@knu.ua
Chemical Faculty
Taras Shevchenko National University of Kyiv
BS/MS of Science in Chemistry, Taras Shevchenko National University of Kyiv, 2001-2006
PhD, Taras Shevchenko National University of Kyiv, 2009
heterocycles
Scopus Publications
Scholar Citations
Scholar h-index
Scholar i10-index
E. K. Hlibov, N. V. Gorbulenko, V. S. Moskvina, O. V. Shablykina, T. V. Shokol, A. V. Kozytskyi, and V. P. Khilya
Springer Science and Business Media LLC
Artem S. Konovalenko, Oleh V. Shablykin, Olga V. Shablykina, Viktoriia S. Moskvina, Svitlana V. Shishkina, Andrii V. Kozytskiy, and Volodymyr S. Brovarets
Wiley
AbstractIsoquinolones and isoquinolines are crucial natural and synthetic heterocyclic compounds exhibiting a range of biological activities. A less explored strategy for the recyclization of isocoumarins to isoquinolones involves the transformation of 1H‐isochromen‐1‐ones with a carbonyl group at position 3 using primary amines. This study presents a straightforward one‐pot protocol for the recyclization of 3‐acetyl‐ and 3‐benzoylisocoumarins into their corresponding isoquinolone derivatives using structurally diverse primary amines. This provides versatile and scalable routes for accessing a variety of 2‐R‐isoquinolin‐1(2H)‐ones. Interestingly, the acyl group also reacted with the hydroxyl group of 2‐aminoethanol, leading to the simultaneous formation of 3,4‐dihydro[1,4]oxazino[4,3‐b]isoquinolin‐6(1H)‐ones alongside lactone recyclization. Moreover, the recyclization process was accompanied by more complex alternative cyclizations, including an oxidative‐reductive stage. For instance, the recyclization of isocoumarins with benzylamine resulted in the formation of isochromeno[3,4‐c]pyrroles, whereas with glycine derivatives, 1,2‐dihydro‐6H‐pyrazino[1,2‐b]isoquinolin‐3,6(4H)‐diones were obtained.
Igor V. Krasylov, Viktoriia S. Moskvina, and Volodymyr P. Khilya
Elsevier BV
Yehor S. Malets, Bohdan V. Vashchenko, Viktoriia S. Moskvina, Oleksandr V. Golovchenko, Volodymyr S. Brovarets, and Oleksandr O. Grygorenko
Springer Science and Business Media LLC
Kateryna V. Kukushkina, Viktoriia S. Moskvina, Olga V. Shablykina, and Volodymyr P. Khilya
Springer Science and Business Media LLC
Vladyslav S. Savchenko, Oleksandr V. Geraschenko, Pavlo V. Khodakivskyi, Tetiana V. Druzhenko, Viktoria S. Moskvina, Sergey V. Ryabukhin, and Dmitriy M. Volochnyuk
Springer Science and Business Media LLC
Oleksandr P. Demchuk, Bohdan V. Bobovskyi, Bohdan V. Vashchenko, Oleksandr V. Hryshchuk, Artem Skreminskyi, Anton V. Chernykh, Viktoriia S. Moskvina, Olga V. Hordiyenko, Dmitriy M. Volochnyuk, and Oleksandr O. Grygorenko
Wiley
Anton V. Chernykh, Oleksandr V. Kudryk, Oleksandr S. Olifir, Alexey V. Dobrydnev, Eduard Rusanov, Viktoriia S. Moskvina, Dmitriy M. Volochnyuk, and Oleksandr O. Grygorenko
American Chemical Society (ACS)
An efficient approach to the synthesis of previously unavailable or hardly accessible 1,2-difunctionalized cyclobutanes (mostly with NH2/NHBoc, OH, SH, or SO2F groups attached to the carbocycle either directly or via a CH2 unit) relying on the divergent strategy is described. This class of compounds provides sp3-enriched and conformationally restricted building blocks that are of special demand for medicinal chemistry. The target compounds were prepared not only as pure racemic (±)-cis- and (±)-trans-diastereomers but in some cases also as single enantiomers. The developed procedures are readily scaled up and allow obtaining the target compounds on an up to hundred-gram scale. On the basis of the results of 20 X-ray diffraction experiments, structural characterization of the 1,2-difunctionalized cyclobutane core was performed using the extended Cremer-Pople puckering parameters and exit vector (EVP) plots.
L.Ya. Shtanova, , S.P. Vesеlsky, P.I. Yanchuk, O.V. Tsymbalyuk, O.F. Moroz, E.M. Reshetnik, V.S. Moskvina, O.V. Shablykina, О.V. Kravchenko,et al.
National Academy of Sciences of Ukraine (Co. LTD Ukrinformnauka) (Publications)
Parkinson’s disease (PD) is a neurodegenerative condition for which the exact causes remain elusive, and no effective treatments currently exist. The pathogenesis of PD is believed to involve oxidative stress, mitochondrial dysfunction, and lipid metabolism disorders. A benzodiazepine derivative JM-20 has demonstrated protective effects on mitochondria in both neurons and peripheral tissues of rats with rotenoneinduced Parkinson’s syndrome (PS). This study aimed to analyze bile composition and assess the impact of a new benzodiazepine derivative, methanindiazenone, on lipid metabolism in the liver of rats subjected to the rotenone model of PS. The results indicated that, compared to the control group, bile concentration of phospholipids, cholesterol, cholesterol esters, and triglycerides decreased by 24.3, 26.2, 25.8, and 27.5%, respectively. With methanindiazenone treatment at doses of 0.5 and 1.0 mg/kg, all these metrics reverted to the control level. However, in the rotenone+methanindiazenone 2.0 mg/kg group, the levels of phospholipids, cholesterol, and cholesterol esters (except for triglycerides) surpassed the control values by 33, 28.1, 28.4 and 33.5%, respectively. Methanindiazenone positively impacted the motor behavior of rats with the rotenone model of PS and enhanced their survival rates. Therefore, at doses of 0.5 and 1.0 mg/kg, methanindiazenone not only improved lipid metabolism in the liver but also the overall well-being of rats with the rotenone model of PS. However, a 2 mg/kg dose of methanindiazenone displayed toxic effects, as seen from the increased content of phospholipids, cholesterol, and cholesterol esters in bile. Hence, methanindiazenone holds potential as a therapeutic agent for PS and possibly other neurodegenerative diseases related to lipid metabolism impairment, but its use should be limited to doses of 0.5 and 1.0 mg/kg.
E. K. Glibov, N. V. Gorbulenko, V. S. Moskvina, A. V. Suprun, O. V. Shablykina, T. V. Shokol, and V. P. Khilya
Springer Science and Business Media LLC
Roman N. Vydzhak, Svitlana Ya. Panchishin, Maryna V. Kachaeva, Stepan G. Pilyo, Viktoriia S. Moskvina, Olga V. Shablykina, Andriy V. Kozytskiy, and Volodymyr S. Brovarets
Springer Science and Business Media LLC
Graphic abstract An efficient and practical synthetic procedure for libraries of diversified 1,2-dihydrochromeno[2,3-c]pyrrole-3,9-diones using a multicomponent process is presented. A convenient synthetic procedure for obtaining functionalized 3-(2-hydroxyphenyl)-4,5-dihydropyrrolo[3,4-c]pyrazol-6(1H)-ones via ring-opening strategy has also been developed. This protocol was found to be compatible with a wide range of substituents and paves the way for the practical synthesis of title compounds with a broad range of substituents under mild condition. The products can be easily isolated by crystallization without the use of chromatography. Supplementary Information The online version contains supplementary material available at 10.1007/s11030-021-10234-2.
Oleksandr O. Grygorenko, Viktoriya S. Moskvina, Ihor Kleban, and Oleksandr V. Hryshchyk
Elsevier BV
Artem S. Konovalenko, Olga V. Shablykina, Oleh V. Shablykin, Viktoriia S. Moskvina, and Volodymyr S. Brovarets
ARKAT USA, Inc.
L.Ya. Shtanova, , S.P. Vesеlsky, P.I. Yanchuk, O.V. Tsymbalyuk, V.S. Moskvina, O.V. Shablykina, O.F. Moroz, T.V. Vovkun, О.V. Kravchenko,et al.
National Academy of Sciences of Ukraine (Co. LTD Ukrinformnauka) (Publications)
This study aims to evaluate the effect of methanindiazenone (МD), a new benzodiazepine derivative, on the levels of purine metabolites and lipids in the blood plasma of rats with rotenone (ROT) induced Parkinson’s disease (PD). The concentrations of ATP, ADP, AMP, xanthine, hypoxanthine, phospholipids (PL), cholesterol (CHOL), cholesterol esters (ECHOL), free fatty acids (FFA), and triglycerides (TG) were quantified in plasma samples by thin-layer chromatography. Our data demonstrate that in rats with ROT-induced PD the AMP/ATP ratio in plasma increased by 2.5 times compared to the control, and this indicator returned to normal values under the influence of MD. ROT also increased the concentration of xanthine and hypoxanthine by 26.7% (Р < 0.001) and 42.4% (Р < 0.001), respectively, compared to the control. MD restored xanthine concentration to 86.7% of the control level and returned hypoxanthine concentration to normal values. Besides, ROT reduced the blood plasma concentrations of PL, CHOL, ECHOL, FFA, TG by 22%, (Р < 0.001), 18% (Р < 0.001), 25% (Р < 0.001), 28% (Р < 0.001), 33% (Р < 0.001), respectively. Under the influence of MD, such indicators as the blood plasma concentration of PL, CHOL, FFA returned to control levels. Оur results suggest that MD improves the metabolism of both purines and lipids in rats with ROT-induced PD.
Oleksandr O. Grygorenko, Valeriia Hutskalova, and Victoriia S. Moskvina
Elsevier
A. S. Konovalenko, V. V. Zhirnov, O. V. Shablykin, O. V. Shablykina, V. S. Moskvina, and V. S. Brovarets
Institute of Molecular Biology and Genetics (NAS Ukraine)
Aim. A comparative analysis of the anti-cancer activity of 1-(4-methylpiperazin-1-yl)isoqui-nolines with different heteroaromatic substituents in С-3 position: 2-methylthiazol-4-yl, 2-phenylthiazol-4-yl, 2-(pyridin-4-yl)thiazol-4-yl, imidazo[2,1- b ]thiazol-6-yl, quinoxalin-2-yl, 6,7-dimethylquinoxalin-2-yl. Methods. Biological tests; statistic methods. Results. In vitro screening of the anticancer activity showed that the derivatives with 2-phenylthiazol-4-yl, quinoxaline-2-yl, 6,7-dimethylquinoxalin-2-yl substituents demonstrated the highest level of anticancer activity; however, they were inferior to 2-(pyridin-4-yl)thiazol-4-yl. The product with the 2-methylthiazol-4-yl residue almost did not demonstrated cytotoxicity. Comparative analysis showed no significant correlation with known drugs; hence these compounds have specific molecular targets. Conclusions. The resulting 1-amino-3-hetarylisoquinolines are a promising class of compounds for anticancer drug development. The level and direction of the activity significantly depend on the nature of heterocyclic substituents.
Viktoriia Moskvina, Bohdan Demydchuk, Oleksandr Mykhalchenko, Eduard Rusanov, and Volodymyr Brovarets
ARKAT USA, Inc.
Danylo O. Merzhyievskyi, Oleh V. Shablykin, Olga V. Shablykina, Andriy V. Kozytskiy, Eduard B. Rusanov, Viktoriia S. Moskvina, and Volodymyr S. Brovarets
Wiley
l.Ya. Shtanova, , P.I. Yanchuk, S.P. Vesеlsky, O.V. Tsymbalyuk, T.V. Vovkun, V.S. Moskvina, O.V. Shablykina, A.A. Kravchenko, V.N. Baban,et al.
National Academy of Sciences of Ukraine (Co. LTD Ukrinformnauka) (Publications)
Parkinson’s disease (PD) is a neurodegenerative disorder characterized by the loss of dopaminergic neurons in the substantia nigra. The cause of PD is not fully understood, and effective treatments still do not exist. It is believed that oxidative stress, mitochondrial dysfunction, and impaired lipid metabolism may underlie the pathogenesis of PD. Bile contains the breakdown products of various compounds that form in hepatocytes. This study aimed to evaluate the effect of a new benzodiazepine derivative - diazepinone (DP) on purine and lipid metabolism in the liver of rats with PD caused by rotenone (ROT) by studying the composition of bile. The concentration of ATP, ADP, AMP, xanthine, hypoxanthine, phospholipids (PL), cholesterol (CHOL), cholesterol esters (ECHOL), free fatty acids (FFA), and triglycerides (TG) was quantified in bile samples by thin-layer chromatography. Our findings suggested that the ratio of AMP/ ATP in bile increased almost threefold under the influence of ROT, and with DP, it exceeded the norm by only 1.6 times. ROT also increased the content of xanthine and hypoxanthine by 28.6% and 66.7%, respectively. DP did not affect the increased xanthine content relative to control but significantly reduced the level of hypoxanthine (up to 22.2%, above normal). In addition, ROT reduced the content of bile PL, CHOL, ECHOL, TG by 23.9%, 38.6%, 47.5%, 39.2 %, respectively. Under the influence of the DP, all the above indicators returned to the level of control. Thus, diazepinone improves both the metabolism of purines and lipids in the liver of rats with ROT-simulated PD. This drug may become a therapeutic agent for treating PD and possibly other neurodegenerative diseases in the future.
Alexandra A Tsitrina, Igor V Krasylov, Dmitry I Maltsev, Irina N Andreichenko, Viktoria S Moskvina, Dmitry N Ivankov, Elena V Bulgakova, Mikhail Nesterchuk, Vera Shashkovskaya, Nataliya O Dashenkova,et al.
Oxford University Press (OUP)
Abstract Elevated plasma levels of hyaluronic acid (HA) is a disease marker in liver pathology and other inflammatory disorders. Inhibition of HA synthesis with coumarin 4-methylumbelliferone (4MU) has a beneficial effect in animal models of fibrosis, inflammation, cancer and metabolic syndrome. 4MU is an active compound of approved choleretic drug hymecromone with low bioavailability and a broad spectrum of action. New, more specific and efficient inhibitors of hyaluronan synthases (HAS) are required. We have tested several newly synthesized coumarin compounds and commercial chitin synthesis inhibitors to inhibit HA production in cell culture assay. Coumarin derivative compound VII (10′-methyl-6′-phenyl-3′H-spiro[piperidine-4,2′-pyrano[3,2-g]chromene]-4′,8′-dione) demonstrated inhibition of HA secretion by NIH3T3 cells with the half-maximal inhibitory concentration (IC50) = 1.69 ± 0.75 μΜ superior to 4MU (IC50 = 8.68 ± 1.6 μΜ). Inhibitors of chitin synthesis, etoxazole, buprofezin, triflumuron, reduced HA deposition with IC50 of 4.21 ± 3.82 μΜ, 1.24 ± 0.87 μΜ and 1.48 ± 1.44 μΜ, respectively. Etoxazole reduced HA production and prevented collagen fibre formation in the CCl4 liver fibrosis model in mice similar to 4MU. Bioinformatics analysis revealed homology between chitin synthases and HAS enzymes, particularly in the pore-forming domain, containing the proposed site for etoxazole binding.
O. V. Shablykina, S. V. Shilin, V. S. Moskvina, V. V. Ishchenko, and V. P. Khilya
Springer Science and Business Media LLC
T. V. Shokol, V. S. Moskvina, Ye. K. Hlibov, M. S. Frasinyuk, and V. P. Khilya
Springer Science and Business Media LLC
Furo[3,2-g]neoflavones and furo[2,3-h]neoflavones modified by coumarin and (het)aroyl substituents were synthesized via reactions of 7-hydroxy-6(8)-acetyl(formyl)neoflavones with substituted phenacyl bromides, 2-bromacetylbenzofuran, and 4-chloromethylcoumarins.
Oleksandr O. Grygorenko, Viktoriia S. Moskvina, Oleksandr V. Hryshchuk, and Andriy V. Tymtsunik
Georg Thieme Verlag KG
The literature on cycloaddition reactions of boron-containing alkenes is surveyed with 132 references. The data are categorized according to the reaction type ([2+1], [2+2], [3+2], [4+2], and [4+3] cycloadditions). The cyclopropanation and the Diels–Alder reactions of alkenylboronic derivatives have been studied more or less comprehensively, and for some substrates, they can be considered as convenient methods for the rapid regio- and stereoselective construction of even complex cyclic systems. Other types of the cycloadditions, as well as mechanistic aspects of the processes, have been addressed less thoroughly in the previous works.1 Introduction2 [2+1] Cycloaddition2.1 Cyclopropanation2.1.1 With Methylene Synthetic Equivalents2.1.2 With Substituted Carbenoids2.2 Epoxidation2.3 Aziridination3 [2+2] Cycloaddition4 [3+2] Cycloaddition4.1 With Nitrile Oxides4.2 With Diazoalkanes4.3 With Nitrones4.4 With Azomethine Ylides5 [4+2] Cycloaddition6 [4+3] Cycloaddition7 Conclusions and Outlook
I. V. Krasylov, V. S. Moskvina, S. V. Shilin, and V. P. Khilya
Springer Science and Business Media LLC
A methodology for synthesizing amino-acid derivatives of pyranocoumarins in three steps using pyranocoumarin oximes as starting compounds was developed. A series of pyranocoumarins containing the amino acids glycine, alanine, phenylalanine, methionine, leucine, and β-alanine in their structures could be prepared using the activated ester method.
Artem S. Konovalenko, Oleh V. Shablykin, Volodymyr S. Brovarets, Olga V. Shablykina, Viktoriia S. Moskvina, and Andriy V. Kozytskiy
Springer Science and Business Media LLC
A convenient method was developed for the synthesis of novel isoquinolin-1(2H)-ones, 1-chloroisoquinolines, and 1-aminoisoquinolines with a heterocyclic substituent in position 3 via a recyclization of 3-hetarylisocoumarins with (NH4)2CO3. 1-Aminoisoquinolines were efficiently obtained from corresponding 1-chloro-3-hetarylisoquinolines (obtained by interaction of isoquinolin-1(2H)-ones with POCl3) and cyclic secondary amines (morpholine or 1-methylpiperazine). Literature data and preliminary results of biological assays allow to consider 1-amino-3-hetarylisoquinolines a promising family of anticancer compounds.