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

  • Huanhuan Li
  • Kailin Han
  • Qiannan Guo
  • Fengxi Liu
  • Peng Yu
  • Yuou Teng
Conference paper
Part of the Lecture Notes in Electrical Engineering book series (LNEE, volume 269)


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.


Benzoxazine Heck reaction Antitumor activity 



The authors sincerely thank the financial support from the Tianjin Municipal Science and Technology Commission (11ZCGHHZ00400,10ZCKFSY07700) and National Natural Science Foundation of China (81241104).


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Copyright information

© Springer Science+Business Media Dordrecht 2014

Authors and Affiliations

  • Huanhuan Li
    • 1
  • Kailin Han
    • 1
  • Qiannan Guo
    • 1
  • Fengxi Liu
    • 1
  • Peng Yu
    • 1
  • Yuou Teng
    • 2
  1. 1.Key Laboratory of Industrial MicrobiologyMinistry of Education, College of Biotechnology, Tianjin University of Science and TechnologyTianjinPeople’s Republic of China
  2. 2.Tianjin Key Laboratory of Industry MicrobiologyCollege of Biotechnology, Tianjin University of Science and TechnologyTianjinPeople’s Republic of China

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