Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (4): 949-954.DOI: 10.6023/cjoc201711005 Previous Articles     Next Articles



黎勇坤a, 刘蓓a, 张丽君a, 朱加洪a, 万春平b, 毛泽伟a   

  1. a 云南中医学院中药学院 昆明 650500;
    b 云南中医学院第一附属医院中心实验室 昆明 650021
  • 收稿日期:2017-11-02 修回日期:2017-12-04 发布日期:2017-12-15
  • 通讯作者: 万春平, 毛泽伟;
  • 基金资助:


Synthesis and Cytotoxic Activity of New 3-Aryl-5-furanyl-4, 5-dihydroisoxazoline Derivatives

Li Yongkuna, Liu Beia, Zhang Lijuna, Zhu Jiahonga, Wan Chunpingb, Mao Zeweia   

  1. a College of Pharmaceutical Science, Yunnan University of Traditional Chinese Medicine, Kunming 650500;
    b Central Laboratory, The No.1 Affiliated Hospital of Yunnan University of Traditional Chinese Medicine, Kunming 650021
  • Received:2017-11-02 Revised:2017-12-04 Published:2017-12-15
  • Contact: 10.6023/cjoc201711005;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 81460624) and the Yunnan Provincial Science and Technology Department-Applied Basic Research Joint Special Funds of Yunnan University of Traditional Chinese Medicine (No. 2017FF117 (-023))

Dihydroisoxazoline is a heterocyclic compound with a variety of biological properties. In this study, ten new 3-(4-piperazinyl)phenyl-5-(2-furyl)-4,5-dihydroisoxazoline derivatives (3~12) have been prepared by the general principle of molecular hybridization based on former work. The structures were characterized by IR, 1H NMR, 13C NMR and HRMS. In vitro cytotoxic activity against a panel of human tumor cell lines (Hela, A549 and SGC7901) was evaluated by the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay. The result indicated that dihydroisoxazoline derivatives showed potential cytotoxic activity, and the substituents of the NH group of piperazine ring had an obvious influence on cytotoxic activities. Especially, compound 4, 6 and 11 were found to be better inhibition against human tumor cell lines, which were found to be similar cytotoxic activity to positive control 5-fluorouracil. Further FACs analysis showed that compounds 4 and 11 significantly induced death in A549 cell.

Key words: dihydroisoxazoline, synthesis, cytotoxic activity, FACs analysis