Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (7): 1787-1793.DOI: 10.6023/cjoc201701037 Previous Articles     Next Articles



张颖, 吕梦娇, 张娅玲, 陈丽, 王伟, 李宝林   

  1. 教育部药用资源与天然药物化学重点实验室 陕西师范大学化学化工学院 西安 710062
  • 收稿日期:2017-01-18 修回日期:2017-02-20 发布日期:2017-03-08
  • 通讯作者: 王伟, 李宝林;
  • 基金资助:


Synthesis and Antitumor Activity of Heterozygous Isatin-Quinazoline Compounds

Zhang Ying, Lü Mengjiao, Zhang Yaling, Chen Li, Wang Wei, Li Baolin   

  1. Key Laboratory of Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, School of Chemistry & Chemical Engineering, Shaanxi Normal University, Xi'an 710062
  • Received:2017-01-18 Revised:2017-02-20 Published:2017-03-08
  • Contact: 10.6023/cjoc201701037;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.21272144) s

Nine new heterozygous isatin-quinazoline compounds were synthesized from cheap and easily available ortho nitrobenzaldehyde as the starting material. The chemical structures of the synthesized compounds were characterized by NMR, IR and HRMS. The structure of (E)-3-(((E)-(5-(4-((3-ethynylphenyl)amino)quinazolin-6-yl)furan-2-yl)methylene)hydrazono)-indolin-2-one (4a) was further determined by crystallization and X-ray diffraction, and the data revealed that its cis-trans isomerism was (E, E). The antitumor activity of these new compounds was evaluated in vitro by methyl thiazolyl tetrazolium (MTT) assay in human colorectal carcinoma cells SW480, human non-small cell lung cancer cells A549 and NCI- H1975, and human epidermoid squamous carcinoma cells A431. The preliminary data demonstrated that most of the synthetic compounds had moderate to potent inhibitory activity against these four tumor cell lines. In particular, compound 4a had highly potent inhibitory activity on proliferation of four cell lines, and the activity was more potent than positive lapatinib.

Key words: isatin, quinazoline, synthesis, antitumor activity