Synthesis and anticancer potential of certain novel 2-oxo-N′-(2oxoindolin-3-ylidene)-2H-chromene-3-carbohydrazides

Treatment of ethyl 3-hydrazinyl-3-oxopropanoate (6) with indoline-2,3-dione derivatives 7a g gave ethyl 3-oxo-3-(2-(2-oxoindolin-3-ylidene)hydrazinyl)propanoates 8a g which were allowed to react with the appropriate salicyaldehyde 9a and/or 9b to furnish the chromene-based hydrazones 10a i. Compounds 10a i displayed a significant activity against HT-29 colon cancer cell line and a moderate activity against leukemia 1062 cell line. Compound 10f emerged as the most active congener toward HT-29 colon cancer cell line with IC50 = 7.98 +/- 0.05 jtM whereas compound 10c exhibited the best antiproliferative activity against leukemia K562 cell line with IC50 = 9.44 +/- 0.02 ji.M. Moreover, compound le showed 87.81 7% inhibition of side population (SP) HT-29 colon cancer stem cells. (C) 2013 Elsevier Masson SAS. All rights reserved.