Synthesis and antiproliferative activity of imidazo[1,2-a]pyrimidine Mannich bases

A series of imidazo[1,2-a]pyrimidine Mannich bases were designed, synthesized in two phases. Mannich bases were obtained by one pot three component condensation of imidazo[1,2-a]pyrimidine with secondary amine or piperazine and excess of formaldehyde solution in methanol. The synthesized Mannich bases were screened for in vitro growth inhibition against a panel of 3 different human cancer cell lines. Most of the synthesized compounds exhibited antiproliferative activity with GI(50) values ranging from 0.01 to 79.4 mu M. Compounds 5e, 6b and 7k were found to be effective inhibitors of growth of all cell lines, with GI(50) values similar to that of standard drug. The structure and activity relationship has been disclosed. (C) 2015 Elsevier Mason SAS. All rights reserved.