Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles

Autor:	I. V. Gogoman, A. V. Turov, A. I. Sobko, A. E. Yavorskii, V. G. Kvachev, V. L. Florent'ev, V. N. Tatskaya
Rok vydání:	1989
Předmět:	Benzimidazole Nucleoside analogue Trimethylsilyl Stereochemistry Organic Chemistry RNA Article In vitro chemistry.chemical_compound chemistry Antiviral Activity medicine Nucleoside Derivative (chemistry) medicine.drug
Zdroj:	Chemistry of Heterocyclic Compounds
ISSN:	1573-8353 0009-3122
DOI:	10.1007/bf00480754
Popis:	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.
Databáze:	OpenAIRE
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