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Purine nucleoside analogues. 5. Acycloguanosine derivatives containing O-alkoxyalkyl substituent in the acyclic moiety
M. A. Madre, R. A. Zhuk, M. Y. Lidak
Institute of Organic Synthesis, Academy of Sciences of Latvia, Riga
Abstract: A series of new acycloguanosino O-alkoxyalkyl derivatives have been obtained by the reaction of 9-(2-hydroxyethoxymethyl)- and 8-bromo-9-(2-hydroxyethoxymethyl)-N2-acetylguanines with cyclic and acyclic α-vinyl ethers. 9-[2-(Alkoxyalkyl)oxyethoxymet-hyl]-N2-acetylguanines are better soluble in water and low-polar organic solvents as compared with acycloguanosine. The compounds have the pronounced antiviral activity against HSV-I in the experiments in vivo and can be applied as acycloguanosine prodrugs.
Russian Journal of Bioorganic Chemistry 1991, 17 (11):1516-1520