有机化学 ›› 2015, Vol. 35 ›› Issue (10): 2142-2149.DOI: 10.6023/cjoc201505020 上一篇    下一篇

研究论文

α-山道年光催化重排衍生物的制备及细胞毒活性研究

戴笑丽a, 汤建a, 章凌琼b, 陶连芝b, 欧阳臻a, 王民b   

  1. a 江苏大学药学院 镇江 212013;
    b 杭州师范大学材料与化学化工学院 杭州 310036
  • 收稿日期:2015-05-11 修回日期:2015-06-08 发布日期:2015-06-12
  • 通讯作者: 欧阳臻, 王民 E-mail:zhenouyang@ujs.edu.cn;mwang@hznu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21372056, 21202027)资助项目.

Photocatalysis Synthesis and Cytotoxicity of α-Santonin Rearrangement Derivatives

Dai Xiaolia, Tang Jiana, Zhang Lingqiongb, Tao Lianzhib, Ouyang Zhena, Wang Minb   

  1. a School of Pharmacy, Jiangsu University, Zhenjiang 212013;
    b College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036
  • Received:2015-05-11 Revised:2015-06-08 Published:2015-06-12
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21372056, 21202027).

α-山道年为原料, 经光异构化、水解、氧化、还原等多步反应, 设计并合成了20个愈创木内酯型衍生物120和一个桉烷化合物6-epi-santonin. 其结构经1H NMR, 13 CNMR及MS确证. 采用噻唑蓝(MTT)法, 测试所有化合物对A549和HepG2细胞的增殖抑制作用. 结果表明愈创木内酯环氧化合物915显示较好的抑制所测肿瘤细胞增殖活性, 对人类A549和HepG2细胞IC50分别为(14.5±0.1)和(10.6±0.3), (6.4±1.3)和(8.1±0.7) μmol/L.

关键词: α-山道年, 愈创木内酯, 衍生物, 细胞毒活性

20 guaianolide derivatives 120 and 6-epi-santonin were synthesized from α-santonin through rearrangement, oxidation, and reduction, hydrolysis. The structures of all compounds were characterized by 1H NMR, 13C NMR and MS. The cell proliferation inhibiting activities of the target compounds were evaluated against A549 and HepG2 cell lines by thiazolyl blueterazolium bromide (MTT) method. The results showed that the epoxy guaiane 9 had obvious inhibitory effect on A549 and HepG2 cell lines with IC50 values of (14.5±0.1), (10.6±0.3) μmol/L while epoxy guaiane 15 showed IC50 values of (6.4±1.3) and (8.1±0.7) μmol/L.

Key words: α-santonin, guaiane, derivative, cytotoxicity