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 Найдено в других БД:Публикации Черешнева В.А. (2)Публикации Чарушина В.Н. (1)
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1.

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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2.

Вид документа : Статья из журнала
Шифр издания : 54/N 76
Автор(ы) : Chupakhin O. N., Shestakova T.S., Deev L. E., Eltsov O. S., Rusinov V. L.
Заглавие : Non-Natural Nucleosides Based on 1,2,4-Triazolo[1,5-a]pyrimidin-7-ones
Место публикации : Heterocycles. - 2010. - Vol. 80, № 2. - С. 1149-1163: рис., табл.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Two methods for synthesis of new nucleosides bearing 6-phenyl-1,2,4-triazolo[1,5-a]pyrimidin-7-ones as a base have been developed. The first one includes Vorbruggen glycosylation reaction. The second method, which is effective for synthesis of acyclic nucleosides, is based on the condensation between sodium salts of 6-phenyl-1,2,4-triazolo [1,5-a]pyrimidin-7-ones and 4-bromobuthyl acetate or (Z)-4-bromobut-2-en-1-yl acetate ??
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3.

Вид документа : Статья из журнала
Шифр издания : 54/N 76
Автор(ы) : Deev S. L., Shestakova T.S., Rusinov V. L., Chupakhin O. N.
Заглавие : Non-natural nucleosides based on 1,2,4-triazolo[5,1-c][1,2,4]triazin-4(6H)- ones
Место публикации : ARKIVOC. - 2009. - Vol. 2009, № 6. - С. 196-207
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Two regioselective methods for the synthesis of nucleosides in the series of 3-phenyl- and 3- ethoxycarbonyl-1,2,4-triazolo[5,1-c][1,2,4]triazin-4-ones were developed. The first route involves a Vorbruggen glycosylation reaction. The second one is based on condensation of 1,2,4- triazolo[5,1-c][1,2, 4]triazin-4-one sodium salts with protected 1-bromo-sugar derivatives
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4.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Khalymbadzha I. A., Shestakova T.S., Subbotina J.O., Eltsov O. S., Musikhina A. A, Rusinov V. L., Chupakhin O. N., Karpenko I. L., Jasko M. V., Kukhanova M. K., Deev S. L.
Заглавие : Synthesis of acyclic nucleoside analogues based on 1,2,4-triazolo[1,5-a]pyrimidin-7-ones by one-step Vorbrüggen glycosylation [Электронный ресурс]
Место публикации : Tetrahedron. - 2014. - Vol.70, №6. - С. 1298-1305
Систем. требования: http://ac.els-cdn.com/S0040402013019194/1-s2.0-S0040402013019194-main.pdf?_tid=eef77b26-b32a-11e3-ba34-00000aacb35e&acdnat=1395648453_99f8c77e049775184b5db6b93d0988c2
Примечания : Bibliogr. : p. 1304-1305 (29 ref.). - 24.03.2014
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): acyclovir analogues--1,2,4-triazolo[1,5-a]pyrimidines--tmsotf
Аннотация: New acyclovir analogues were obtained by reaction of 1,2,4-triazolo[1,5-a]pyrimidin-7-ones 4a–i with (2-acetoxyethoxy)methyl acetate 5 in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) as catalyst (Vorbrüggen procedure). Coupling between compounds 4a–f and 5 led to a mixture of N3- and N4-isomers 6 and 7, respectively. On the contrary, the reaction of compounds 4g–i with 5 proceeded selectively with formation of N3-isomers only. It was found that the ratio of 6a–f and 7a–f depends on the presence or the absence of N,O-bis(trimethylsilyl)acetamide (BSA). Glycosylated products 6a–f and 7a–f underwent reversible isomerization under TMSOTf treatment. The ratio of glycosylated products of the coupling reaction between 4 and 5 was thermodynamically controlled. A similar reaction occurred if ZnCl2 was chosen as a catalyst, although lower yields of the acyclic analogues of nucleosides were observed. The glycosylation of other purines (adenine and guanine) can be achieved via the non-BSA modification of the Vorbrüggen proced
\\\\expert2\\nbo\\Tetrahedron\\2014, v. 70 (6), p. 1298.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Khalymbadzha I. A., Deev S. L., Shestakova T.S., Rusinov V. L., Chupakhin O. N.
Заглавие : Synthesis of acyclic nucleoside analogues by one-step vorbrUggen glyco-sylation of 1,2,4-triazolo[1,5-a]pyrimidine-7-ones [Электронный ресурс]
Место публикации : Chimica Techno Acta. - 2015. - Vol. 2, № 2. - С. 158-160
Систем. требования: http://elibrary.ru/item.asp?id=23785881
Примечания : Bibliogr. : p. 160 (4 ref.). - 2.12.15
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): acyclovir
Аннотация: New analogues of acyclovir have been prepared by reacting 1,2,4 -triazolo[1,5-a]pyrimidin-7-ones 1а-i and (2-acetoxyethoxy)methyl acetate 2 in the presence of trimethylsilyl trifluoromethanesulfonate as a catalyst. The interaction between the compounds 1а-е and 2 has led to a mixture of N3 and N4 isomers. In contrast, the reaction of compounds 1g-i and 2 proceeded selectively to form N3 isomers. In the case of compounds 1a-c the predominant product is the one with the acyclic moiety in azine ring (N4 isomer). Interaction between 1d-f and 2 has led to mixtures comprising mainly N3 isomer. It has been found that the ratio of glycosylation products 1 and 2 are thermodynamically controlled. The structure of the obtained compounds has been proved by 1Н, 13С, two-dimensional 1Н-13С NMR spectroscopy and X-ray analysis.
\\\\expert2\\nbo\\Chimica Techno Acta\\2015. V. 2, N 2. P. 158-160.pdf
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6.

Вид документа : Статья из журнала
Шифр издания : 61/S 98
Автор(ы) : Sidorova L. P., Tseitler T. A., Perova N. M., Emel’yanov V. V., Savateeva E. A., Maksimova N. E., Mochul’skaya N. N., Chereshnev V. A., Chupakhin O. N.
Заглавие : Synthesis of New 1,3,4-Thiadiazines Capable of Inhibiting Nonenzymatic Glycosylation of Proteins [Электронный ресурс]
Место публикации : Pharmaceutical Chemistry Journal. - 2015. - Vol. 49, № 8. - С. 501-505
Систем. требования: http://link.springer.com/article/10.1007/s11094-015-1314-9
Примечания : Bibliogr. : p. 505 (12 ref.). - 19.01.2016
ББК : 61 + 54
Предметные рубрики: ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ
ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 1,3,4-thiadiazine --cyclocondensation--nonenzymatic glycosylation of proteins--thiosemicarbazides
Аннотация: A series of new 1,3,4-thiadiazines with cycloalkylamino (cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino) groups were synthesized via cyclocondensation of α-haloacetophenones with thiosemicarbazides containing 4-cycloalkyl groups. Five of the synthesized compounds showed the capability to inhibit nonenzymatic glycosylation of proteins in vitro in a model system. The obtained test results allowed compounds containing cyclopropylamino residues (LT-1a and LT-1d) to be recommended for further in vivo testing
\\\\expert2\\nbo\\Pharmaceutical Chemistry Journal\\2015, 49 (8), 501-505.pdf
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