Synthesis and biological activities of phthalimide-imidazolium salt derivatives

Commercial N-bromomethyl phthalimide was chosen as the starting material to react with imidazole or its derivatives.Then,18 phthalimide-imidazolium salts were prepared with the corresponding alkyl bromides.They were evaluated in vitro against a panel of human tumor cell lines and analgesic activity.The results suggest that compounds 11 and 17 showed good analgesic activity,and compound 20 was found to be the most potent derivative against five tumor cell lines investigated and more active than DDP.Compound 20 exhibited cytotoxic activity selectively against HL-60 cell lines with IC50 value of 1.86 μmol/L and against SMMC-7721,A549 and MCF-7 cell lines with IC50 2.5-fold,1.9-fold and 1.8-fold lower than DDP.