Synthesis, characterization and trypanocidal activity of some aromatic thiosemicarbazones and their 1,3,4-thiadiazolines derivatives

摘要

The thiosemicarbazones of six aromatic ketones were synthesized as well as their 1,3,4-thiadiazolines derivatives obtained by cyclization under acetylating condition with yields going from 40 to 90%.The products purity was confirmed by mass spectrometry coupled with high-performance liquid chromatography (LC/MS) and there were characterized using spectrometry IR, NMR1H and13C (nuclear magnetic resonance). These compounds were then testedin vitroonTrypanosoma brucei bruceiaccording to the “LILIT, Alamar Blue” method for a comparison of their trypanocidal activity. Thus, all thiosemicarbazones appeared much more active than their corresponding 1,3,4-thiadiazolines. Thiosemicarbazone 6a (IC50 =9.62 µM) was the most active of all thiosemicarbazones tested and it is the same for its thiadiazoline 6b (IC50 =49.03µM) among 1,3,4-thiadiazolines.