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

• A series of 1,4-benzoxazine-1,2,3-triazole hybrids were synthesized.
• Tested in vitro cytotoxicity against human HeLa, MIAPACA, MDA-MB-231 and IMR32 cell lines.
• Compounds 5n and 5g exhibited promising anti-proliferative activity.
• Compound 5l showed significant activity against MDA-MB-231.
• The first report about the synthesis and in vitro anti-proliferative evaluation.

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 GI50 values ranging from 1.2 to 2.5 μM and 0.1–1.1 μM respectively against all cell lines, like HeLa, MDA-MB-231, MIAPACA and IMR32, while compound 5l showed significant activity against MDA-MB-231 and IMR32 with GI50 values ranging from 1.1 and 1.4 μM. This is the first report on the synthesis and in vitro anti-proliferative evaluation of 1,2,3-triazole-1,4-benzoxazine hybrids.

1,4-Benzoxazine-[1,2,3]triazole hybrids showed moderate to excellent anti-proliferative activity against four human cancer cell lines of HeLa, MIAPACA, MDA-MB-231 and IMR32.Figure optionsDownload as PowerPoint slide