Synthesis of Some Purine Nucleoside Derivatives with Expected Biological Activity

Author(s): A. F. El-Farargy, Amira A. Ghoneim.

Journal Name: Current Organic Chemistry

Volume 13 , Issue 18 , 2009

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Abstract:

The considerable biological and medicinal activities of purine nucleoside derivatives have simulated the recent interest in the synthesis of some new purine nucleosides. The present work described the reaction of inosine (1) with triphenylphosphine which led to the formation of 5-chloro-5-deoxy inosine (2), which on reaction with methylamine and morphorine afforded the compounds (3) and (4) respectively. The benzoylation of inosine (1) with benzoylchloride led to the formation of 1-benzoyl inosine (5) followed by reaction with sodium hydroxide affording compound (6). While the treatement of inosine (1) with dichlorodimethylsilane gave the compound (7), which on reaction with ethylacrylate gave 1-etheoxycarbonylethyl-3, 5-O-(di-methylsilanediyl) ether inosine (8). Treatment of inosine (1) with methane sulfonylchloride led to the formation 3,5-dimethanesulfonylinosine (9) which reacted with bormine to give 8-bromo-3,5- dimethanesulfonylinosine (10) was allowed to react with thiourea to give 8-mercapto -3,5-dimehanesulfonylinosine (11). The biological activities of the prepared compounds were also described.

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Article Details

VOLUME: 13
ISSUE: 18
Year: 2009
Page: [1842 - 1847]
Pages: 6
DOI: 10.2174/138527209789630488
Price: $58

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