Synthesis of 6-alkoxy-2-alkylthio Adenosine and Their Anti-platelet Aggregation Activity
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O621.3

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    Abstract:

    Guanosine (1) as the starting material was protected by acetic anhydride to get 2′,3′,5′-tri-O-acetyl-guanosine(2) , then chlorinated with phosphorus oxychloride to obtain 2-amino-6-chloro-9-(2′,3′,5′-tri-O-acetyl-β-D-ribofuranosyl)purine(3). Further diazotization-sulfenylation processes gave rise to 2-alkylthio-6-chloro-9-(2′,3′,5′-tri-O-acetyl-β-D-ribofuranosyl)purines(4). 6-Alkoxy-2-alkylthio adenosine (5) were acquired by aromatic nucleophilic substitution and deprotection reaction. The structures of the compounds were identified by 1H NMR、13C NMR、IR and HRMS. What is more, platelet aggregation rate(PAR) for the compounds were measured. The results show that, these compounds have a certain anti-platelet aggregation activity under 10μmol/L, wherein 6-(2-furanylmethyl)oxy-2-propylthio adenosine presents the most significant activity.

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History
  • Received:March 19,2013
  • Revised:March 19,2013
  • Adopted:April 03,2013
  • Online: June 28,2013
  • Published:
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