Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2205-2211.DOI: 10.6023/cjoc201504036 Previous Articles     Next Articles



王子健a, 李顺来a, 于明武a, 骆媛b, 王帅b, 王永安b, 杜洪光a   

  1. a 北京化工大学理学院 北京 100029;
    b 军事医学科学院毒物药物研究所 抗毒药物与毒理学研究国家重点实验室 北京 100850
  • 收稿日期:2015-04-23 修回日期:2015-06-04 发布日期:2015-06-12
  • 通讯作者: 王永安, 杜洪光;
  • 基金资助:

    国家自然科学基金(No. 21272022)资助项目.

Synthesis of 6-Alkylamino-2-ethylthiopurine Nucleoside Compounds and Their Antiplatelet Aggregation Activities

Wang Zijiana, Li Shunlaia, Yu Mingwua, Luo Yuanb, Wang Shuaib, Wang Yonganb, Du Hongguanga   

  1. a Beijing University of Chemical Technology, Beijing 100029;
    b Institute of Pharmacology and Toxicology, Academy of Military Medical Sciences, State Key Laboratory ofToxicology and Medical Countermeasures, Beijing 100850
  • Received:2015-04-23 Revised:2015-06-04 Published:2015-06-12
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21272022).

Guanosine (1) as the starting material, reacted with acetic anhydride to obtain 2',3',5'-tri-O-acetyl-guanosine (2), which reacted with TsCl to obtain 2-amino-6-tosyl-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine (3). Compound 3 was diazotized with isoamyl nitrite and then reacted with dialkyl disulfides to afford 2-ethylthio-6-tosyl-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine (4). Finally, compounds 5 were acquired by aminolysis and deprotection of 4. Ten new compounds were synthesized and all compounds were characterized with 1H NMR, 13C NMR, IR and HRMS. Meanwhile, their antiplatelet aggregation rate was measured. The results show that these compounds have a certain antiplatelet aggregation activity.

Key words: purine derivatives, synthesis, structure characterization, antiplatelet aggregation activity