A Useful Synthesis of 2-Acylamino-1,3,4-oxadiazoles from Acylthiosemicarbazides Using Potassium Iodate and the Discovery of New Antibacterial Compounds.

Author(s) Li, T.; Wen, G.; Li, J.; Zhang, W.; Wu, S.
Journal Molecules
Date Published 2019 Apr 16

A useful method for the synthesis of 2-acylamino-1,3,4-oxadiazoles was developed. By using potassium iodate as an oxidant in water at 60 °C, a wide range of 2-acylamino-1,3,4-oxadiazoles were afforded in moderate to excellent yields within two hours. This method could provide a facile shortcut to generate a series of 2-acylamino-1,3,4-oxadiazoles in medicinal chemistry. Interestingly, some highly potent antibiotic compounds were found through this synthetic method, and some of them displayed a significant improvement in activity compared with the corresponding 1,4-diacylthiosemicarbazides. Compound was the most active against with MIC (minimum inhibitory concentration) of 1.56 mg/mL, and compounds and were the most active against with MIC of 0.78 mg/mL. The preliminary cytotoxic activities of the most potent compounds , , and against the androgen-independent (PC-3) prostate cancer cell line were more than 30 μM (IC > 30 μM).

DOI 10.3390/molecules24081490
ISSN 1420-3049
Citation Molecules. 2019;24(8).

Related Applications, Forms & Industries