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 H NMR and C 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 lM. © Springer Science+Business Media Dordrecht 2014.