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Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles
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-oxap...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Kluwer Academic Publishers-Plenum Publishers
1989
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7087781/ https://www.ncbi.nlm.nih.gov/pubmed/32214415 http://dx.doi.org/10.1007/BF00480754 |
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author | Yavorskii, A. é. Turov, A. V. Gogoman, I. V. Sobko, A. I. Tatskaya, V. N. Kvachev, V. G. Florent'ev, V. L. |
author_facet | Yavorskii, A. é. Turov, A. V. Gogoman, I. V. Sobko, A. I. Tatskaya, V. N. Kvachev, V. G. Florent'ev, V. L. |
author_sort | Yavorskii, A. é. |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-7087781 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 1989 |
publisher | Kluwer Academic Publishers-Plenum Publishers |
record_format | MEDLINE/PubMed |
spelling | pubmed-70877812020-03-23 Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles Yavorskii, A. é. Turov, A. V. Gogoman, I. V. Sobko, A. I. Tatskaya, V. N. Kvachev, V. G. Florent'ev, V. L. Chem Heterocycl Compd (N Y) Article 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. Kluwer Academic Publishers-Plenum Publishers 1989 /pmc/articles/PMC7087781/ /pubmed/32214415 http://dx.doi.org/10.1007/BF00480754 Text en © Plenum Publishing Corporation 1989 This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic. |
spellingShingle | Article Yavorskii, A. é. Turov, A. V. Gogoman, I. V. Sobko, A. I. Tatskaya, V. N. Kvachev, V. G. Florent'ev, V. L. Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
title | Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
title_full | Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
title_fullStr | Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
title_full_unstemmed | Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
title_short | Acyclic analogs of nucleosides. Synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
title_sort | acyclic analogs of nucleosides. synthesis and in vitro antiviral activity of hydroxyalkyl-2-(trifluoromethylthiomethyl) benzimidazoles |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7087781/ https://www.ncbi.nlm.nih.gov/pubmed/32214415 http://dx.doi.org/10.1007/BF00480754 |
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