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Документ 1-Alkoxyamino-4-dimethylaminopyridinium derivatives as new representatives of O–N–N⁺ geminal systems and their structure(Elsevier Inc., 2012) Shtamburg, V. G.; Tsygankov, A. V.; Shishkin, O. V.; Zubatyuk, R. I.; Shtamburg, V. V.; Gerasimenko, M. V.; Mazepa, A. V.; Kostyanovsky, R. G.Документ Alcoholysis of N-acetoxy-N-alkoxycarbamates. Synthesis of NH-N,N-dialkoxyamines from N,N-dialkoxycarbamates(Deuton-X Ltd., 2014) Shtamburg, V. G.; Anishchenko, A. A.; Shtamburg, V. V.; Tsygankov, A. V.; Kostyanovsky, R. G.The alcoholysis of N-acetoxy-N-alkoxycarbamates by methanol or ethanol at 20 – 40 °C yields N,N-dialkoxycarbamates and acetic acid. At the lower temperature the competitive formation of N,N’-bis(alkoxycarbonyl)-N,N’-bis(alkoxy)hydrazines can occur. The alkaline hydrolysis of N,N-dialkoxycarbamates yields NH-N,N-dialkoxyamines.Документ Application of Doebner-type aminoazole based heterocycle acides in Ugi 4CR(Ekskluziv Publ., 2018) Murlykina, M. M.; Kolomiets, O. V.; Sakhno, Y. I.; Tsygankov, A. V.; Chebanov, V. A.Документ Azomethines based on ethyl 3,5-dimethyl-4-formyl-1h-pyrrole-2-carboxylate and their biological activity(Національний технічний університет "Харківський політехнічний інститут", 2022) Mikhedkina, О. I.; Ananyeva, V. V.; Sakhno, Y. I.; Melnik, I. I.; Vereshchak, V. O.; Tsygankov, A. V.; Chebanov, V. A.Документ Chemistry(National Technical University "Kharkov Polytechnic Institute", 2018) Bykova, A. S.; Tsygankov, A. V.; Posokhov, Ye. O.The book presents the material for the study of fundamental discipline "Chemistry" in the undergraduate course. The manual provides concise theoretical material and includes many laboratory works. For the students of specialty "Oil, gas and condensate" and specialty "Management and administration of companies, trade and exchange activities". The book can be used during training of foreign students.Документ Chiral ureas with two electronegative substituents at 1-N: An unusual case of coexisting pyramidal and almost planar 1-N atoms in the same crystal(Wiley‐Liss, Inc., 2009) Shishkin, O. V.; Shtamburg, V. G.; Zubatyuk, R. I.; Olefir, D. A.; Tsygankov, A. V.; Prosyanik, A. V.; Mazepa, A. V.; Kostyanovsky, R. G.XRD studies of structure of N‐acetoxy‐N‐methoxyurea and N,N‐bis(methoxycarbonyl)‐N‐methoxyimide have revealed that in N‐methoxy‐N‐X‐ureas (X = OAc, Cl, OMe, N+C5H5) the additional shortening of N–OMe bond took place, which arising from an nO(Me)‐σ*N–X anomeric orbital interaction. XRD studies of N‐chloro‐N‐ethoxyurea crystal have revealed the presence of two kinds of anomeric nitrogen configuration in the O–N–Cl group in the form of a pyramidal configuration and a planar configuration for same 1‐N nitrogen atom. XRD studies of N‐4‐chlorobenzoyloxy‐N‐ethoxyurea have revealed that the degree of pyramidality of the 1‐N nitrogen in N‐aroyloxy‐N‐alkoxyureas is tuned by orientation of benzoyl group with respect to the N–O bond, which in turn depends of size of N‐alkoxy group.Документ Controlled doebner-, groebke- and ugi-type multicomponent reactions involving aminoazoles with further in vitro antibacterial and antiviral activity evaluation studies of the reaction products(Heinrich Heine Universität Düsseldorf, 2018) Murlykina, M. V.; Kornet, M. M.; Van der Eycken, E. V.; Schols, Dominique; Tsygankov, A. V.; Chebanov, V. A.Документ Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction(BioMed Central, United Kingdom, 2019) Murlykina, M. M.; Kolomiets, O. V.; Kornet, M. M.; Sakhno, Y. I.; Desenko, S. M.; Dyakonenko, V. V.; Shishkina, S. V.; Brazhko, O. A.; Musatov, V. I.; Tsygankov, A. V.; Van der Eycken, E. V.; Chebanov, V. A.Substituted 1H-pyrazolo[3,4-b]pyridine-4- and 1H-pyrazolo[3,4-b]pyridine-6-carboxamides have been synthetized through a Doebner–Ugi multicomponent reaction sequence in a convergent and versatile manner using diversity generation strategies: combination of two multicomponent reactions and conditions-based divergence strategy. The target products contain as pharmacophores pyrazolopyridine and peptidomimetic moieties with four points of diversity introduced from readily available starting materials including scaffold diversity. A small focused compound library of 23 Ugi products was created and screened for antibacterial activity.Документ Geminal systems 64.*N-Alkoxy-N-chloroureas and N,N-dialkoxyureas(Springer and Business Media, Inc., 2015) Shtamburg, V. G.; Kostyanovsky, R. G.; Tsygankov, A. V.; Shtamburg, V. V.; Shishkin, O. V.; Zubatyuk, R. I.; Mazepa, A. V.; Kravchenko, S. V.Molecular and crystal structures of N-alkoxy-N-chloroureas and N,N-dialkoxyureas were studied together with those of N-alkoxyureas as reference compounds. N-Alkoxy-N-chloroureas were found to have an elongated N—Cl bond and a shortened N—O(Alk) bond due to the nO(Alk)*N—Cl anomeric effect. Alcoholysis of N-alkoxy-N-chloro derivatives of urea, N´-arylureas, and carbamates in the presence of silver trifluoroacetate leads to sterically hindered N,N-dialkoxyureas, N,N-dialkoxy-N´-arylureas, and N,N-dialkoxycarbamates, respectively.Документ Justification of complex sweetener in composition of dental gel based on extracts from plant raw materials(Національний технічний університет "Харківський політехнічний інститут", 2020) Ananieva, Valeriia Victorivna; Petrov, S. O.; Tsygankov, A. V.Документ Methanolysis of N-acetoxy-N-n-propyloxy-N’,N’-dimethylurea in different conditions(Deuton-X Ltd., 2014) Shtamburg, V. G.; Tsygankov, A. V.; Shtamburg, V. V.; Anishchenko, A. A.; Mazepa, A. V.; Kostyanovsky, R. G.The methanolysis of N-acetoxy-N-n-propyloxy-N’,N’-dimethylurea in the presence of strong acids at room temperatures or in the boiling methanol yields N,N-dimethoxy-N’,N’-dimethylurea as final product. Primarily the nucleophilic substitution acetoxy group at nitrogen on methoxy group arises. At second stage the transesterification of N,N-dialkoxyamino group of formed N-methoxy-N-n-propyloxy-N’,N’-dimethylurea take place.Документ N,N-Dimethoxy-N-tert-alkylamines: new synthesis methods and the crystal structure of the precursor(Elsevier Inc., 2006) Shtamburg, V. G.; Tsygankov, A. V.; Klots, E. A.; Fedyanin, I. V.; Lyssenko, K. A.; Kostyanovsky, R. G.Under the methanolysis of N-methoxy-N-(1-pyridinium)amines salts 1a–c, nucleophilic substitution occurs at the nitrogen atom to form N,N-dimethoxyamines 2a,b; the crystal structure of precursor 1c has been studied.Документ N-Chloro-N-alkoxyureas: synthesis, structure and properties(Elsevier Inc., 2006) Shtamburg, V. G.; Shishkin, O. V.; Zubatyuk, R. I.; Kravchenko, S. V.; Tsygankov, A. V.; Mazepa, A. V.; Klots, E. A.; Kostyanovsky, R. G.The XRD studies of N-chloro-N-alkoxyureas 1, 2 have revealed the high pyramidality of the amide nitrogen in the O–N–Cl group caused by nO–s*N–Cl anomeric effect, the other sequence of this effect is anionic lability of the chlorine atom; nucleophilic substitution at the nitrogen depends on the N'-substitutent nature: chlorine atoms in ureas 1 and 5 are replaced by outer nucleophile whereas, under the same conditions, ureas 2–4 undergo cyclization into 1-alkoxybenzimidazolin-2-ones 10–12.Документ New approach to N,N-dialkoxy-N'-arylureas and N,N-dialkoxycarbamates(Elsevier Inc., 2011) Shtamburg, V. G.; Tsygankov, A. V.; Gerasimenko, M. V.; Shishkin, O. V.; Zubatyuk, R. I.; Mazepa, A. V.; Kostyanovsky, R. G.Methanolysis of N-chloro-N-alkoxy-N'-arylureas in the presence of silver trifluoroacetate gives the corresponding N,N-dialkoxy-N'‑arylureas, whereas N-chloro-N-alkoxycarbamates react with alcohols in the presence of silver trifluoroacetate to afford N,N-dialkoxycarbamates.Документ Post-cyclization of Uga bisamides based on pyrolyl-β-chlorovinylaldehyde(Національний технічний університет "Харківський політехнічний інститут", 2022) Ananeva, V. V.; Vereshchak, V. A.; Mikhedkina, E. I.; Melnik, I. I.; Larina, A. I.; Tsygankov, A. V.; Chebanov, V. A.Документ The properties and structure of N-chloro-N-methoxy-4-nitrobenzamide(Elsevier Inc., 2012) Shtamburg, V. G.; Tsygankov, A. V.; Shishkin, O. V.; Zubatyuk, R. I.; Uspensky, B. V.; Shtamburg, V. V.; Mazepa, A. V.; Kostyanovsky, R. G.The XRD study of N-chloro-N-methoxy-4-nitrobenzamide revealed the high pyramidality degree of its amide nitrogen atom in O–N–Cl moiety. N-Chloro-N-methoxy-4-nitrobenzamide reacts with AcONa in MeCN selectively forming N-acetoxy-N-methoxy-4-nitrobenzamide, whereas its methanolysis in the presence of AcONa yields N,N' bis(4-nitrobenzoyl)-N,N'-dimethoxyhydrazine.Документ Pyramidal amide nitrogen in N-acyloxy-N-alkoxyureas and N-acyloxy-N-alkoxycarbamates(Elsevier Inc., 2006) Shishkin, O. V.; Zubatyuk, R. I.; Shtamburg, V. G.; Tsygankov, A. V.; Klots, E. A.; Mazepa, A. V.; Kostyanovsky, R. G.The XRD studies of N-acyloxy-N-alkoxyamides 1, 2 have revealed a highly pyramidal configuration of amide nitrogen in the O–N–O group.Документ Reactions of p-Nitrophenyloxirane with Amines Containing Fragments with Bicyclic Skeleton(Pleiades Publishing, 2002) Kas'yan, A. O.; Golodaeva, E. A.; Tsygankov, A. V.; Kas'yan, L. I.Reactions of p-nitrophenyloxirane with amines containing fragments with bicyclic skeleton of norbornene, norbornane, epoxynorbornane (stereoisomeric exo- and endo-5-aminomethylbicyclo[2.2.1]hept-2-enes, N-benzyl-endo-5-aminomethylbicyclo[2.2.1]hept-2-ene, endo-5-(2-aminoethyl)bicyclo[2.2.1]hept-2-ene, stereoisomeric exo- and endo-2-aminomethylbicyclo[2.2.1]heptanes, 2-(1-aminoethyl)bicyclo[2.2.1]-heptane, exo-5-aminomethyl-exo-2,3-epoxybicyclo[2.2.1]heptane) were investigated. The aminolysis of pnitrophenyloxirane occurred regioselectively according to Krasusky rule as was proved by 1H and 13C NMR data. As shown by 1H and 13C NMR spectroscopy the oxyalkylation product obtained from N-benzyl-endo-5-aminomethylbicyclo[2.2.1]hept-2-ene was composed of two diastereomers originating from the presence of a chiral nitrogen atom in the rear part of the rigid bicyclic skeleton. New products of amino groups transformation in the molecules of hydroxyamines were obtained by reaction with p-methylbenzoyl chloride and p-nitrophenylsulfonyl chloride. Regioselectivity of the attack of electrophilic reagents on the nitrogen in the hydroxyamines was confirmed by IR and 1H NMR spectra of the products. The data on pharmacological activity tests of N-2-hydroxyethyl(p-nitrophenyl)-5-aminomethylbicyclo[2.2.1]hept-2-ene are reported.Документ A study of cell membranes in nasal epithelial cells from patients with chronic rhinosinusitis with nasal polyps by means of a fluorescent probe(2019) Onishchenko, A. I.; Tkachenko, A. S.; Nakonechna, O. A.; Korniyenko, Y. M.; Ryshchenko, I. M.; Tsygankov, A. V.; Posokhov, Ye. O.Aim. To assess the state of membranes in nasal epithelial cells obtained from the patients with chronic rhinosinusitis with nasal polyps (CRSwNP) with the help of the fluorescent probe 2-(2ʹ-ОН-phenyl)-5-phenyl-1,3-oxazole. Methods. The state of membrane phospholipid bilayer in suspensions of nasal epithelial cells isolated from ten patients with CRSwNP was evaluated using the fluorescent probe 2-(2ʹ-ОН-phenyl)-5-phenyl-1,3-oxazole that reacts on the physico-chemical properties of its microenvironment. Changes in fluorescence spectra were determined using a Thermo Scientific Lumina fluorescence spectrometer (Thermo Fisher Scientific) 1 hour after the addition of the probe to nasal epithelial cell suspensions. Results. CRSwNP was found to be associated with a higher rate of nasal epithelial cell membrane hydration in the region of phospholipid glycerol moiety, carbonyl groups and aliphatic chains of fatty acids attached to the carbonyl groups. Conclusion. Our findings suggest that CRSwNP is accompanied by the elevated hydration rate of the most polar region, namely polar heads of phospholipids of nasal epithelial cell membranes.Документ A study of enterocyte membranes during activation of apoptotic processes in chronic carrageenan-induced gastroenterocolitis(Medical Association of Zenica-Doboj Canton, 2018) Tkachenko, A. S.; Marakushyn, Dmytro; Kalashnyk, Iuliia; Korniyenko, Yevgen; Onishchenko, Anatolii; Gorbach, Tatyana; Nakonechna, Oksana; Posokhov, Ye. O.; Tsygankov, A. V.Aim. To investigate the lipid membranes of rat enterocytes in chronic carrageenan-induced gastroenterocolitis accompanied by the activation of apoptotic processes. Methods. Steady-state fluorescence spectroscopy: a study by fluorescent probes – by ortho-hydroxy derivatives of 2,5-diaryl-1,3-oxazole. Activity of apoptosis signal-regulating kinase 1 and poly (ADP-ribose) polymerase in small intestinal homogenates, blood serum levels of matrix metalloproteinase-2 and caspase-3 and the level of DNA fragmentation in small intestinal homogenates were determined. Results. Biochemical analysis revealed that an activation of apoptotic processes occurred in the intestinal epithelium of rats during chronic carrageenan-induced gastroenterocolitis. The fluorescence probes showed that activation of apoptotic processes in carrageenan-induced gastroenterocolitis was accompanied by changes in polar regions of rat enterocyte membranes, while no changes were revealed in more hydrophobic regions of the membranes. Conclusion. The increase in hydration of membranes was attributed to the activation of the apoptosis of enterocytes. It has been shown that a fluorescent probe (2-(2′-hydroxyphenyl)-5-phenyl-1,3-oxazole) can be used for the detection of apoptosis of enterocytes.