Synthesis and antiproliferative evaluation of piperazine-1- carbothiohydrazide derivatives of indolin-2-one

Article abstract of DOI:10.1016/j.bmcl.2013.03.099

By varying the substituents (R¹) at the indolin-2-one scaffold, a series of indolin-2-one derivatives bearing 4-phenylpiperazine-1- carbothiohydrazide moiety at the C3-position were synthesized and evaluated for their antiproliferative activity against three human cancer cell lines. We further selected the 5-chloroindolin-2-one moiety for the extension to another series of compounds by varying the substituents (R²) at the phenyl group connected with the piperazine ring. Among all the compounds synthesized, 6d and 6l were most potent with IC₅₀ values of 3.59 and 5.58 μM, respectively against A549 lung cancer cells, while 5f and 6l possessed IC ₅₀ values of 3.49 and 4.57 μM, respectively against HCT-116 colon cancer cells which were comparable to that of Sunitinib, an indolin-2-one derivative in cancer therapy.