Cytotoxic activity of 3-(5-phenyl-3H-[1,2,4]dithiazol-3-yl)chromen-4-ones and 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides

6/6,7-Substituted-3-formylchromones (8a–g) were reacted with 2 equivalents thiobenzamide (9) in refluxing toluene to furnish substituted-3-(5-phenyl-3H-[1,2,4]dithiazol-3-yl)chromen-4-ones (10a–g) in high yields. Similarly, when substituted-2-anilino-3-formylchromones (8a–d) were reacted with thiobenzamide (9, 2 equivalents) in refluxing xylene, 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides (11a–d) were obtained in high yields. All the compounds (10a–g) and (11a–d) display significant cytotoxic activity against a number of human cancer cell lines. Among these compounds 10e (IC50 = 10 μM), 10b (IC50 = 14.6 μM) and 10a (IC50 = 10.5 μM) showed maximum cytotoxic activity on neuroblastoma. Also, the compound 10c (IC50 = 10.5 μM) showed maximum cytotoxic activity on ovarian cancer cell line.

Graphical abstractChromanyl-1,2,4-dithiazoles and N-phenylthioamides were synthesized and evaluated against number of cancer cell lines. The chromanyl-1,2,4-dithiazoles display significant cytotoxic activity against cancer cells.Figure optionsDownload full-size imageDownload as PowerPoint slide