Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 2167-2173.DOI: 10.6023/cjoc201802010 Previous Articles     Next Articles



毛泽伟a, 刘蓓a, 朱萍a, 张丽君a, 朱加洪a, 伍林泽a, 万春平b   

  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:2018-02-06 修回日期:2018-03-27 发布日期:2018-04-27
  • 通讯作者: 毛泽伟, 万春平;
  • 基金资助:


Synthesis and Biological Evaluation of Piperazine Substituted 3-Aryl-5-furanyldihydropyrazole Amide Derivatives

Mao Zeweia, Liu Beia, Zhu Pinga, Zhang Lijuna, Zhu Jiahonga, Wu Linzea, Wan Chunpingb   

  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:2018-02-06 Revised:2018-03-27 Published:2018-04-27
  • Contact: 10.6023/cjoc201802010;
  • 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)).

Pyrazole is a five-membered heterocyclic molecule with a broad range of biological activities. In this study, a series of new 3-aryl-5-furanyl-4,5-dihydropyrazole derivatives have been designed and synthesized by the general principle of molecular hybridization. The structures were characterized by 1H NMR, 13C NMR and HRMS. We screened in vitro anti-inflammatory in lipopolysaccharide (LPS)-stimulated RAW-264.7 macrophages and anticancer activity against 3 strains human tumor cell lines (A549, Hela and SGC7901) by the methyl thiazolyl tetrazolium (MTT) assay. The result indicated that dihydropyrazole compounds showed good inhibitory effect on the generation of NO and selective cytotoxic activity against tumor cell lines, and the acyl moieties of amides had an obvious influence on biological activities. Especially, 3 compounds were found to be similar anti-inflammatory to positive control dexamethasone, and 3 compounds displayed similar selective anti-tumor activity to positive control 5-fluorouracil (5-FU), which were to be lead compounds for further SAR research.

Key words: dihydropyrazole, amide, anti-inflammatory activity, anticancer activity