The Synthesis And Anti-Platelet Aggregation Activity Evaluation Of N~6-Alkyl-2-Alkylthio Adenosine Compounds

Purine derivatives not only play an important role in genetic, metabolism and other physiological activities in life body, but also have biological activities of anticancer, antitumor, anti thrombosis and so on. In recent years, with the number of human diseases caused by the spread of the virus become more and more, more and more researchers pay attention to purine derivatives.Guanosine (1) as the starting material, reacted with acetic anhydride to afford 2’,3’,5’-tri-O-acetyl-guanosine (2).2 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 alkyl sulfide to afford (4a-4b).At last, the novel N6-alkyl-2-alkylthio adenosine compounds (5a-5x) were generated from compounds 4a-4b by aminolysis and deprotection reactions. The final compounds 5a-5x were characterized with 1H NMR. 13C NMR. IR and HRMS, and were provided in experimental sectionFurthermore, the anti-platelet aggregation rates of the final compounds were evaluated. In each model of ADP, arachidonic acid and collagen, the ticagrelor, aspirin and tirofiban were used as positive control drug. At a concentration of 30μmol/L, the test results of the biological activity of anti-platelet aggregation showed that compound 2-ethylthio-6-furanamine adenosine (5k) has the high activity in anti-platelet aggregation, and other compounds have a certain anti-platelet aggregation activity.