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 Найдено в других БД:Каталог книг и продолжающихся изданий (4)Публикации Чарушина В.Н. (4)
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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 : 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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3.

Вид документа : Статья из журнала
Шифр издания : Г/S 98
Автор(ы) : Telegina A. A., Gruzdev D. A., Levit G. L., Krasnov V. P.
Заглавие : Synthesis of a novel planar-chiral nido-carborane amino acid
Место публикации : Russian chemical bulletin. - 2021. - Vol. 70, № 3. - С. 539-544
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): carborane--planar chirality--amino acid--deboronation
Аннотация: The deboronation of enantiomers of planar-chiral benzyl (3-formamido-1,2-dicarba-closo-dodecaboran-1-yl)acetate gave the individual (RP)- and (SP)-enantiomers (ee 98%) of a new amino acid containing a nido-carborane fragment, (3-ammonio-7,8-dicarba-nido-undecaboran-7-yl)acetic acid. Chiral HPLC methods for the analysis of enantiomeric purity of this compound was developed.
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4.

Вид документа : Статья из журнала
Шифр издания : Г/H 85
Автор(ы) : Tumashov A. A., Vakarov S. A., Sadretdinova L. S., Chulakov E. N., Levit G. L., Krasnov V. P., Charushin V. N.
Заглавие : HPLC separation of 2-aryloxycarboxylic acid enantiomers on chiral stationary phases
Место публикации : Russian chemical bulletin. - 2021. - Vol. 70, № 5. - С. 900-907
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The possibility for separating enantiomers of a number of practically significant 2-aryloxycarboxylic acids was studied by normal- and reversed-phase HPLC on popular chiral stationary phases. The best separation parameters were achieved on the chiral phases with the polysaccharide base Chiralcel OD-H and Chiralpack AD under the normal-phase HPLC conditions. The (S)- and (R)-enantiomers of 2-(1-naphthyloxy)- and 2-(2-iodophenoxy)propionic acids with enantiomeric excess ee 99% were isolated using preparative chiral HPLC.
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5.

Вид документа : Статья из журнала
Шифр издания : 54/E 54
Автор(ы) : Chulakov E.N., Gruzdev D.A., Levit G. L., Kudryavtsev K. V., Krasnov V. P.
Заглавие : Enantiomers of all-cis-5-(4-bromophenyl)-4-tert-butoxycarbonyl-2-methoxycarbonylpyrrolidine: preparative HPLC separation and acylative kinetic resolution of the racemate
Место публикации : Tetrahedron: Asymmetry . - 2012. - Vol.23. - С. 1683-1688
Примечания : Bibliogr.: p. 1687-1688 (15 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): enantiomers --hplc--racemates
Аннотация: The fundamental possibility of acylative kinetic resolution of racemic heterocyclic amines was demonstrated by the example of all-cis-5-(4-bromophenyl)-4-tert-butoxycarbonyl-2-methoxycarbonylpyrrolidine. Individual enantiomers (ee 99%) were obtained in high yields via preparative chiral HPLC
\\\\expert2\\NBO\\Tetrahedron Asymmetry\\2012, v. 23, p.1683.pdf
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6.

Вид документа :
Шифр издания : 54/S 98
Автор(ы) : Ivanova A. E., Khudina O. G., Burgart Ya. V., Saloutin V. I., Kravchenko M. A.
Заглавие : Synthesis of polyfluoroalkyl-containing 1-(4-acetoxybutyl)- and 1-(4-hydroxybutyl)pyrazoles and their tuberculostatic activity
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №11. - С. 2396-2400
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): synthesis--pyrazoles--tuberculostatic activity
Аннотация: Alkylation of polyfluoroalkyl-containing pyrazoles with 4-bromobutyl acetate in acetone in the presence of potassium carbonate leads to a mixture of isomeric 1-(4-acetoxybutyl)-3-fluoroalkyl- and 1-(4-acetoxybutyl)-5-fluoroalkylpyrazoles, which in a number of cases were successfully separated by HPLC. Deacylation in acidic medium with gaseous hydrogen chloride and in basic medium with gaseous ammonia leads to 1-(4-hydroxybutyl)pyrazoles, which manifest moderate tuberculostatic activity
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (11), 2396-2400.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : 54/A 90
Автор(ы) : Belykh D.V., Buravlev E. V., Slepukhin P. A., Kuchin A. V.
Заглавие : Atropoisomerism of 13-N,N-dimethylamide-15,17-dimethyl ester of chlorin e6 from the data of X-ray, 1H NMR, and HPLC [Electronic resource]
Место публикации : Russian Journal of General Chemistry. - 2010. - Vol. 80, № 11. - С. 2382-2386
Систем. требования: http://www.springerlink.com/content/95g3637738830314/fulltext.pdf
Примечания : Bibliogr. : p. 2386 (9 ref.). - 17.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Atropoisomerism of tertiary 13-amides of chlorin e 6 was studied by the methods of X-ray analysis, 1H NMR spectroscopy, and high performance liquid chromatography on the example of 13-N,N-dimethylamide-15,17-dimethyl ester of chlorin e 6. The spatial structure of the major and minor atropoisomers was established. The possibility of reversible interconversion of the atropoisomers of the studied compound in solution was shown
\\\\Expert2\\nbo\\Russian Journal of General Chemistry\\2010, V. 80, N 11, p.2382-2386.pdf
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8.

Вид документа : Статья из сборника (однотомник)
Шифр издания : 54/S 48
Автор(ы) : Demin A. M., Grishakov A. N., Levit G. L., Ol'shevskaya V. A., Kalinin V. N., Krasnov V. P.
Заглавие : Separation of racemic 1-substituted 3-amino-1,2-dicarba-closo-dodecarboranes by chiral HPLC : доклад, тезисы доклада
Место публикации : EuroBoron 5, Edinburgh, UK, 29 august - 2 september 2010, Heriot-Watt University : abstr. . - Edinburgh, UK , 2010. - С. 85 (FP7)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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9.

Вид документа : Статья из журнала
Шифр издания : 54/D 47
Автор(ы) : Krasnov V. P., Demin A. M., Levit G. L., Sadretdinova L. Sh., Grishakov A. N., Charushin V. N.
Заглавие : Determination of enantiomeric purity of 1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes by HPLC on chiral stationary phases [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 12. - С. 2535-2539
Систем. требования: http://www.springerlink.com/content/6651h166j3x3t698/fulltext.pdf
Примечания : 26.10.2011
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A determination of enantiomeric purity of 1-substituted (Me, Ph, and Pri) 3-amino-1,2dicarba-closo-dodecaboranes by HPLC on chiral Chiralcel OD-H and Chiralpac AD stationary phases involving preliminary phthaloylation of 3-aminocarboranes has been suggested as a general method
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (12), 2535.pdf
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10.

Вид документа : Статья из журнала
Шифр издания : 54/S 83
Автор(ы) : Verbitskiy E. V., Rusinov G. L., Slepukhin P. A., Grishakov A. N., Ezhikova M. A., Kodess M. I., Charushin V. N.
Заглавие : Stereochemical features of addition of O- and C-nucleophiles to 5-(Het)aryl-2,3-dicyano-1-ethylpyrazinium salts [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2008. - Vol. 44, № 2. - С. 302-310
Систем. требования: http://www.springerlink.com/content/g1140h3048v07557/fulltext.pdf
Примечания : 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Stable delta(H)-adducts of O- and C-nucleophiles were obtained with cations of 5-(het)aryl-2,3-dicyano-1-ethylpyrazinium, and their structure was investigated by X-ray diffraction analysis. Analytical separation was performed of 1,2-dihydropyrazines into individual enantiomers by means of HPLC on columns with chiral sorbents
\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2008, 44 (2), 302.pdf
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11.

Вид документа : Статья из сборника (однотомник)
Шифр издания : 54/D 47
Автор(ы) : Demin A. M., Levit G. L., Grishakov A. N., Sadretdinova L. Sh., Ol'shevskaya V. A., Kalinin V. N., Krasnov V. P.
Заглавие : Determination of enantiomeric purity of 1-substituted 3-amino-1,2-dicarba-closo-dodecarboranes by HPLC on chiral stationary phases : доклад, тезисы доклада
Место публикации : Euroboron 4, Bremen, Germany, 2-6 Sept. 2007 : abstr. . - Bremen, Germany, 2007. - С. 128 (47PO)
Примечания : Bibliogr. : p. 128 (2 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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12.

Вид документа : Статья из журнала
Шифр издания : 54/E 27
Автор(ы) : Krasnov V. P., Levit G. L., Bukrina I. M., Demin A. M., Chupakhin O. N., Ji Uk Yoo
Заглавие : Efficient large (ca. 40 g) laboratory scale preparation of (S)- and (R)-valine tert-butyl esters
Место публикации : Tetrahedron: Asymmetry . - 2002. - Vol. 13, № 17. - С. 1911-1914
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A large laboratory scale (ca. 40 g) method for the preparation of enantiomerically pure (S)- and (R)-valine tert-butyl esters has been developed. The method involves three steps: preparation of N-TFA-valines, preparation of valine tert-butyl esters using 2-methylpropene in dioxane in the presence of sulfuric acid, and isolation of the target compounds as the acetate derivative. The overall yield is up to 70% relative to the starting valine, ee being more than 98% (by HPLC)????
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13.

Вид документа : Статья из журнала
Шифр издания : 54/N 91
Автор(ы) : Krasnov V. P., Koroleva M. A., Evstigneeva N. G., Nizova I. A.
Заглавие : Nucleophilic-substitution of halogen in 4-halogenated derivatives of glutamic-acid. 2. Structural effects of arylamine as nucleophile [Electronic resource]
Место публикации : Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 1995. - Vol. 44, № 4. - С. 635-638
Систем. требования: http://www.springerlink.com/content/r47174047415j4r5/fulltext.pdf
Примечания : 27.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Kinetics of nucleophilic substitution of halogen in diastereomeric dimethyl 4-bromo- and 4-iodoglutamates with ortho-, meta-, and para-substituted anilines was studied by HPLC. The threo-diastereomers of the halogenated derivatives react 3-5 times faster than the erythro ones. The structure of the transition state is discussed.
\\\\Expert2\\nbo\\Russian Chemical Bulletin\\1995, 44 (4), 635.pdf
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