Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (12): 2566-2571.DOI: 10.6023/cjoc201406026 Previous Articles     Next Articles



杨家强a, 马俊a, 车万莉a, 李明刚a, 黎刚a, 宋宝安b   

  1. a. 遵义医学院药学院 遵义 563003;
    b. 贵州大学精细化工研究中心 贵阳 550025
  • 收稿日期:2014-06-18 修回日期:2014-07-17 发布日期:2014-08-11
  • 通讯作者: 杨家强
  • 基金资助:


Microwave-Assisted Synthesis and Antitumor Activity of Salicyl Acyloxy Phosphonate Derivatives

Yang Jiaqianga, Ma Juna, Che Wanlia, Li Mingganga, Li Ganga, Song Baoanb   

  1. a. School of Pharmacy, Zunyi Medical College, Zunyi 563003;
    b. Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025
  • Received:2014-06-18 Revised:2014-07-17 Published:2014-08-11
  • Supported by:

    Project supported by the Technology Department of Guizhou Province (No. G[2014]7013), the Education Department of Guizhou Province (No. QJHRCTDZ-2012-03).

Twelve new salicyl acyloxy phosphonate derivatives were synthesized via microwave-assisted reactions of salicylic acid with α-hydroxyphosphonate in DCC/DMAP. The structures of the products were confirmed by elemental analysis, IR, 1H NMR and 13C NMR data. The suitable synthetic conditions were as follows: in 15 mL of CH2Cl2 with power 800 W at room temperature for 3.5 h. The cytotoxic activities of all compounds on A-549, SGC-7901, HEp-2 and EC-109 in vitro were evaluated by using an 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) method, and some of them showed good antitumor activity. Among the active compounds, espectively, compound 2f had better inhibition effect on HEp-2 cells growth [IC50=(13.9±0.6) μmol/L], the IC50 values of compound 2k was (8.5±0.9) μmol/L against EC-109 cells, similar to cisplatin [IC50=(5.9±1.0) μmol/L].

Key words: salicylic acid, α-hydroxyphosphonate, microwave irradiation, synthesis, antitumor activity