New modified 2-aminobenzimidazole nucleosides: Synthesis and evaluation of their activity against herpes simplex virus type 1 |
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Authors: | Maria I Kharitonova Alexandra O Denisova Valeria L Andronova Alexei L Kayushin Irina D Konstantinova Svetlana K Kotovskaya Georgiy A Galegov Valery N Charushin Anatoly I Miroshnikov |
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Institution: | 1. Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya St. 16/10, 117997 GSP, Moscow B-437, Russian Federation;2. Postovsky Institute of Organic Synthesis, The Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya/Academicheskaya St. 22/20, 620041 Ekaterinburg, Russian Federation;3. Ural Federal University named after the first President of Russia B. N. Yeltsin, Mira St. 19, 620002 Ekaterinburg, Russian Federation;4. Federal State Budgetary Institution “Federal Research Centre for Epidemiology and Microbiology named after the honorary academician N.F. Gamaleya” of the Ministry of Health of the Russian Federation (D.I. Ivanovsky Institute of Virology), Gamaleya St. 18, Moscow 123098, Russian Federation |
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Abstract: | Using the enzymatic transglycosylation reaction β-d-ribo- and 2′-deoxyribofuranosides of 2-amino-5,6-difluorobenzimidazole nucleosides have been synthesized. 2-Amino-5,6-difluoro-benzimidazole riboside proved to exhibit a selective antiviral activity (selectivity index >32) against a wild strain of the herpes simplex virus type 1, as well as towards virus strains that are resistant to acyclovir, cidofovir, and foscarnet. We believe that this compound might be used for treatment of herpes infections in those cases, when acyclovir is not efficient. |
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Keywords: | Nucleosides Benzimidazoles Fluorinated compounds Transglycosylation reaction Nucleoside phosphorylases Antiviral activity |
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