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 1-10    11-16 
1.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Krasnov V. P., Musiyak V. V. , Levit G. L., Gruzdev D.A., Charushin V. N., Andronova V. L., Galegov G. A., Orshanskaya I. R., Sinegubova E. O., Zarubaev V. V.
Заглавие : Synthesis of pyrimidine conjugates with 4-(6-amino-hexanoyl)-7,8-difluoro-3,4-dihydro-3-methyl-2h-[1,4] benzoxazine and evaluation of their antiviral activity
Место публикации : Molecules. - 2022. - Vol. 27, № 13. - Ст.4236
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidine
Аннотация: A series of pyrimidine conjugates containing a fragment of racemic 7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine and its (S)-enantiomer attached via a 6-aminohexanoyl fragment were synthesized by the reaction of nucleophilic substitution of chlorine in various chloropyrimidines. The structures of the synthesized compounds were confirmed by 1H, 19F, and 13C NMR spectral data. Enantiomeric purity of optically active derivatives was confirmed by chiral HPLC. Antiviral evaluation of the synthesized compounds has shown that the replacement of purine with a pyrimidine fragment leads to a decrease in the anti-herpesvirus activity compared to the lead compound, purine conjugate. The studied compounds did not exhibit significant activity against influenza A (H1N1) virus.
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2.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Verbitskiy E. V., Cheprakova E. M., Slepukhin P. A., Kravchenko M. A., Skornyakov S. N., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Synthesis of novel purin-6-yl conjugates with heterocyclic amines linked via 6-aminohexanoyl fragment [Электронный ресурс]
Место публикации : Mendeleev Communications. - 2015. - Vol. 25. - С. 412-414
Систем. требования: http://www.sciencedirect.com/science/article/pii/S0959943615002011
Примечания : Bibliogr. : p. 414 (30 ref.). - 20.01.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 2-aminopurine --purin-6-yl --heterocyclic amines
Аннотация: Novel conjugates of purine and 2-aminopurine linked with heterocyclic amines, including chiral derivatives of 3,4-dihydro- 2H-[1,4]benzoxazine, 3,4-dihydro-2H-[1,4]benzothiazine and 1,2,3,4-tetrahydroquinoline, by 6-aminohexanoyl fragment at the 6-position of purine moiety were obtained. For this purpose, replacement of the chlorine atom in 2-amino-6-chloropurine or 6-chloropurine by direct nucleophilic substitution reaction with 6-aminohexanamides or the coupling of 6-(purin-6-ylamino)-6- hexanoic acid with nitrogen heterocycles were used.
\\\\expert2\\nbo\\Mendeleev Communications\\2015, v.25, p. 412.pdf
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3.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Telegina A. A., Gruzdev D.A., Levit G. L., Krasnov V. P.
Заглавие : Synthesis of new conjugates of 6-thiopurine and thioguanine with (S)-glutamic acid
Место публикации : Russian chemical bulletin. - 2022. - Vol. 71, № 11. - С. 2426-2430
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: We have developed an efficient method for the synthesis of 6-thiopurine and thioguanine conjugates containing a (S)-glutamic acid residue, which is based on the reaction of 6-thio derivatives of purine with di-tert-butyl N-chloroacetyl-(S)-glutamate and subsequent hydrolysis of the ester groups.
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4.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Rusinov V. L., Chupakhin O. N., Deev S. L., Shestakova T.S., Ulomskii E. N., Rusinova L.I., Kiselev O. I., Deeva E.G.
Заглавие : Synthesis and antiviral activity of nucleoside analogs based on 1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 1. - С. 136-143
Систем. требования: http://www.springerlink.com/content/g16270g34n025547/fulltext.pdf
Примечания : 27.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Nucleoside analogs containing hydroxybutyl, hydroxyethoxymethyl, allyloxymethyl, and propargyloxymethyl fragments were synthesized based on 1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones isosteric to purine bases. Some of the compounds obtained inhibit in vitro reproduction of influenza and respiratory syncytial virus infection
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2010, 59 (1), 136-143.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Krasnov V. P., Vigorov A. Yu., Musiyak V. V. , Nizova I. A., Gruzdev D.A., Matveeva T. V., Levit G. L., Charushin V. N.
Заглавие : Synthesis and antimycobacterial activity of N-(2-aminopurin-6-yl) and N-(purin-6-yl) amino acids and dipeptides [Электронный ресурс]
Место публикации : Bioorganic and Medicinal Chemistry Letters. - 2016. - Vol. 26, № 11. - С. 2645-2648
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): purine --glutamic acid--amino acids
Аннотация: Synthetic routes to novel N-(purin-6-yl)- and N-(2-aminopurin-6-yl) conjugates with amino acids and glycine-containing dipeptides were developed. In vitro testing of 42 new and known compounds made it possible to reveal a series of N-(purin-6-yl)- and N-(2-aminopurin-6-yl) conjugates exhibiting significant antimycobacterial activity against Mycobacterium tuberculosis H37Rv, Mycobacterium avium, Mycobacterium terrae, and multidrug-resistant M. tuberculosis strain isolated from tuberculosis patients in the Ural region (Russia). N-(2-Aminopurin-6-yl)- and N-(purin-6-yl)-glycyl-(S)-glutamic acids were the most active compounds. (C) 2016 Elsevier Ltd. All rights reserved
\\\\expert2\\NBO\\Bioorganic and Medicinal Chemistry Letters\\2016, v. 26, p. 2645.pdf
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6.

Вид документа : Статья из журнала
Шифр издания : Г/S 98
Автор(ы) : Vozdvizhenskaya O. A., Andronova V. L., Galegov G. A., Levit G. L., Krasnov V. P., Charushin V. N.
Заглавие : Synthesis and antiherpetic activity of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine
Место публикации : Chemistry of Heterocyclic Compounds. - 2021. - Vol. 57, № 4. - С. 490–497
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 6-chloropurine--antiviral activity--herpes simplex virus type 1
Аннотация: A method for the synthesis of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine containing fragments of ω-amino acids with different lengths of the polymethylene chain as a linker has been developed. It was found in experiments in vitro that the obtained compounds are active against the herpes simplex virus type 1, including the acyclovir-resistant strain.
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7.

Вид документа : Статья из журнала
Шифр издания : Г/S 83
Автор(ы) : Musiyak V. V. , Nizova I. A., Chulakov E. N., Sadretdinova L. S., Tumashov A. A., Levit G. L., Krasnov V. P.
Заглавие : Stereochemical aspects in the synthesis of novel N-(purin-6-yl)dipeptides as potential antimycobacterial agents
Место публикации : Amino Acids. - 2021. - Vol. 53, № 3. - С. 407-415
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): dipeptides--racemization--purine--coupling--nucleophilic substitution--antimycobacterial activity
Аннотация: The synthesis of purine conjugates with natural amino acids is one of the promising directions in search for novel therapeutic agents, including antimycobacterial agents. The purpose of this study was to synthesize N-(purin-6-yl)dipeptides containing the terminal fragment of (S)-glutamic acid. To obtain the target compounds, two synthetic routes were tested. The first of them is based on coupling of N-(purin-6-yl)-(S)-amino acids to dimethyl (S)-glutamate in the presence of carbodiimide coupling agent followed by the removal of ester groups. However, it turned out that this coupling process was accompanied by racemization of the chiral center of N-(purin-6-yl)-α-amino acids and in all cases led to mixtures of (S,S)- and (R,S)diastereomers (6:4). Individual (S,S)-diastereomers were obtained using an alternative approach based on the nucleophilic substitution of chlorine in 6-chloropurine or 2-amino-6-chloropurine with corresponding dipeptides as nucleophiles. The enantiomeric purity of the target compounds was confirmed by chiral HPLC. To test the assumption that racemization of the chiral center of N-(purin-6-yl)-α-amino acids occurs with the participation of nitrogen atoms of the imidazole ring via the stage of formation of a chirally labile intermediate, we obtained such structural analogs of N-(purin-6-yl)-(S)-alanine as N-(9-benzylpurin-6-yl)-(S)-alanine and N-(7-deazapurin-6-yl)-(S)-alanine. It was found that coupling of these compounds to dimethyl (S)-glutamate was also accompanied by racemization. This indicates that the imidazole fragment does not play a crucial role in this process. When testing the antimycobacterial activity of some of the obtained compounds, conjugates with moderate activity against the laboratory Mycobacterium tuberculosis H37Rv strain (MIC 3.1–6.25 μg/mL) were identified.
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8.

Вид документа : Статья из журнала
Шифр издания : 54/C 57
Автор(ы) : Chupakhin O. N., Charushin V. N., Rusinov V. L.
Заглавие : Scientific foundations for the creation of antiviral and antibacterial preparations [Электронный ресурс]
Место публикации : Herald of the Russian Academy of Sciences. - 2016. - Vol. 86, № 3. - С. 206-212
Систем. требования: http://download.springer.com/static/pdf/65/
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): triazide and azoloazine derivatives --triazavirin--protein disulfide isomerase
Аннотация: The results of the Ural scientific school's organic chemists on the creation of antiviral and antibacterial, including antitubercular, chemopreparations are considered. Basic research data were generalized on the synthesis and study of antiviral activity and the establishment of the metabolism and mechanism of azoloazine series compounds-azaanalogs of adenine and guanine, as well as their nucleosides, which led to the creation of a new family of antiviral substances. One of them, triazavirin, has become a regular therapeutic fixture as an antiflu preparation. The results of synthetic and biological studies on substituted pyrimidines, nucleosides of the benzimidazole and purine series, and other biologically active azaheterocycles are also discussed.
\\\\expert2\\NBO\\Herald of the Russian Academy of Sciences\\2016. V. 86, N 3. P. 206-212.pdf
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9.

Вид документа : Статья из журнала
Шифр издания : Г/N 89
Автор(ы) : Krasnov V. P., Zarubaev V. V., Gruzdev D., Vozdvizhenskaya O., Vakarov S. A., Musiyak V. V. , Chulakov E. N., Volobueva A. S., Sinegubova E. O., Ezhikova M. A., Kodess M. I., Levit G. L., Charushin V. N.
Заглавие : Novel purine conjugates with N-heterocycles: synthesis and anti-influenza activity
Место публикации : Chemistry of Heterocyclic Compounds. - 2021. - Vol. 57, № 4. - С. 498-504
УДК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 6-chloropurine--heterocyclic amines--antiviral activity--influenza a and b viruses
Аннотация: A number of novel amides were synthesized by coupling of 6-[(9H-purin-6-yl)amino]hexanoic acid to heterocyclic amines. The antiviral activity of the obtained compounds, as well as of purine conjugates in which 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine is linked to position 6 of purine through a fragment of ɷ-amino acids with varying lengths of polymethylene chains against influenza A and B viruses was studied in vitro. Purine derivatives have been shown to have moderate activity against influenza A (H1N1) virus. The antiinfluenza activity and cytotoxicity of conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine depend on the length of the linker fragment.
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10.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Gruzdev D.A., Telegina A. A., Ol’shevskaya V. A., Andronova V. L., Galegov G. A., Zarubaev V. V., Levit G. L., Krasnov V. P.
Заглавие : New nido-carborane-containing conjugates of purine: synthesis and antiviral activity
Место публикации : Russian chemical bulletin. - 2022. - Vol. 71, № 11. - С. 2375-2382
Предметные рубрики: ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ
ХИМИЧЕСКИЕ НАУКИ
Аннотация: New purine derivatives containing a nido-carborane fragment were synthesized by nucleophilic substitution of chlorine atom in 6-chloropurine and 2-amino-6-chloropurine under the action of nido-carborane-containing amines. Compounds with significant activity against the acyclovir-resistant strain of herpes simplex virus type 1, as well as with moderate activity against influenza viruses A and B, were discovered for the first time among the synthesized nido-carboranyl derivatives of purine.
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