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Вид документа : Однотомное издание
Шифр издания : 54/C 47
Автор(ы) : Charushin V. N., Chupakhin O. N.
Заглавие : Metal Free C-H Functionalization of Aromatics. Nucleophilic Displacement of Hydrogen
Выходные данные : Б.м., 2014
Колич.характеристики :283 с
ISBN, Цена 1861-9282: Б.ц.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): aromatic compounds-- aromatic nucleophiles
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Вид документа : Однотомное издание
Шифр издания : 54/C 57
Автор(ы) : Chupakhin O. N., Charushin V. N., Henk C. van der Plas
Заглавие : Nucleophilic aromatic substitution of hydrogen : научное издание
Выходные данные : Б.м., 1994
Колич.характеристики :376p
Цена : Б.ц.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
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Вид документа : Статья из журнала
Шифр издания : 54/H 62
Автор(ы) : Verbitskiy E. V., Cheprakova E. M., Makarova N. I., Dorogan I. V., Metelitsa A. V., Minkin V. I., Slepukhin P. A., Svalova T. S., Ivanova A. V., Kozitsina A., Charushin V. N., Rusinov G. L., Chupakhin O. N.
Заглавие : Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties [Электронный ресурс]
Место публикации : European Journal of Organic Chemistry. - 2016. - Vol. 2016, № 7. - С. 1420-1428
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidine scaffold--perimidine systems--boronic acids
Аннотация: A convenient synthetic route to novel 7-substituted benzo[f]thieno[3,2-h]quinazoline and 8-substituted benzo[g,h]dithieno[2,3-e:3',2'-j]perimidine systems, bearing the fused pyrimidine ring, has been advanced. A com. available 5-bromopyrimidine was used as the starting material to obtain various polycyclic systems through the sequence of nucleophilic arom. substitution of hydrogen (the SNH reaction), Suzuki cross-coupling and oxidative photocyclization. Evidence for the structure of benzo[g,h]dithieno[2,3-e:3',2'-j]perimidines has been obtained by X-ray crystallog. anal. MO calcns. (DFT), as well as redox and optical measurements for all new compds. have been performed. The data show that the reported polycyclic systems have potential for use in org. electronic applications. The synthesis of the target compds. was achieved using 5-bromo-4-(2-thienyl)pyrimidine and (phenyl)boronic acids as starting materials.
\\\\expert2\\NBO\\European Journal of Organic Chemistry\\2016, № 7, p. 1420-1428.pdf
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Вид документа : Статья из журнала
Шифр издания : 54/A 10
Автор(ы) : Verbitskiy E. V., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : A new route towards dithienoquinazoline and benzo[f]thieno[3,2-h]quinazoline systems using Pd-catalyzed intramolecular cyclization under microwave irradiation [Электронный ресурс]
Место публикации : ARKIVOC. - 2016. - № 4. - С. 204-216
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 1.11.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidines --intramolecular cyclizations --fused ring systems--thienoacenes
Аннотация: A novel synthetic route to novel thienoacene systems bearing a fused pyrimidine ring is proposed. The commercially available 5-bromopyrimidine is used as the starting material to obtain various dithienoquinazoline and benzo[f]thieno[3,2-h] quinazoline systems through the Suzuki cross-coupling, nucleophilic aromatic substitution of hydrogen (the S-N(H) reaction), and finally palladium-catalyzed intramolecular cyclization under microwave irradiation. Redox properties of some of the new compounds have been investigated. The data obtained show that these systems have plausible potential for use in organic electronic applications.
\\\\expert2\\NBO\\ARKIVOC\\2016, p.204-216.pdf
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Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Verbitskiy E. V., Baskakova S. A., Kravchenko M. A., Skornyakov S. N., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Synthesis and evaluation of antitubercular activity of fluorinated 5-aryl-4-(hetero)aryl substituted pyrimidines [Электронный ресурс]
Место публикации : Bioorganic and Medicinal Chemistry. - 2016. - Vol. 24, № 16. - С. 3771-3780
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidine--antimycobacterial activity--tuberculosis
Аннотация: Various 5-(fluoroaryl)-4-(hetero)aryl substituted pyrimidines have been synthesized based on the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (S-N(H)) reactions starting from commercially available 5-bromopyrimidine and their antitubercular activity against Mycobacterium tuberculosis H(37)Rv has been explored. The outcome of the study disclose that, some of the compounds have showed promising activity in micromolar concentration against Mycobacterium tuberculosis H(37)Rv, Mycobacterium avium, Mycobacterium terrae, and multidrug-resistant strains isolated from tuberculosis patients in Ural region (Russia). The data concerning the 'structure-activity' relationship for fluorinated compounds have been discussed
\\\\expert2\\NBO\\Bioorganic and Medicinal Chemistry\\2016, V.24, N 16, p.3771-3780.pdf
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Вид документа : Статья из журнала
Шифр издания : 54/C 57
Автор(ы) : Chupakhin O. N., Charushin V. N.
Заглавие : Recent advances in the field of nucleophilic aromatic substitution of hydrogen [Электронный ресурс]
Место публикации : Tetrahedron Letters. - 2016. - Vol. 57, № 25. - С. 2665-2672
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): c-h functionalization --s-n(h) methodology--oxidative alkylamination
Аннотация: Recent advances in the filed of direct C-H functionalization of aromatics and heteroaromatics through nucleophilic displacement of hydrogen in an aromatic ring are discussed
\\\\expert2\\NBO\\Tetrahedron Letters\\2016, v. 57, p. 2665.pdf
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Вид документа : Статья из журнала
Шифр издания : 54/C 10
Автор(ы) : Gorbunov E. B., Rusinov G. L., Ulomskii E. N., Rusinov V. L., Charushin V. N., Chupakhin O. N.
Заглавие : C-H functionalization of triazolo[a]-annulated 8-azapurines [Электронный ресурс]
Место публикации : Tetrahedron Letters. - 2016. - Vol. 57, № 21. - С. 2303-2305
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): fused pyrimidines--c-h functionalization--8-azapurines
Аннотация: Direct C-H functionalization of triazolo[a]-annulated 8-azapurines with phenol ethers or thiophene has been performed using the oxidative nucleophilic displacement of a hydrogen on the pyrimidine ring, proceeding through the intermediacy of the corresponding sigma(H)-adducts.
\\\\expert2\\NBO\\Tetrahedron Letters\\2016, v. 57, p. 2303.pdf
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Вид документа : Статья из журнала
Шифр издания : 54/D 62
Автор(ы) : Kazin N. A., Kvashnin Yu. A., Irgashev R. A., Dehaen W., Rusinov G. L., Charushin V. N.
Заглавие : Direct arylalkenylation of furazano[3,4-b]pyrazines via a new C-H functionalization protocol [Электронный ресурс]
Место публикации : Tetrahedron Letters. - 2015. - Vol. 56, № 14. - С. 1865-1869
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 1869 (20 ref.). - 18.01.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): nucleophilic-substitution --derivatives --hydrogen
Аннотация: 6-Styryl-5-(het)arylfurazano[3,4-b]pyrazines have been obtained by novel C-H functionalization, which is a particular case of the nucleophilic substitution of hydrogen (S-N(H)). The process is initiated by the Michael addition of morpholine at the C=C double bond of beta-nitrostyrenes, and the subsequent addition of the generated carbanion to C-6 of 5-(het)arylfurazano[3,4-b]pyrazines, followed by elimination of nitrous acid and morpholine. It has been shown that in this case, only beta-nitrostyrenes bearing electron-rich substituents on the aromatic ring are involved in arylalkenylation of furazano[3,4-b]pyrazines
\\\\expert2\\nbo\\Tetrahedron Letters\\2015, v. 56, p. 1865.pdf
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Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Verbitskiy E. V., Schepochkin A. V., Makarova N. I., Dorogan I. V., Metelitsa A. V., Minkin V. I., Kozyukhin S., Emets V. V., Grinberg V., Chupakhin O. N., Rusinov G. L., Charushin V. N.
Заглавие : Synthesis, Photophysical and Redox Properties of the D-pi-A Type Pyrimidine Dyes Bearing the 9-Phenyl-9H-Carbazole Moiety [Электронный ресурс]
Место публикации : Journal of Fluorescence. - 2015. - Vol. 25, № 3. - С. 763-775
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 774-775 (51 ref.). - 18.01.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidines--carbazole--dye-sensitized solar cells
Аннотация: Novel donor-pi-acceptor dyes bearing the pyrimidine unit as an electron-withdrawing group have been synthesized by using combination of two processes, based on the microwave-assisted Suzuki cross-coupling reaction and nucleophilic aromatic substitution of hydrogen. Spectral properties of the obtained dyes in six aprotic solvents of various polarities have been studied by ultraviolet-visible and fluorescence spectroscopy. In contrast to the absorption spectra, fluorescence emission spectra displayed a strong dependence from their solvent polarities. The nature of the observed long wavelength maxima has been elucidated by means of quantum chemical calculations. The electrochemical properties of these dyes have been investigated by using cyclic voltammetry, while their photovoltaic performance was evaluated by a device fabrication study. The experimental and calculation data show that all of the dyes can be regarded as potentially good photosensitizers for dye-sensitized solar cells.
\\\\expert2\\nbo\\Journal of Fluorescence\\2015, v.25, p.763-775.pdf
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10.

Вид документа : Статья из журнала
Шифр издания : 54/A 23
Автор(ы) : Utepova I. A., Trestsova M. A., Chupakhin O. N., Charushin V. N., Rempel A. A.
Заглавие : Aerobic oxidative C-H/C-H coupling of azaaromatics with indoles and pyrroles in the presence of TiO2 as a photocatalyst [Электронный ресурс]
Место публикации : Green Chemistry. - 2015. - Vol. 17, № 8. - С. 4401-4410
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 4409-4410 (30 ref.). - 18.01.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): bond activation--inhibitors--hydrogen
Аннотация: In this paper we wish to report a highly selective and benign method for the double C-H/C-H coupling of azaaromatics with indoles or pyrrole in the presence of air oxygen/TiO2, as an effective photocatalytic oxidative system. It has been shown that this versatile approach can be applied for direct C-H functionalisation of a variety of azaaromatic systems, such as mono-, di- and triazines, substituted and unsubstituted azines and their benzo-annelated analogues.
\\\\expert2\\nbo\\Green Chemistry\\2015, v.17, N 8, p.4401-4410.pdf
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11.

Вид документа : Статья из журнала
Шифр издания : 54/O-72
Автор(ы) : Kovalev I. S., Kopchuk D. S., Zyryanov G. V., Rusinov V. L., Chupakhin O. N., Charushin V. N.
Заглавие : Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes [Электронный ресурс]
Место публикации : Russian Chemical Reviews. - 2015. - Vol. 84, № 12. - С. 1191-1225
Систем. требования: http://iopscience.iop.org/article/10.1070/RCR4462/pdf
Примечания : Bibliogr. : p. 1224-1225 (237 ref.). - 19.01.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): nucleophilic substitution--hydrogen--arenes and hetarenes
Аннотация: The review considers the most typical examples of the direct non-activated non-catalytic C–C bond formation in arenes and their metal complexes activated by electron-withdrawing substituents in the aromatic nucleus and in hetarenes (azines and their N-oxides, porphyrins, etc.) upon the reactions with aliphatic and (hetero)aromatic (hetero)organolithium nucleophiles. Particular attention is given to the direct introduction of nitroxide radicals and (hetero)organic moieties into mono-, di- and triazines and their N-oxides. The influence of the structures of the (hetero)aromatic substrate and the (hetero)organolithium nucleophile on the reaction pathway and rate and on the structure of the reaction product is analyzed.
\\\\expert2\\nbo\\Russian Chemical Reviews\\2015, V.84, N12, p. 1191-1225.pdf
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12.

Вид документа : Статья из журнала
Шифр издания : 54/P 49
Автор(ы) : Pestov A. V., Slepukhin P. A., Charushin V. N.
Заглавие : Copper and nickel chelate complexes with polydentate N,O-ligands: structure and magnetic properties of polynuclear complexes [Электронный ресурс]
Место публикации : Russian Chemical Reviews. - 2015. - Vol. 84, № 3. - С. 310-333
Систем. требования: http://apps.webofknowledge.com/
Примечания : Bibliogr. : p. 331-333(182 ref.). - 18.01.2016
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): hydrogen-bonded bridges --ray crystal-structure --schiff-base ligand
Аннотация: A comparative analysis of the structures of copper(II) and nickel(II) chelate complexes with N-substituted 2-aminoethanols, 3-aminopropan- 1 -ols, glycines and beta-alanines is performed. It is shown that tetradentate ligands based on 3-aminopropan- 1 -ol and P-alanine, sterically hindered 2-aminoethanol derivatives and tridentate enamino ketone derivatives tend to form oligonuclear copper(II) and nickel(II) complexes. Glycine derivatives do not provide the formation of oligonuclear copper(II) and nickel(II) complexes. The magnetic properties of a number of polynuclear complexes are compared.
\\\\expert2\\nbo\\Russian Chemical Reviews\\2015, V.84, N38, p. 310-333.pdf
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13.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Smyshliaeva L. A., Varaksin M. V., Fomina E. I., Medvedeva M. V., Svalova T. S., Kozitsina A. N., Charushin V. N., Chupakhin O. N., Demidov O. P., Borovlev I. V., Mensch C., Mampuys P., Maes B. U. W.
Заглавие : 1,3,7-triazapyrene-based ortho-carborane fluorophores: convenient synthesis, theoretical studies, and aggregation-induced emission properties
Место публикации : Organometallics. - 2021. - Vol. 40, № 16. - С. 2792-2807
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A convenient transition-metal-free approach, based on nucleophilic substitution of hydrogen (SNH), for consecutive regioselective C–H functionalization of 1,3,7-triazapyrene scaffolds with carboranyllithium and phenyllithium is reported. The theoretical calculations disclosed highlight key features in the regioselectivity and mechanism of the investigated SNH transformations. The novel 1,3,7-triazapyrene-based ortho-carboranes obtained have large potential in the field of molecular electronics as organic luminophores, which are characterized by the aggregation-induced emission and dual-emission effects.
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14.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Moseev T. D., Nikiforov E. A., Varaksin M. V., Charushin V. N., Chupakhin O. N.
Заглавие : Metal-free C-H/C-H coupling of 2 H-imidazole 1-oxides with polyphenols toward imidazole-linked polyphenolic compounds
Место публикации : Journal of Organic Chemistry. - 2021. - Vol. 86, № 19. - С. 13702–13710
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The methodology of nucleophilic substitution of hydrogen (SNH) was successfully applied as a convenient synthetic tool to afford azaheterocyclic derivatives of phenols of various architectures. A series of 26 novel imidazole-linked polyphenolic compounds were first prepared in 72–95% yields through the direct metal-free C–H/C–H coupling of polyphenols with 2H-imidazole 1-oxides. Comprehensive studies on the reaction condition optimization, scope, and limitations enabled the development of a straightforward method toward novel bifunctional derivatives bearing both phenolic and imidazole scaffolds of particular interest in the design of challenging molecules for versatile applications in medicinal chemistry and materials science.
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15.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Moseev T. D., Nikiforov E. A., Varaksin M. V., Starnovskaya E. S., Savchuk M. I., Nikonov I. L., Kopchuk D. S., Zyryanov G. V., Chupakhin O. N., Charushin V. N.
Заглавие : Novel pentafluorophenyl- and alkoxyphenyl-appended 2,2'-bipyridine push-pull fluorophores: a convenient synthesis and photophysical studies
Место публикации : Synthesis. - 2021. - Vol. 53, № 19. - С. 3597-3607
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 2,2′-bipyridines--1,2,4-triazines--polyfluoroarenes
Аннотация: A convenient method for the synthesis of new highly in non-polar solvents soluble photoactive pentafluorophenyl-substituted and extended alkoxyphenyl-substituted 2,2′-bipyridines is reported. The synthetic strategy for the preparation of such ligands involves a sequence of several structural transformations, such as O-alkylation, nucleophilic substitution of hydrogen (SN H) in 1,2,4-triazine precursors via the ‘addition–elimination’ scheme, and the subsequent conversion of the obtained 1,2,4-triazines into 2,2′-bipyridines by means of the aza-Diels–Alder reaction. The photophysical properties of the synthesized novel pentafluoroaryl-substituted 2,2′-bipyridines were comprehensively studied. The obtained photophysical data indicate the competitive advantages of the herein reported pentafluoroarylated push–pull fluorophores, bearing extended aliphatic moieties, over their analogues containing benzoxy or phenolic fragments in terms of improvement in quantum yield and well-pronounced positive solvatochromism confirmed by the mathematical analysis according to the Lippert–Mataga equation.
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16.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Taniya O. S., Fedotov V. V., Sadieva L. K., Krinochkin A. P., Kovalev I. S., Kopchuk D. S., Zyryanov G. V., Ulomsky E. N., Rusinov V. L., Charushin V. N., Novikov A. S., Liu Y.
Заглавие : Abnormal push-pull benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores in planarized intramolecular charge transfer (PLICT) state: Synthesis, photophysical studies and theoretical calculations
Место публикации : Dyes and Pigments. - 2022. - Vol. 204. - Ст.110405
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The combination of excellent luminescence with high solvent polarity effect and aggregation induced emission (AIE) is an ideal combination for creating fluorophores/probes with high microenvironmental sensitivity. However, many push-pull chromophores of the D−A type in common intramolecular charge transfer (ICT) state with a significant solvatochromic effect and AIE activity, have poor luminescent properties. Herein, to overcome this problem by using reactions of nucleophilic aromatic hydrogen substitution (SNH), we have designed a series of novel 4-heteroaryl-substituted 2-aryl-2H-benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores possessing a planarized intramolecular charge transfer (PLICT) state. All these fluorophores exhibited high luminescence quantum yields (up to 60%) and large Stokes shift values of up to 7459 cm−1. Among them, the fluorophore 4h was found to exhibit the most pronounced positive solvatochromic effect and the probe 4f exhibited the most pronounced aggregation induced emission characteristics. This AIE behavior was further confirmed by means of time-resolved fluorescence lifetime measurements as well as DFT-assisted geometry optimization studies. In the presence of trifluoroacetic acid (TFA) compound 4h exhibited a well-pronounced acidochromism via visible color change from yellow-green to orange which returned to the original yellow-green solution after the addition of triethylamine (TEA). The Stern-Volmer constant for the probe 4h towards TFA was 38 M−1. Finally, for the compounds 4f, g, h theoretical calculations in the ground and excited states in different solvents were carried out to confirm the PLICT process. Based on all above the herein reported PLICT fluorophores 4a-h can be successfully applied as biological probes and optical switches.
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17.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Moseev T. D., Lavrinchenko I. A., Varaksin M. V., Charushin V. N., Chupakhin O. N., Pobedinskaya D. Y., Demidov O. P., Borovlev I. V.
Заглавие : Meso-functionalization of calix[4]arene with 1,3,7-triazapyrene in the design of novel fluorophores with the dual target detection of Al3+ and Fe3+ cations
Место публикации : RSC Advances. - 2021. - Vol. 11, № 11. - С. 6407-6414
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A meso-functionalization strategy has successfully been applied to the synthesis of novel 1,3,7-triazapyrene derivatives of calixarenes. The key synthetic step in these transformations providing the direct C–C bond formation is nucleophilic substitution of hydrogen (SNH) in 1,3,7-triazapyrene. General photophysical characteristics for these macrocyclic compounds, as well as features in emission properties upon addition of various metal cations have been elaborated. Studies using NMR spectroscopy have also shown a mutual effect of both calix[4]arene and 1,3,7-triazapyrene moieties on the coordination process. The complex stoichiometry and binding constants for Al3+ and Fe3+ guests have been explored with titration experiments.
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18.

Вид документа : Статья из журнала
Шифр издания : Г/D 46
Автор(ы) : Gerasimova E. L., Gazizullina E. R., Borisova M. V., Igdisanova D. I., Nikiforov E. A., Moseev T. D., Varaksin M. V., Chupakhin O. N., Charushin V. N., Ivanova A. V.
Заглавие : Design and antioxidant properties of bifunctional 2H-imidazole-derived phenolic compounds-a new family of effective inhibitors for oxidative stress-associated destructive processes
Место публикации : Molecules. - 2021. - Vol. 26, № 21. - Ст.6534
ББК : Г
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 2h-imidazole--polyphenols--antioxidant capacity--antiradical capacity
Аннотация: The synthesis of inhibitors for oxidative stress-associated destructive processes based on 2H-imidazole-derived phenolic compounds affording the bifunctional 2H-imidazole-derived phenolic compounds in good-to-excellent yields was reported. In particular, a series of bifunctional organic molecules of the 5-aryl-2H-imidazole family of various architectures bearing both electron-donating and electron-withdrawing substituents in the aryl fragment along with the different arrangements of the hydroxy groups in the polyphenol moiety, namely derivatives of phloroglucinol, pyrogallol, hydroxyquinol, including previously unknown water-soluble molecules, were studied. The structural and antioxidant properties of these bifunctional 5-aryl-2H-imidazoles were comprehensively studied. The redox transformations of the synthesized compounds were carried out. The integrated approach based on single and mixed mechanisms of antioxidant action, namely the AOC, ARC, Folin, and DPPH assays, were applied to estimate antioxidant activities. The relationship “structure-antioxidant properties” was established for each of the antioxidant action mechanisms. The conjugation effect was shown to result in a decrease in the mobility of the hydrogen atom, thus complicating the process of electron transfer in nearly all cases. On the contrary, the conjugation in imidazolyl substituted phloroglucinols was found to enhance their activity through the hydrogen transfer mechanism. Imidazole-derived polyphenolic compounds bearing the most electron-withdrawing functionality, namely the nitro group, were established to possess the higher values for both antioxidant and antiradical capacities. It was demonstrated that in the case of phloroglucinol derivatives, the conjugation effect resulted in a significant increase in the antiradical capacity (ARC) for a whole family of the considered 2H-imidazole-derived phenolic compounds in comparison with the corresponding unsubstituted phenols. Particularly, conjugation of the polyphenolic subunit with 2,2-dimethyl-5-(4-nitrophenyl)-2H-imidazol-4-yl fragment was shown to increase ARC from 2.26 to 5.16 (104 mol-eq/L). This means that the considered family of compounds is capable of exhibiting an antioxidant activity via transferring a hydrogen atom, exceeding the activity of known natural polyphenolic compounds.
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19.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Charushin V. N., Titova Y. A., Milaeva E. R.
Заглавие : Chemical elements in medicine
Место публикации : Herald of the Russian academy of sciences. - 2020. - Vol. 90, № 2. - С. 229-238
Ключевые слова (''Своб.индексиров.''): beta-lactam antibiotics--boron neutron capture therapy--fluoroquinolones--heterocycles
Аннотация: A brief review of chemical elements, compounds from which find application in medicine, ranging from the commonly occurring organogenic elements (carbon, hydrogen, nitrogen, oxygen, sulfur, and phosphorus), composing the structure of proteins and nucleic acids of the cells of living organisms and determining the genetic transmission, to native rarely encountered organic fluorine compounds, synthetic derivatives of which have become firmly ingrained in the arsenal of modern pharmaceutical drugs, is given. Strong emphasis is put on metalloproteins, which play a significant role in the biochemistry of vitally essential processes, as well as metal compounds that are widely used in medicine. Of particular importance are the chemical elements and the isotopes, compounds of which are employed in nuclear medicine for diagnostics and treatment of a wide range of diseases, oncological and cardiovascular in particular.
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20.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Verbitskiy E. V., Baskakova S. A., Pervova M. G., Rusinov G. L., Chupakhin O. N., Charushin V. N., Gerasimova N. A., Evstigneeva N. P., Zil'berberg N. V., Kungurov N. V., Kravchenko M. A., Skornyakov S. N.
Заглавие : Synthesis and biological evaluation of novel 5-aryl-4-(5-nitrofuran-2-yl)-pyrimidines as potential anti-bacterial agents
Место публикации : Bioorganic and Medicinal Chemistry Letters. - 2017. - Vol. 27, № 13. - С. 3003-3006
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidine--nitrofuran--antigonorrheal--antimycobacterial--nucleophilic aromatic substitution of hydrogen
Аннотация: A facile two-step synthetic approach to fluorinated and non-fluorinated 5-aryl-4-(5-nitrofuran-2-yl)-pyrimidines from readily available 5-bromo-4-(furan-2-yl)pyrimidine has been developed. All synthesized compounds were screened in vitro for their antibacterial activities against twelve various bacterial strains. It is demonstrated that some of these compounds exhibited significant antibacterial activities against strains Neisseria gonorrhoeae and Staphylococcus aureus, comparable and even higher with that commercial drug Spectinomycin.
\\\\Expert2\\NBO\\Bioorganic and Medicinal Chemistry Letters\\2017 v.27 p.3003-3006.pdf
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