Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (12): 2505-2510.DOI: 10.6023/cjoc201407042 Previous Articles     Next Articles



国翠平a, 彭群龙a, 潘龙a, 张冬梅a,b, 陈河如a,b   

  1. a. 暨南大学药学院中药及天然药物研究所 广州 510632;
    b. 广东省中药药效物质基础及创新药物研究重点实验室 广州 510632
  • 收稿日期:2014-07-29 修回日期:2014-08-27 发布日期:2014-08-29
  • 通讯作者: 陈河如
  • 基金资助:


Design and Synthesis of Pyrazol-Bridged Simplified Vinblastine Analogues

Guo Cuipinga, Peng Qunlonga, Pan Longa, Zhang Dongmeia,b, Chen Herua,b   

  1. a. Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632;
    b. Guangdong Province Key Laboratory of Pharmacodynamic Constituents of Traditional Chinese Medicine and New Drugs Research, Guangzhou 510632
  • Received:2014-07-29 Revised:2014-08-27 Published:2014-08-29
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 81172982).

A series of pyrazol-brigded simplified vinblastine analogues 2a2m have been synthesized by the reaction of hydrazine derivatives with diformyl intermediates, which were prepared from 2,3,3-trimethyl-3H-indoles using P2O3Cl4/DMF as Vilsmeier-Haack reagent. All the target compounds have been identified by 1H NMR, 13C NMR and HRMS. The preliminary results of anticancer tests indicated that most of the compounds exhibit certain extent of anticancer activity against both MCF-7 (estrogen-positive) and HepG2 cell lines at the concentration of 50 μmol/L, respectively. 2f and 2j are the two best active compounds, where their cell viabilities against MCF-7 cell line are 28.0% and 21.4%, respectively; while against HepG2 cell line, 31.6% and 34.0%, respectively.

Key words: pharmacophore similarity, simplified design, vinca alkaloids analogues, antitumor, drug synthesis