Design, Synthesis and Biological Evaluation of the Novel Antitumor Agent 2H-benzo[b][1, 4]oxazin-3(4H)-one and Its Derivatives

Abstract

In order to further explore the potential pharmaceutical application of the benzoxazine type molecules, a series of novel 4 and 6 substituted 2H-benzo[b][1, 4]-oxazin-3(4H)-one derivatives were prepared by a convenient Microwave-assistant four-step synthetic approach in 20–30 % overall yield. All the newly synthesized compounds were characterized by 1H NMR and 13C NMR. 7 of the 8 target compounds among them have not been reported yet. The primary antitumor activities of the target compounds and key intermediates against HT-29, K562 and HepG2 cell lines have been evaluated and result of the test shows that 6 benzoxazine derivatives demonstrated certain inhibition against those tumor cells, especially 6-bromo-4-(4-(trifluoromethyl)benzyl)-2H-benzo[b][1, 4]oxazin-3(4H)-one possessed good antitumor activity against HepG2 cancer cell with an IC50 of 6 μM.