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 Найдено в других БД:Публикации Чарушина В.Н. (14)
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1.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Konstantinova I. D., Selezneva O. M., Kotovskaya S. K., Baskakova Z. M., Charushin V. N., Baranovsky A. V., Fateev I. V., Balashova T. A., Balzarini J., Mikhailopulo I. A.
Заглавие : Chemo-Enzymatic Synthesis and Biological Evaluation of 5,6-Disubstituted Benzimidazole Ribo- and 2′-Deoxyribonucleosides
Место публикации : Synthesis. - 2013. - Vol.45, № 2. - С. 272-280
Ключевые слова (''Своб.индексиров.''): 5,6-disubstituted benzimidazoles--nucleosides--purine nucleoside phosphorylase
Аннотация: A number of new 5,6-disubstituted benzimidazoles have been prepared and their substrate properties for recombinant E. coli purine nucleoside phosphorylase (PNP; the product of the deoD gene) in the transglycosylation reaction were investigated. The heterocyclic- bases showed good substrate activity for PNP and the ribo- and 2′-deoxyribonucleosides were synthesized. The predominant (OMe and OEt) or exclusive (Oi-Pr, morpholino, and N-methylpiperazino) formation of the 5-substituted 6-fluoro-1-(β-D-ribofuranosyl)benzimidazoles was observed. The formation of the regioisomeric 6- methoxy-, 6-ethoxy-, or 6-isopropoxy-substituted 1-(2-deoxy-β-D-ribofuranosyl)-5-fluorobenzimidazoles was observed in the trans-2-deoxyribosylation reaction of the corresponding bases. The predominant or exclusive formation of the regioisomeric N1-nucleosides with bulky 5-substituents of 6-fluorobenzimidazole points to a large hydrophobic pocket in the E. coli PNP active site that can accommodate these groups. The biological activity of the synthesized nucleosides was studied and revealed no inhibitory activity against a broad variety of DNA and RNA viruses. The compounds also lacked significant cy
\\\\expert2\\nbo\\Synthesis\\2013, v. 45. N 2. p. 272-280.pdf
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2.

Вид документа : Статья из журнала
Шифр издания : 54/C 51
Автор(ы) : Konstantinova I. D., Selezneva O. M., Fateev I. V., Balashova T. A., Kotovskaya S. K., Baskakova Z. M., Charushin V. N., Mikhailopulo I. A.
Заглавие : Chemo-enzymatic synthesis and biological evaluation of 5,6-disubstituted benzimidazole ribo- and 2′-deoxyribonucleosides
Место публикации : Synthesis (Germany). - 2013. - Vol.45, №2, art. N SS-2012-T0784-OP. - С. 272-280
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 5,6-disubstituted benzimidazoles--nucleosides--substrate properties
Аннотация: A number of new 5,6-disubstituted benzimidazoles have been prepared and their substrate properties for recombinant E. coli purine nucleoside phosphorylase (PNP; the product of the deoD gene) in the transglycosylation reaction were investigated. The heterocyclic bases showed good substrate activity for PNP and the ribo- and 2-deoxyribonucleosides were synthesized. The predominant (OMe and OEt) or exclusive (Oi-Pr, morpholino, and N-methylpiperazino) formation of the 5-substituted 6-fluoro-1-(β-d- ribofuranosyl)benzimidazoles was observed. The formation of the regioisomeric 6- methoxy-, 6-ethoxy-, or 6-isopropoxy-substituted 1-(2-deoxy-β-d- ribofuranosyl)-5-fluorobenzimidazoles was observed in the trans-2- deoxyribosylation reaction of the corresponding bases. The predominant or exclusive formation of the regioisomeric N1-nucleosides with bulky 5-substituents of 6-fluorobenzimidazole points to a large hydrophobic pocket in the E. coli PNP active site that can accommodate these groups. The biological activity of the synthesized nucleosides was studied and revealed no inhibitory activity against a broad variety of DNA and RNA viruses. The compounds also lacked significant cytotoxicity
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3.

Вид документа : Статья из журнала
Шифр издания : 54/C 51
Автор(ы) : Kharitonova M. I., Fateev I. V., Kayushin A. L., Konstantinova I. D., Kotovskaya S. K., Andropova V. L., Galegov G. A., Charushin V. N., Miroshnikov A. I.
Заглавие : Chemoenzymatic Synthesis and Antiherpes Activity of 5-Substituted 4,6-Difluorobenzimidazoles Ribo- and 2′-Deoxyribonucleosides [Электронный ресурс]
Место публикации : Synthesis (Germany). - 2016. - Vol. 48, № 3. - С. 394-406
Систем. требования: https://www.thieme-connect.com/products/ejournals/html/10.1055/s-0035-1560911
Примечания : Bibliogr. : p. 405-406 (37 ref.). - 29.03.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): drug discovery---nucleosides--herpes simplex virus
Аннотация: A series of 5,6-disubstituted benzimidazole nucleosides, obtained earlier, did not show any significant antiviral activity at relatively low cytotoxicity in vitro. In the course of our research we have succeeded in introducing an additional fluorine atom into the benzimidazole ring system. A new series of 4,6-difluorobenzimidazoles, bearing various groups (fluoro-, methoxy-, ethoxy-, morpholino-, and pyrrolidino-) in the 5-position of the benzene ring, have been synthesized. All these compounds proved to be substrates for recombinant E. coli purine nucleoside phosphorylase (PNP) in the transglycosylation reaction. Effective methods for the synthesis of ribo- and 2′-deoxyribonucleosides with high yields (60–90%) have been described, and the formation of regioisomeric N3-nucleosides of benzimidazoles have been detected. The biological activity of the nucleosides obtained against herpes simplex virus type 1 (HSV-1) has been elucidated. All compounds show a low cytotoxicity in the cell culture Vero E6. 4,5,6-Trifluoro-1-(β-d-ribofuranosyl)benzimidazole and 5-methoxy-4,6-difluoro-1-(β-d-2′-deoxyribofuranosyl)benzimidazole proved to inhibit completely the progression of the virus cytopathic effect (CPE) at a multiplicity of infection (MOI) of 0.01 PFU/cell.
\\\\expert2\\nbo\\Synthesis\\2016, v. 48. p.394-406.pdf
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4.

Вид документа : Статья из журнала
Шифр издания : 54/C 51
Автор(ы) : Kharitonova M. I., Antonov K. V., Fateev I. V., Berzina M. Ya., Kotovskaya S. K., Charushin V. N.
Заглавие : Chemoenzymatic Synthesis of Modified 2′-Deoxy-2′-fluoro-β-d-arabinofuranosyl Benzimidazoles and Evaluation of Their Activity Against Herpes Simplex Virus Type 1
Место публикации : Synthesis (Germany). - 2017. - Vol. 49, № 5. - С. 1043-1052
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): chemoenzymatic synthesis--benzimidazoles--herpes simplex virus type 1
Аннотация: 1-(2′-Deoxy-2′-fluoro-β-d-arabinofuranosyl)benzimidazoles containing 4,6-difluoro-, 4,5,6-trifluoro-, 5-fluoro-6-methoxy-, and 5-methoxy-4,6-difluorobenzimidazole fragments were synthesized by using purine nucleoside phosphorylase-catalyzed chemoenzymatic approach. As expected, enzymatic synthesis of nucleosides proceeds in lower yields of target compounds in comparison with the synthesis of ribo- and 2′-deoxyribobenzimidazoles (40–55% vs 60–90%). The compounds obtained were tested against the herpes simplex virus type 1, by using the Vero E6 cells. 5-Methoxy-4,6-difluoro-1-β-d-(2′-deoxy-2′-fluoroarabinofuranosyl)benzimidazole did not show any antiviral activity, when used in nontoxic concentration. All other nucleosides proved to exhibit a selective antiherpes activity. In contrast, it was shown that benzimidazole-β-d-arabinofuranosides of both di- and trisubstituted derivatives, having substituents in positions 4–6 of the benzene ring, as well as unsubstituted compounds, cannot be synthesized by enzymatic transglycosylation. 1-(β-d-Arabinofuranosyl)benzimidazole was obtained through glycosylation of N-trimethylsilylbenzimidazole with 1-chloro-2,3,5-O-methoxymethyl-d-arabinose. The behavior of this compound, as inhibitor of purine nucleoside phosphorylase (PNP) E. сoli, was investigated. 1-(β-d-Arabinofuranosyl)benzimidazole was found to belong to a mixed type of inhibitors of PNP. This fact explains why all attempts to perform enzymatic arabinosylation of 4,6-di-, 5,6-di-, and 4,5,6-trisubstituted benzimidazoles failed
\\\\expert2\\NBO\\Synthesis\\2017, v. 49(5), p. 1043-1052.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/F 70
Автор(ы) : Pokrovskii A. G., Il"ichyova E.A., Kotovskaya S. K., Romanova S. A., Charushin V. N., Chupakhin O. N.
Заглавие : Fluorinated derivatives of benz[4,5]imidazo[2,1-b][1,3]thiazoles are inhibitors of measles viruses
Место публикации : Doklady Akademii Nauk . - 2004. - Vol.398, №3. - С. 412-414
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): antiviral activity--cytotoxicity--fluorinated benzimidazoles
Аннотация: The results of in vitro anti-virus activity investigation for the new benzimidazoles (their synthesis is reported previously) are presented. The activity of the most active compound was studied in dependence of its introduction to the culture (before virus adsorption, simultaneously with virus, directly after virus adsorption, after 6 hours and after 1 day). Preliminary treatment of cells didn't protect them from further infecting; therewith the compound introduction simultaneously with virus or after infection caused no considerable effect on its anti-virus activity. The latter is attributed to blocking of late stages of measles virus reproduction - synthesis or arrangement of virus proteins
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6.

Вид документа : Статья из журнала
Шифр издания : 54/L 79
Автор(ы) : Lipunova G. N., Nosova E. V., Charushin V. N.
Заглавие : Fluorine-Containing Benzimidazoles and Their [a ]- and [b ]Heteroannelated Derivatives: Synthesis and Biological Activity (Review) [Электронный ресурс]
Место публикации : Chemistry of Heterocyclic Compounds. - 2014. - Vol. 50, № 6. - С. 764-790
Систем. требования: http://link.springer.com/article/10.1007/s10593-014-1533-0
Примечания : Bibliogr. : p. 789-790 (79 ref.). - 02.07.2015
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): benzimidazoles --fluorine-containing benzimidazoles
Аннотация: Published data from 1992-2013 on methods for the synthesis and biological activity of fluorine-containing benzimidazoles and their [a]- and [b]heteroannelated derivatives are summarized and classified
\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2014, v.50, N 6, p. 764-790.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : 54/M 61
Автор(ы) : Sevenard D. V., Khomutov O. G., Boltacheva N. S., Filyakova V. I., Vogel V., Sosnovskikh V. Ya., Iaroshenko V.O., Roeschenthaler G.-V.
Заглавие : Metal and boron derivatives of fluorinated cyclic 1,3-dicarbonyl compounds
Место публикации : Zeitschrift fur Naturforschung - Section B. Journal of Chemical Science. - 2009. - Vol. 64, № 5. - С. 541-550
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Starting from the corresponding cyclic 1,3-diketones or other precursors (cyclic ketones as well as lactones), several new salts and chelate complexes of fluorinated 1,3-dicarbonyls were obtained. Their preparative significance was demonstrated by straightforward syntheses of fluorinated pyrazoles, benzimidazoles and 1,7-ketoesters. The structure of a boron chelate of 2-(trifluoroacetyl)- cyclohexanone was investigated by X-ray diffraction
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8.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Kharitonova M. I., Denisova A. O., Kayushin A. L., Konstantinova I. D., Miroshnikov A. I., Kotovskaya S. K., Charushin V. N., Andronova V. L., Galegov G. A.
Заглавие : New modified 2-aminobenzimidazole nucleosides: Synthesis and evaluation of their activity against herpes simplex virus type 1
Место публикации : Bioorganic and Medicinal Chemistry Letters. - 2017. - Vol. 27, № 11. - С. 2484-2487
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): antiviral activity--benzimidazoles--fluorinated compounds--nucleoside phosphorylases--nucleosides--transglycosylation reaction
Аннотация: 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.
\\\\Expert2\\NBO\\Bioorganic and Medicinal Chemistry Letters\\2017 v.27 p.2484-2487.pdf
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9.

Вид документа : Статья из журнала
Шифр издания : 54/P 80
Автор(ы) : Nosova E. V., Lipunova G. N., Laeva A. A., Charushin V. N.
Заглавие : Polyfluorobenzoyl chlorides and isothiocyanates in reactions with CH-reactive benzimidazoles [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2005. - Vol. 54, № 3. - С. 733-737
Систем. требования: http://www.springerlink.com/content/p516012r30p0r171/fulltext.pdf
Примечания : 26.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Reactions of 2-benzoylmethylbenzimidazole with tetra- and pentafluorobenzoyl chlorides afford fluorine-containing 6-benzoyl-7H-benzimidazo[3,2-a]quinolones. 2-Cyanomethyl- or 2-benzoylmethylbenzimidazole reacts with tetra(penta) fluorobenzoyl isothiocyanates to give fluorine containing 1,3-benzothiazinones, which differently behave in reactions with cycloalkylimines
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2005, 54 (3), 733.pdf
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10.

Вид документа : Статья из журнала
Шифр издания : Г/P 99
Автор(ы) : Fedotov V. V., Rusinov V. L., Ulomsky E. N., Mukhin E. M., Chupakhin O. N., Gorbunov E. B.
Заглавие : Pyrimido[1,2-a]benzimidazoles: synthesis and perspective of their pharmacological use
Место публикации : Chemistry of Heterocyclic Compounds. - 2021. - Vol. 57, № 4. - С. 383–409
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 2-aminobenzimidazole--pyrimido[1,2-a]benzimidazoles--polynitrogen-containing heteroarenes--heterocyclization--multicomponent reactions
Аннотация: The review presents data on the synthesis as well as studies of biological activity of new derivatives of pyrimido[1,2-a]benzimidazoles published over the last decade. The bibliography of the review includes 136 sources.
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