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

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.