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Каталог книг и продолжающихся изданий
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Каталог препринтов УрО РАН (1975 г. - )
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Публикации об УрО РАН
Изобретения уральских ученых
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Нанотехнологии
Демидовские премии
Гибель династии Романовых
История Урала
Личная библиотека С. В. Вонсовского
Книжная коллекция Шубиных
Труды Института высокотемпературной электрохимии УрО РАН
Труды Института истории и археологии УрО РАН
Труды сотрудников Института горного дела УрО РАН
Труды сотрудников Института органического синтеза УрО РАН
Труды сотрудников Института теплофизики УрО РАН
Труды сотрудников Института химии твердого тела УрО РАН
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Труды сотрудников ЦНБ УрО РАН
Публикации Черешнева В.А.
Публикации Чарушина В.Н.
Каталог библиотеки ИЭРиЖ УрО РАН
Электронная энциклопедия «Дискурсология»
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1.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Fatykhov R. F., Khalymbadzha I. A., Sharapov A. D., Potapova A. P., Starnovskaya E. S., Kopchuk D. S., Chupakhin O. N.
Заглавие : Expedient synthesis of 1,2,4-triazinyl substituted benzo[c]coumarins via double oxidation strategy
Место публикации : Chimica Techno Acta. - 2023. - Vol. 10, № 2. - С. 202310205
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): coumarin--1,2,4-triazine--nucleophilic substitution of hydrogen
Аннотация: Herein, we report a convenient one-pot synthesis of 1,2,4-triazinyl derivatives of benzocoumarins. The proposed approach consists of the nucleophilic addition of tetrahydrobenzo annulated dimethoxycoumarin to 1,2,4-triazines followed by double oxidation of both dihydrotriazine and tetrahydrobenzo groups with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The nucleophilic addition of the dimethoxycoumarin to 1,2,4-triazines was carried out in the presence of three-fold excess of methanesulfonic acid in DCM at room temperature. It takes place between positions 8 and 5 of coumarin and 1,2,4-triazine, respectively. The double oxidation step was carried out with 3.6 equivalent of DDQ. Selective oxidation of dihydrotriazine moiety, without affecting the tetrahydrobenzo fragment, was achieved using 1.2 equivalent of tetrachlorobenzoquinone (TCQ). The differences in the oxidation with TCQ and DDQ appear to be related to the higher oxidative potential of DDQ in contrast to TCQ. The advantages of the method are the elimination of the use of transition metals, the availability of starting materials, and the simplicity of the procedure. The proposed approach provides a two-step one-pot protocol for the synthesis of triazinyl benzocoumarins, precursors for the preparation of push-pull pyridinyl chromophore.
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2.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Al-Ithawi W. K. A., Khasanov A. F., Valieva M. I., Baklykov A. V., Chistyakov K. A., Ladin E. D., Kovalev I. S., Nikonov I. L., Kim G. A., Platonov V. A., Kopchuk D. S., Wang Z., Zyryanov G. V.
Заглавие : (Mechano)synthesis of azomethine- and terpyridine-linked diketopyrrolopyrrole-based polymers
Место публикации : Chimica Techno Acta. - 2023. - Vol. 10, № 2. - С. 202310204
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): diketopyrrolopyrrole-based polymers--pd-catalyzed synthesis--mechanosynthesis
Аннотация: Three efficient synthetic approaches towards new azomethine- and terpyridine-containing 2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (diketopyrrolopyrrole, DPP) based polymers, such as P1 and P2, are reported. The first approach involves the Pd-catalyzed synthesis via two- or three-component Suzuki or Stille cross-coupling reaction in solution. The second approach involves Pd-catalyzed Suzuki cross-coupling reaction under ballmilling conditions. And, finally, the third approach involves Pd-free condensation reaction under ball-milling conditions. The newly obtained polymers exhibited absorbance around 700 nm and emission around 900 nm, and, thus, these polymers are considered to be NIR-fluorophores.
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3.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Volobueva A. S., Zarubaev V. V., Fedorchenko T. G., Lipunova G. N., Tungusov V. N., Chupakhin O. N.
Заглавие : Antiviral properties of verdazyls and leucoverdazyls and their activity against group b enteroviruses
Место публикации : Russian journal of infection and immunity. - 2023. - Vol. 13, № 1. - С. 107-118
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): enteroviruses--enteroviral infection--coxsackievirus
Аннотация: Enteroviruses are non-enveloped viruses of Enterovirus genus, Picornaviridae family, causing a variety of human diseases: from acute respiratory and intestinal infections to more severe pathologies including poliomyelitis, encephalitis, myocarditis, pancreatitis. Currently, no approved direct-acting antiviral drugs for treatment of enterovirus infections exists, whereas vaccination is available only for prevention of poliomyelitis and enterovirus 71 infection. Therefore, it is promising to conduct a search for inhibitors of enteroviruses life cycle in drug development to treat enterovirus infections. Here, antiviral properties of stable free radicals, verdazyls, and their precursors, leucoverdazyls, were investigated. It has been shown that leucoverdazyls vs verdazyls increased the survival of permissive cell culture infected with coxsackievirus. The activity range of the lead leucoverdazyl against RNA-containing and DNA-containing human viruses (in the viral yield reduction assay) and its proposed mechanism of action (time of addition assay) was studied. The lead compound suppressed reproduction of group B enteroviruses in vitro, with modest activity against influenza A virus and no activity against herpes virus type 1 and adenovirus type 5. The maximum decrease in viral titers was observed upon its addition to infected cells during early and middle stages of the virus life cycle. Thus, we concluded that the studied compound has a pronounced inhibitory activity against group B enteroviruses not belonging to the class of capsid binder inhibitors, without virucidal properties. Previously, we described antioxidant properties of leucoverdazyls. It is known that many viral infections are accompanied by production of reactive oxygen species and oxidative stress, and some compounds with antioxidant properties exhibit antiviral potential. Targeted chemical modifications of leucoverdazyls and further studies of leucoverdazyl mechanism of action as well as in vivo animal studies are needed. However, the results obtained may be useful for future development of new antiviral drugs to treat enteroviral infections.
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4.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Pershina A. G., Demin A. M., Perekucha N. A., Brikunova O. Y., Efimova L. V., Nevskaya K. V., Vakhrushev A. V., Zgoda V. G., Uimin M. A., Minin A. S., Malkeyeva D., Kiseleva E., Zima A. P., Krasnov V. P., Ogorodova L. M.
Заглавие : Peptide ligands on the PEGylated nanoparticle surface and human serum composition are key factors for the interaction between immune cells and nanoparticles
Место публикации : Colloids and Surfaces B: Biointerfaces. - 2023. - Vol. 221. - С. 112981
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The architecture of a nanoparticles' surface formed due to a modification with a ligand and protein corona formation in biofluids is critical for interactions with cells in vivo. Here we studied interactions of immune cells with magnetic nanoparticles (MNPs) covalently modified with polyethylene glycol (PEG) and their counterparts conjugated with peptides: a pH (low) insertion peptide (pHLIP) and cycloRGD as a targeting ligand in human serum. The conjugation of MNPs-PEG with pHLIP, but not with cycloRGD, enhanced the association of these particles with mononuclear phagocytic cells in vitro and in vivo. We did not find a clear difference in protein corona composition between the pHLIP-modified and parental PEGylated nanoparticles. Analysis of the effect of autologous human serum on MNP uptake by monocytes showed that the efficiency of endocytosis varies among healthy donors and depends on intrinsic properties of serum. Nevertheless, using classic blood, coagulation, biochemical tests, and anti-PEG IgG serum level, we failed to identify the cause of the observed interdonor variation. These individual differences should be taken into consideration during testing of nanotherapeutics.
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5.

Вид документа : Статья из сборника (однотомник)
Шифр издания :
Автор(ы) : Лосева Н. В., Эдилова, Юлия Олеговна, Салоутин, Виктор Иванович, Бажин, Денис Назарович, Абржина, Лариса Леонидовна
Заглавие : Синтез енаминокетонов на основе фторсодержащих алкоксиенонов
Место публикации : Система управления экологической безопасностью : сборник трудов XVII международной научно-практической конференции, посвященный различным теоретическим и практическим аспектам экологической безопасности. - Екатеринбург, 2023. - С. 237-243
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 1,3-Diketenes are promising polyfunctional building blocks that can be used to obtain complex aliphatic, aromatic, and heterocyclic structures. The presence of fluorinated carbon radicals in the alkoxyenone molecule significantly affects its properties and reactivity, which makes it possible to use these substances in the development of green chemistry and increases the environmental safety of synthesis processes.
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6.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Sharapov A. D., Fatykhov R. F., Khalymbadzha I. A., Kopchuk D. S., Nikonov I. L., Potapova A. P., Shtaitz Y. K., Slepukhin P. A.
Заглавие : Conjugates of 8-[2,2’-bipyridinyl]coumarins as potential chemosensors for Al3+, Cu2+, Cd2+, Zn2+ ions: synthesis and photophysical properties
Место публикации : Chimica Techno Acta. - 2023. - Vol. 10, № 4. - С. 202310417
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): chemosensors--coumarins--2,2’-bipyridines
Аннотация: In this work, we report the synthesis of novel coumarin-bipyridine conjugates using a sequence of C-C coupling reaction between 5,7-dimethoxycoumarins and 3-pyridyl-6-aryl-1,2,4-triazines followed by the Boger reaction with norbornandiene to obtain 8-[2,2'-bipyridyl]-5,7-dimethoxycoumarins. Photophysical properties were investigated for the obtained series of 8-[2,2'-bipyridyl]-5,7-dimethoxycoumarins: absorption and emission wavelength maxima are in the region of 212-296 and 401-410 nm, respectively; Stokes shifts are up to 116 nm, and fluorescence quantum yields are up to 15.0%. It was found that titrating the conjugates with Al3+, Zn2+, and Cd2+ ions results in an increase in the intensity of the emission maxima of the complexes, while the opposite effect was observed in the case of titration with Cu2+ ions. These findings suggest that the studied compounds may be considered as promising chemosensing materials. Finally, a positive solvatochromism of 8-[2,2'-bipyridyl]coumarins and their metal complexes was established. The experimental data are supported by mathematical calculations according to the Lippert-Matagaequation and Kosower diagram.
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7.

Вид документа :
Шифр издания :
Автор(ы) : Alqubelat R. S., Kuznetsova A. D., Antonov D. O., Mironov M. A.
Заглавие : Combination of fluorescent and spin labels: a powerful method for the optimization of hydrophilic membranes for the separation of oil-in-water emulsions
Место публикации : Chimica Techno Acta. - 2023. - Vol. 10, № 4. - С. 202310415
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): fluorescent label--spin label--oil-in-water emulsion
Аннотация: A new method for assessing the quality of fibre coating based on a combination of fluorescence microscopy and electron paramagnetic resonance is presented in this work. An influence of the carboxymethylcellulose/polyvinylamine gel preparation method on the mobility of the spin label was established. The mobility of the spin label changes from 3.5 ns in the case of a polyvinylamine solution to 12.8 ns in the case of a cross-linked gel on the surface of the glass fibre. A qualitative relationship was found between the mobility of the spin label in the gel applied to the glass fibre and the rate of spreading of crude oil over its surface. This method can be used to make membranes for the separation of water-in-oil emulsions.
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8.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Lavrinchenko I. A., Moseev T. D., Varaksin M. V., Zyryanov G. V., Taniya O. S., Tsmokalyuk A. N., Charushin V. N., Chupakhin O. N., Demidov O. P., Borovlev I. V.
Заглавие : A BF3-mediated C–H/C–Li coupling of 1,3,7-triazapyrene with 2-thienyllithium in the design of push–pull fluorophores and chemosensors for nitroaromatics
Место публикации : New Journal of Chemistry. - 2022. - Vol. 46, № 11. - С. 5121-5128
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Mono- and bis-2-thienyl-substituted 1,3,7-triazapyrenes have been synthesized for the first time via BF3-mediated C–H/C–Li coupling of 1,3,7-triazapyrene with 2-thienyllithium in 33 and 51% yields, respectively. The photophysical properties of these polycyclic azaaromatics have been studied, with emission in the range of 450–500 nm and fluorescence quantum yields of up to 99% in methanol solutions being revealed. The turn-off chemosensing properties of 2-thienyl-substituted 1,3,7-triazapyrenes for the selective detection of nitroaromatics have also been assessed; in particular, the quenching constants according to the Stern–Volmer model, the quenching sphere radius according to the Perrin model, the detection limit and the quenching efficiency have been determined. In particular, 6,8-bis-(thiopen-2-yl)-1,3,7-triazapyrene, characterized by 10 times the quenching constant and limit of detection (LOD) compared to the mono-substituted analog, can be considered as the most promising chemosensor for determining nitroaromatic compounds. DFT calculations confirm the presence of intramolecular charge transfer (ICT) effects in the case of the obtained fluorophores and clarify the quenching mechanism for nitroaromatics.
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9.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Rammohan A., Krinochkin A. P., Kopchuk D. S., Shtaitz Y. K., Kovalev I. S., Savchuk M. I., Zyryanov G. V., Rusinov V. L., Chupakhin O. N.
Заглавие : Conditions for the Synthesis of 4,5-Diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles by the Reaction of 1,2,4-Triazine-5-carbonitriles with 2-Aminooxazoles
Место публикации : Russian Journal of Organic Chemistry. - 2022. - Vol. 58, № 2. - С. 175-179
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Various conditions for the inverse electron-demand aza-Diels–Alder reaction in the series of 5-aryl-3-(2-pyridyl)-1,2,4-triazine-5-carbonitriles and 2-amino-4-aryloxazoles to obtain 4,5-diaryl-3-hydroxy-2,2'-bipyridine-6-carbonitriles were tested. Heating in 1,2-dichlorobenzene or under solvent-free conditions were found to be the most effective.
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10.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Deev S. L., Shestakova T. S., Shenkarev Z. O., Paramonov A. S., Khalymbadzha I. A., Eltsov O. S., Charushin V. N., Chupakhin O. N.
Заглавие : 15N chemical shifts and Jnn-couplings as diagnostic tools for determination of the azide-tetrazole equilibrium in tetrazoloazines
Место публикации : Journal of Organic Chemistry. - 2022. - Vol. 87, № 1. - С. 211–222
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Selectively 15N-labeled tetrazolo[1,5-b][1,2,4]triazines and tetrazolo[1,5-a]pyrimidines bearing one, two, or three 15N labels were synthesized. The synthesized compounds were studied by 1H, 13C, and 15N NMR spectroscopy in DMSO and TFA solutions, where the azide–tetrazole equilibrium can lead to the formation of two tetrazole (T, T′) isomers and one azide (A) isomer for each compound. Incorporation of the 15N-label(s) leads to the appearance of 15N–15N coupling constants (JNN), which can be easily measured via simple 1D 15N NMR spectra, even at natural abundance between labeled and unlabeled 15N atoms. The chemical shifts for the 15N nuclei in the azole moiety are very sensitive to the ring opening and azide formation, thus providing information about the azido–tetrazole equilibrium. At the same time, the 1–2JNN couplings between 15N-labeled atoms in the azole and azine fragments unambiguously determine the fusion type between tetrazole and azine rings in the cyclic isomers T and T′. Thus, combined analysis of 15N chemical shifts and JNN values in selectively isotope-enriched compounds provides an effective diagnostic tool for direct structural determination of tetrazole isomers and azide form in solution. This method was found to be the most simple and efficient way to study the azido–tetrazole equilibrium.
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