Synthesis, characterization, antiamoebic activity and toxicity of novel bisdioxazole derivatives

Cyclization of benzene-1,4-dicarbaldehyde dioxime 1 with different aromatic aldehydes in inert atmosphere yielded the corresponding new bisdioxazoles 2–11. The structure of 2–11 was elucidated by spectral data. In vitro antiamoebic activity was performed against HM1:IMSS strain of Entamoeba histolytica. The results showed that the compounds 3 (IC50 = 1.22 μM), 4 (IC50 = 1.41 μM), 7 (IC50 = 1.05 μM) and 10 (IC50 = 1.01 μM) exhibited better antiamoebic activity than the standard drug metronidazole (IC50 = 1.80 μM). The compounds 3, 4, 7 and 10 were tested for toxicity by MTT assay on H9c2 cardiac myoblasts and the results showed that the compounds 3, 4, 7 and 10 offered remarkable viability of 96.2%, 83.5%, 82% and 89%, respectively at a concentration of 12.5 μg/ml.

Graphical abstractNovel bisdioxazoles 2–11 were synthesized. Compounds 3, 4, 7 and 10 exhibited better antiamoebic activity and screened for toxicity.Figure optionsDownload full-size imageDownload as PowerPoint slide