Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
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Authors: | A é Yavorskii A V Turov I V Gogoman A I Sobko V N Tatskaya V G Kvachev V L Florent'ev |
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Institution: | (1) Institute of Molecular Biology, Academy of Sciences of the USSR, 117984 Moscow;(2) Kiev State University, 252017 Kiev;(3) Ukrainian Veterinary Research Institute, 252000 Kiev |
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Abstract: | In a search for novel antiviral compounds of the doubly modified nucleoside type, we have prepared 1-(4-hydroxy-2-oxabutyl)-, 1-(4-hydroxy-3-hydroxymethyl-2-oxabutyl)-, 1-(4-hydroxy-1-hydroxymethy1-2-oxabutyl)-, 1-(4-hydroxy-1-methyl-2-oxabutyl), 1-(4,5-dihydroxy-2-oxapentyl)-, 1-(5-hydroxy-2-oxapentyl), 1-(5-hydroxy-1-chloromethyl-2-oxapentyl)-, and 1-(6-hydroxy-1-chloromethyl-2-oxahexyl)-2-(trifluoromethylthiomethyl)benzimidazole. They were obtained by condensing the trimethylsilyl derivative of 2-(trifluoromethylthiomethyl) benzimidazole with alkylating agents in the presence of an equimolar mixture of trifluoromethanesulfonic acid and trimethylchlorosilane. These nucleoside analogs showed moderate antiviral activity against some RNA viruses.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 493–496, April, 1989. |
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