Rational design, synthesis and anti-proliferative evaluation of novel 1,4-benzoxazine-[1,2,3]triazole hybrids

A series of novel 1,2,3-triazole-1,4-benzoxazine hybrids 5a-n were efficiently synthesized employing click chemistry approach and evaluated for anti-proliferative activity against four cancer cell lines such as HeLa (cervical), MIAPACA (pancreatic), MDA-MB-231 (breast) and IMR32 (neuroblastoma). Compounds 5n and 5g exhibited promising anti-proliferative activity with GI(50) values ranging from 1.2 to 2.5 mu M and 0.1-1.1 mu M respectively against all cell lines, like HeLa, MDA-MB-231, MIAPACA and IMR32, while compound 51 showed significant activity against MDA-MB-231 and IMR32 with GI(50) values ranging from 1.1 and 1.4 mu M. This is the first report on the synthesis and in vitro anti-proliferative evaluation of 1,2,3-triazole-1,4-benzoxazine hybrids. (C) 2014 Elsevier Masson SAS. All rights reserved.