Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (10): 1403-1408. Previous Articles     Next Articles

Original Articles



  1. (a中国药科大学新药研究中心 南京 210009)
    (b中国药科大学药理学教研室 南京 210009)
  • 收稿日期:2005-12-06 修回日期:2006-04-12 发布日期:2006-09-19
  • 通讯作者: 张奕华

Synthesis and Antithrombotic Activity of Acetylsalicyl p-Coumaric Acid Coupled with Furoxans and Nitrates

ZHOU Zhoua,JIANG Li-Yuana,ZHANG Yi-Hua*,a
JI Huib,SUN Yib,PENG Si-Xuna   

  1. (a Center of Drug Discovery, China Pharmaceutical University, Nanjing 210009)
    (b Department of Pharmacology, China Pharmaceutical University, Nanjing 210009)
  • Received:2005-12-06 Revised:2006-04-12 Published:2006-09-19
  • Contact: ZHANG Yi-Hua

The protected p-coumaric acid was esterified with corresponding hydroxyfuroxan, and the resulted ester was deprotected and condensed with aspirin to give II1II3, respectively. Treatment of p-coumaric acid with dibromoalkane, followed by esterification with aspirin offered acetylsalicyl p-coumaric acid bromoalkyl ester, and then reacted with silver nitrate to give II4II7, respectively. II8 was obtained by esterification of the protected p-coumaric acid with isosorbide mononitrate, subsequent deprotection and condensation with aspirin. II1II8 were identified by MS, IR, 1H NMR spectra and elemental analysis, and screened for in vitro and in vivo thrombosis inhibitory activities in mice and rats. Most of tested compounds are comparable to aspirin in antithrombotic activity, and II6 is more potent than aspirin.

Key words: furoxan, antithrombotic activity, aspirin, synthesis, acetylsalicyl p-coumaric acid