Efficient synthesis of piperazine-2,6-dione and 4-(1H-indole-2-carbonyI)piperazine-2,6-dione derivatives and their evaluation for anticancer activity

摘要

Condensation of iminodiacetic acid 1 with various amines i.e., cyclohexanamine, l-(3-aminopropyl)imid-azole, pyridin-2-ylmethanamine, pyridin-3-ylmethanamine, pyridin-4-ylmethanamine, 2-morpholinoethanamine, thiophen-2-ylmethanamine, 2-(thiophen-2-yl)ethanamine, furan-2-ylme-thanamine, 2-(pyrrolidin-l-yl)ethanamine, and l-(3-aminopro-pyl) pyrrolidin-2-one 2a-k under microwave irradiation gave the corresponding piperazine-2,6-dione derivatives 3a-k in quantitative yields. Piperazine-2,6-dione derivatives 3a-k on condensation with lH-indole-2-carboxylic acid under microwave irradiation gave the corresponding 4-(lH-indole-2-car-bonyl)piperazine-2,6-dione derivatives 4a-k in quantitative yields. All the synthesized compounds (3a-k & 4a-k) were purified by crystallization and characterized by spectroscopic means. On screening at a concentration of 10 uM, compounds 3k, 4e, 4i breast (T47D), 4j lung (NCI H-522), 3i colon (HCT-15), 4e ovary (PA-1), and 4g liver (HepG-2) exhibited good anticancer activity.