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Synthesis and Antiviral Evaluation of Novel Methyl Branched Cyclopropyl Phosphonic Acid Nucleosides  

Kim, Jin-Woo (College of Pharmacy, Chosun University)
Ko, Ok-Hyun (College of Pharmacy, Chosun University)
Hong, Joon-Hee (College of Pharmacy, Chosun University)
Publication Information
Archives of Pharmacal Research / v.28, no.7, 2005 , pp. 745-749 More about this Journal
Abstract
A simple synthetic route for the synthesis of novel methyl branched cyclopropyl phosphonic acid nucleosides is described. The characteristic cyclopropyl moiety 8 was constructed by employing Simmons-Smith reaction as a key step. The condensation of mesylate 11 with natural nucleosidic bases (A,C,T,U) under standard nucleophilic substitution conditions ($K_2CO_3$, 18-Crown-6, DMF) and after subsequent hydrolysis resulted in the formation of target nucleosides, 16, 17, 18, and 19. In addition, the antiviral evaluations of the synthesized nucleotides against various viruses were also performed.
Keywords
Antiviral reagent; Nucleoside; Nucleophilic substitution; Simmons-smith reaction;
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Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 3  (Related Records In Web of Science)
Times Cited By SCOPUS : 0
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