T3 and Huh-7 cell lines and against Staphylococcus aureus (ATCC 6538), Pseudomonas aeruginosa (ATCC 9027), Escherichia coli (ATCC 8739) and Candida albicans (ATCC 10231), respectively. Results: While compounds 2, 26, 29, and 34 showed moderate cytotoxic activity on cell line Huh 7, compounds 14 (IC50: 6.42 mu M), 16 (IC50: 5.64 mu M), 19 (IC50: 6.95 mu M) and 34 (IC50: 6.87 mu M) showed good cytotoxic activity on Huh-7 cell line close to Sorafenib (IC50: 4.29 mu M) (as reference). MIC values of compounds 4 and 22 against E. coli were 25 mu g/ml, compounds 3, 14 and 29 against P. aeruginosa 25 mu g/ml, and compounds 11 and 33 against S. aureus 25 mu g/ml. On the other hand, the minimum inhibitory concentration of all tested compounds against C. albicans was 25 mu g/ml. Conclusion: N-Phenethyl-N'-{4-[(2E)-3-phenylprop-2-enoyl]phenyl}urea may be a new candidate to be developed as an anticancer compound.

Automated summary

In this study, a series of phenylurenyl chalcone derivatives were synthesized and evaluated for their anticancer and antimicrobial activity. Some of these compounds showed good cytotoxic activity against Huh-7 cell line and exhibited inhibitory effects against bacteria and fungi.