Abstract
A new 5-hydrazono[1,2,4]triazolo[1,5-a]quinazoline series was synthesized by the reaction of 5-hydrazino[1,2,4]triazoloquinazoline with different aryl(hetero)ketones or acid anhydrides and their structures were established using NMR and HREI-MS analyses. The potential cytotoxicity of all synthesized compounds against the human breast (MCF-7), hepatocellular (Hep-G2), human cervical (HeLa) and mouse fibroblast (L929) cell lines was evaluated in vitro using MTT assay. The IC50 (mu g/mL and mu M) and % inhibition (M +/- SD) values were reported in relation to gemcitabine hydrochloride (GH), which was used as a reference drug. The diphenyl ketone hydrazone (11) had the highest cytotoxic effect against all four cell lines. It exerted IC50 values ranging between 77.9 and 397.9, while those of GH were 169.6-365.3 mu g/mL, respectively. Moreover, m-tolyl (2) and 3,4-dimethoxy (10) hydrazones represented the strongest cytotoxic compounds (IC50 = 17.3 and 36.1, respectively) against MCF-7, as compared to GH (IC50 = 169.6 mu g/mL). The remaining products showed remarkable significant effects against MCF-7, except for the 4-aminophenyl-(9) and succinic anhydride (14) derivatives, which appeared to be the weakest cytotoxic compounds. It is worth mentioning that MCF-7 and L929 were the most sensitive cell lines to the antiproliferative activity of the tested compounds, since they responded to all compounds. This was followed by HeLa and Hep-G2 cell lines, which responded to fourteen and ten compounds, respectively.