6-烷氨基-2-乙硫基嘌呤核苷化合物的合成及抗血小板聚集活性研究  

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

作　　者：王子健[1] 李顺来[1] 于明武[1] 骆媛[2] 王帅[2] 王永安[2] 杜洪光[1] 

机构地区：[1]北京化工大学理学院,北京100029 [2]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

出　　处：《有机化学》2015年第10期2205-2211,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21272022)资助项目~~

摘　　要：以鸟苷(1)为原料,与乙酸酐经过糖环羟基保护反应,得到2',3',5'-三-O-乙酰基鸟苷(2);2与对甲苯磺酰氯反应,得到9-(2',3',5'-三-O-乙酰基-β-D-呋喃核糖)-2-氨基-6-对甲苯磺酰氧基嘌呤(3);3与亚硝酸异戊酯和二乙基二硫醚反应,得到9-(2',3',5'-三-O-乙酰基-β-D-呋喃核糖)-6-对甲苯磺酰氧基-2-乙硫基嘌呤(4);4经过胺解和脱糖环羟基保护反应得到10个未见报道的6-烷氨基-2-乙硫基嘌呤核苷化合物(5).化合物结构经1H NMR、13C NMR、IR和HRMS进行了表征,并对它们进行了抗血小板聚集活性测试,结果表明对抗血小板聚集显示一定的活性.Guanosine（1） as the starting material, reacted with acetic anhydride to obtain 2＇,3＇,5＇-tri-O-acetyl-guanosine（2）, which reacted with Ts Cl 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-Dribofuranosyl）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, 13 C NMR, IR and HRMS. Meanwhile, their antiplatelet aggregation rate was measured. The results show that these compounds have a certain antiplatelet aggregation activity.

关 键 词：嘌呤衍生物 合成 结构表征 抗血小板聚集活性 

分 类 号：O621.3[理学—有机化学] TQ460.1[理学—化学]