ONE-POT SYNTHESIS OF PHTHALAZINYL-2-CARBONITRILE INDOLE DERIVATIVES VIA [BMIM][OH] AS IONIC LIQUID AND THEIR ANTI CANCER EVALUATION AND MOLECULAR MODELING STUDIES

摘要

One pot four component, environmentally benign synthesis of 1 H -indol-2-yl-5,10-dioxo-5,10-dihydro-1 H -pyrazolo[1,2-b]phthalazine-2-carbonitrile derivatives was achieved in the presence of ionic liquid [bmim][OH]. The multi component reaction occurs with an initial formation of pthalazine followed by its reaction with the Knoevenagel cyclocondensation product of indole aldehyde and malononitrile/ethyl cyanoacetate in the presence of [bmim][OH] as ionic liquid at 70-75 o C for 30-45 min. All the synthesized pthalazine indolyl analogues have been tested for their anti-cancer activity on breast and lung carcinoma cell lines. Among the tested derivatives, 5b , 5c , 5e , and 5f found to be active against the cancer cell lines. Further, molecular modeling studies were performed to understand binding pattern of the top active molecules with the target protein.