Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (2): 429-439.DOI: 10.6023/cjoc201608024 Previous Articles     Next Articles



冯钰欣, 谭官海, 周利凯, 王淑霞, 陈华, 李小六   

  1. 河北大学化学与环境科学学院 河北省化学生物学重点实验室 保定 071002
  • 收稿日期:2016-08-25 修回日期:2016-09-13 发布日期:2016-10-11
  • 通讯作者: 陈华, 李小六;
  • 基金资助:


Synthesis of Novel Quinazolin-4-one Derivatives Bearing Benzo[c]-chromen-6-one and Their Anti-tumor and Antimicrobial Activities

Feng Yuxin, Tan Guanhai, Zhou Likai, Wang Shuxia, Chen Hua, Li Xiaoliu   

  1. Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002
  • Received:2016-08-25 Revised:2016-09-13 Published:2016-10-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21372060), the Natural Science Fund for Distinguished Young Scholars (Incubation) of Hebei Province (No. B2015201005).

A series of novel quinazolin-4(3H)-one derivatives 3a~3e and 4a possessing 3,4-benzo[c]coumarin and amino side chain were designed and synthesized by the condensation reaction of 2-aminobenzamide and 3,4-benzo[c] coumarin aldehyde prepared by Heck coupling reaction, followed by SN2 substitution reaction with haloalkane. The compounds were evaluated for their anti proliferation activities against four tumor cells and antimicrobial activities. The results showed that 3e showed moderate anti Hela activity with the IC50 value of 22.63 and 23.35 μmol/L for 4a against MCF-7. Most tested compounds exhibited significant anti Escherichia coli activities, and the inhibition rate was above 89% at the concentration of 50 μg/mL. The inhibition rates of 2-phenyl-4-(2-(piperidin-1-yl)ethoxy)quinazoline (1b) against Fusarium oxysporum and Rhizoctonia solani and 3d against Verticillium dahliae are 100%.

Key words: quinazolin-4-one, 3,4-benzo[c]coumarin, Heck coupling reaction, anti-tumor activity, antimicrobial activity