Yulia Volkova - Academia.edu (original) (raw)
Papers by Yulia Volkova
Molecules, 2020
The acid-catalyzed cyclization of benzylidenes based on 16-dehydropregnenolone acetate (16-DPA) w... more The acid-catalyzed cyclization of benzylidenes based on 16-dehydropregnenolone acetate (16-DPA) was studied. It was found that these compounds readily undergo regioselective interrupted Nazarov cyclization with trapping chloride ion and an efficient method of the synthesis of d-annulated pentacyclic steroids based on this reaction was proposed. The structures of the synthesized pentacyclic steroids were determined by NMR and X-ray diffraction. It was found that the reaction affords a single diastereomer, but the latter can crystallize as two conformers depending on the structure. Antiproliferative activity of synthesized compounds was evaluated against two breast cancer cell lines: MCF-7 and MDA-MB-231. All tested compounds showed relatively high antiproliferative activity. The synthetic potential of the protocol developed was illustrated by the gram-scale experiment.
Organic & Biomolecular Chemistry, 2020
An efficient and practical method has been developed for the synthesis of steroidal imidazo[1,2-a... more An efficient and practical method has been developed for the synthesis of steroidal imidazo[1,2-a]pyridines as potent antiproliferative agents via FeCl3-catalyzed oxidative amination in high yields.
Organic & Biomolecular Chemistry, 2020
A facile synthesis of unsymmetrically substituted N-aryl oxalamides from 2,2′-biphenyldiamines, 2... more A facile synthesis of unsymmetrically substituted N-aryl oxalamides from 2,2′-biphenyldiamines, 2-chloroacetic acid derivatives, elemental sulfur, and water has been developed.
Advanced Synthesis & Catalysis, 2020
Over expression of nitroreductase (NTR) enzymes is closely related to the hypoxic status in livin... more Over expression of nitroreductase (NTR) enzymes is closely related to the hypoxic status in living organisms for which molecular oxygen is vital. The development of effective methods for real-time monitoring of NTR activity is of great significance for medical diagnosis and cancer research. Here, we present a novel water-soluble Bodipy-based chemodosimeter (NBB) effective in imaging the hypoxic status of human non-small-cell lung cancer A549 cells. We assumed that NTR-mediated activation of the probe NBB is based on the reductive release of meso-phenol Bodipy dye to finally produce unusual fluorescence "ON-OFF" response.
Organic Chemistry Frontiers, 2020
A novel approach to 3,4-dicarbonyl-substituted pyrazoles from 1,3-dicarbonyl compounds and oxamic... more A novel approach to 3,4-dicarbonyl-substituted pyrazoles from 1,3-dicarbonyl compounds and oxamic acid thiohydrazides was developed via iodine-promoted cascade imination/halogenation/cyclization/ring contraction reaction.
Synthesis, 2020
A straightforward approach for the synthesis of 4-nitroisoxazoles has been developed via heterocy... more A straightforward approach for the synthesis of 4-nitroisoxazoles has been developed via heterocyclization of aryl/hetaryl-substituted α,β-unsaturated ketones upon treatment with tetranitromethane-triethylamine (TNM-TEA) complex or t-BuONO. This strategy features high efficiency and wide substrate tolerance under simple reaction conditions.
Russian Chemical Bulletin, 2019
Reactions of various phosphorylthioformic acid morpholides with hydrazine afford phosphorylthiofo... more Reactions of various phosphorylthioformic acid morpholides with hydrazine afford phosphorylthioformhydrazides. The latter react under mild conditions with N, N′-carbonyldiimidazole to form novel 5-phosphoryl-1,3,4(3H)-thiadiazol-2-ones.
Chemistry of Heterocyclic Compounds, 2019
Advanced Synthesis & Catalysis, 2019
European Journal of Organic Chemistry, 2019
Journal of Microencapsulation, 2018
Abstract The aim of this study was to develop mesoporous containers for entrapment of imidazopyri... more Abstract The aim of this study was to develop mesoporous containers for entrapment of imidazopyridines, such as sedative–hypnotic medicine zolpidem, anxiolytic agent alpidem and their derivatives. For this purpose, calcium carbonate (size 1.2 µm (PDI: 0.6), zeta potential: −10 mV), manganese carbonate (2.5 µm (PDI: 0.5), zeta potential: −12 mV) and titanium dioxide particles (3.7 µm (PDI: 0.4), zeta potential: −15 mV) were used. The compounds were encapsulated applying two techniques: adsorption on the preformed particles and co-precipitation during the synthesis of the particles. The polymer shell of the containers was formed by electrostatic adsorption of polyelectrolytes on the surface of the particles. The best encapsulation efficacy was shown for zolpidem incorporated into calcium carbonate (5.4%) and manganese carbonate (4.6%) by adsorption. Release of the compounds from the containers based on the proposed particles were characterised by the short time burst effect (<10 min) followed by desorption prolongation by formation of polymer shell. X-ray microtomography results demonstrate the prolonged retention of the containers with the mucoadhesive shell in the nasal cavity.
European Journal of Organic Chemistry, 2018
The Journal of pharmacy and pharmacology, 2018
Anxiolytic drug zolpidem was incorporated into the microcontainers based on mesoporous calcium ca... more Anxiolytic drug zolpidem was incorporated into the microcontainers based on mesoporous calcium carbonate particles modified by diethylaminoethyl-dextran/hyaluronic acid shell. The release of zolpidem in saline solution and in polymer film modelling nasal mucosa was investigated. The anxiolytic effect of zolpidem upon intranasal administration of microcontainers and free medicine was determined by in vivo experiments on mice. The structures of all compounds during zolpidem synthesis were established using nuclear magnetic resonance spectroscopy. The loading efficacy and release kinetics of zolpidem were analysed by spectrophotometry. Surface morphology of formulation was investigated by scanning electron microscopy. To determine the effect of zolpidem-loaded containers administration by the intranasal route in vivo experiments was carried out applying the open field test. Nasal administration of zolpidem in the form of the microcontainers based on mesoporous calcium carbonate particl...
![Research paper thumbnail of Synthesis of functionalyzed imidazo[1,2-a]pyridines via domino A3-coupling/cycloisomerization approach](https://attachments.academia-assets.com/85038888/thumbnails/1.jpg)
](Chemistry of Heterocyclic Compounds, 2017
The Journal of Organic Chemistry, 2017
A straightforward method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting fro... more A straightforward method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting from benzaldehydes, 2-aminothiazoles, and alkynes under copper(I,II) catalysis was developed. The protocol allows the construction of a variety of aryl-substituted imidazo[2,1-b]benzothiazoles, -[2,1-b]thiazoles, and -[2,1-b][1,3,4]thiadiazoles. The reactions were easy to perform affording most of the desired products in 33-93% yields. The intensification of the process in a continuous-flow reactor increases the products&amp;#39; yields up to quantitative.
The Journal of Organic Chemistry, 2015
A single copper(II)-catalyzed three-component cascade aminomethylation/cycloisomerization of prop... more A single copper(II)-catalyzed three-component cascade aminomethylation/cycloisomerization of propiolates to form imidazo[1,2-a]pyridines was explored. A straightforward method was developed for the practical synthesis of functionalized imidazo[1,2-a]pyridines from benzaldehydes, 2-aminopyridines, and propiolate derivatives catalyzed by Cu(OAc)2 hydrate in the presence of air. The protocol is marked by excellent yields, functional group tolerance, and, above all, adaptability to synthesize imidazo[1,2-a]pyridine-based drug molecules such as Alpidem.
ChemInform, 2011
The substrates are nitrated regio- and stereoselectively to give nitroalkenes and nitro alcohols.
Tetrahedron Letters, 2012
Molecules, 2020
The acid-catalyzed cyclization of benzylidenes based on 16-dehydropregnenolone acetate (16-DPA) w... more The acid-catalyzed cyclization of benzylidenes based on 16-dehydropregnenolone acetate (16-DPA) was studied. It was found that these compounds readily undergo regioselective interrupted Nazarov cyclization with trapping chloride ion and an efficient method of the synthesis of d-annulated pentacyclic steroids based on this reaction was proposed. The structures of the synthesized pentacyclic steroids were determined by NMR and X-ray diffraction. It was found that the reaction affords a single diastereomer, but the latter can crystallize as two conformers depending on the structure. Antiproliferative activity of synthesized compounds was evaluated against two breast cancer cell lines: MCF-7 and MDA-MB-231. All tested compounds showed relatively high antiproliferative activity. The synthetic potential of the protocol developed was illustrated by the gram-scale experiment.
Organic & Biomolecular Chemistry, 2020
An efficient and practical method has been developed for the synthesis of steroidal imidazo[1,2-a... more An efficient and practical method has been developed for the synthesis of steroidal imidazo[1,2-a]pyridines as potent antiproliferative agents via FeCl3-catalyzed oxidative amination in high yields.
Organic & Biomolecular Chemistry, 2020
A facile synthesis of unsymmetrically substituted N-aryl oxalamides from 2,2′-biphenyldiamines, 2... more A facile synthesis of unsymmetrically substituted N-aryl oxalamides from 2,2′-biphenyldiamines, 2-chloroacetic acid derivatives, elemental sulfur, and water has been developed.
Advanced Synthesis & Catalysis, 2020
Over expression of nitroreductase (NTR) enzymes is closely related to the hypoxic status in livin... more Over expression of nitroreductase (NTR) enzymes is closely related to the hypoxic status in living organisms for which molecular oxygen is vital. The development of effective methods for real-time monitoring of NTR activity is of great significance for medical diagnosis and cancer research. Here, we present a novel water-soluble Bodipy-based chemodosimeter (NBB) effective in imaging the hypoxic status of human non-small-cell lung cancer A549 cells. We assumed that NTR-mediated activation of the probe NBB is based on the reductive release of meso-phenol Bodipy dye to finally produce unusual fluorescence "ON-OFF" response.
Organic Chemistry Frontiers, 2020
A novel approach to 3,4-dicarbonyl-substituted pyrazoles from 1,3-dicarbonyl compounds and oxamic... more A novel approach to 3,4-dicarbonyl-substituted pyrazoles from 1,3-dicarbonyl compounds and oxamic acid thiohydrazides was developed via iodine-promoted cascade imination/halogenation/cyclization/ring contraction reaction.
Synthesis, 2020
A straightforward approach for the synthesis of 4-nitroisoxazoles has been developed via heterocy... more A straightforward approach for the synthesis of 4-nitroisoxazoles has been developed via heterocyclization of aryl/hetaryl-substituted α,β-unsaturated ketones upon treatment with tetranitromethane-triethylamine (TNM-TEA) complex or t-BuONO. This strategy features high efficiency and wide substrate tolerance under simple reaction conditions.
Russian Chemical Bulletin, 2019
Reactions of various phosphorylthioformic acid morpholides with hydrazine afford phosphorylthiofo... more Reactions of various phosphorylthioformic acid morpholides with hydrazine afford phosphorylthioformhydrazides. The latter react under mild conditions with N, N′-carbonyldiimidazole to form novel 5-phosphoryl-1,3,4(3H)-thiadiazol-2-ones.
Chemistry of Heterocyclic Compounds, 2019
Advanced Synthesis & Catalysis, 2019
European Journal of Organic Chemistry, 2019
Journal of Microencapsulation, 2018
Abstract The aim of this study was to develop mesoporous containers for entrapment of imidazopyri... more Abstract The aim of this study was to develop mesoporous containers for entrapment of imidazopyridines, such as sedative–hypnotic medicine zolpidem, anxiolytic agent alpidem and their derivatives. For this purpose, calcium carbonate (size 1.2 µm (PDI: 0.6), zeta potential: −10 mV), manganese carbonate (2.5 µm (PDI: 0.5), zeta potential: −12 mV) and titanium dioxide particles (3.7 µm (PDI: 0.4), zeta potential: −15 mV) were used. The compounds were encapsulated applying two techniques: adsorption on the preformed particles and co-precipitation during the synthesis of the particles. The polymer shell of the containers was formed by electrostatic adsorption of polyelectrolytes on the surface of the particles. The best encapsulation efficacy was shown for zolpidem incorporated into calcium carbonate (5.4%) and manganese carbonate (4.6%) by adsorption. Release of the compounds from the containers based on the proposed particles were characterised by the short time burst effect (<10 min) followed by desorption prolongation by formation of polymer shell. X-ray microtomography results demonstrate the prolonged retention of the containers with the mucoadhesive shell in the nasal cavity.
European Journal of Organic Chemistry, 2018
The Journal of pharmacy and pharmacology, 2018
Anxiolytic drug zolpidem was incorporated into the microcontainers based on mesoporous calcium ca... more Anxiolytic drug zolpidem was incorporated into the microcontainers based on mesoporous calcium carbonate particles modified by diethylaminoethyl-dextran/hyaluronic acid shell. The release of zolpidem in saline solution and in polymer film modelling nasal mucosa was investigated. The anxiolytic effect of zolpidem upon intranasal administration of microcontainers and free medicine was determined by in vivo experiments on mice. The structures of all compounds during zolpidem synthesis were established using nuclear magnetic resonance spectroscopy. The loading efficacy and release kinetics of zolpidem were analysed by spectrophotometry. Surface morphology of formulation was investigated by scanning electron microscopy. To determine the effect of zolpidem-loaded containers administration by the intranasal route in vivo experiments was carried out applying the open field test. Nasal administration of zolpidem in the form of the microcontainers based on mesoporous calcium carbonate particl...
Chemistry of Heterocyclic Compounds, 2017
The Journal of Organic Chemistry, 2017
A straightforward method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting fro... more A straightforward method for the synthesis of functionalized imidazo[2,1-b]thiazoles starting from benzaldehydes, 2-aminothiazoles, and alkynes under copper(I,II) catalysis was developed. The protocol allows the construction of a variety of aryl-substituted imidazo[2,1-b]benzothiazoles, -[2,1-b]thiazoles, and -[2,1-b][1,3,4]thiadiazoles. The reactions were easy to perform affording most of the desired products in 33-93% yields. The intensification of the process in a continuous-flow reactor increases the products&amp;#39; yields up to quantitative.
The Journal of Organic Chemistry, 2015
A single copper(II)-catalyzed three-component cascade aminomethylation/cycloisomerization of prop... more A single copper(II)-catalyzed three-component cascade aminomethylation/cycloisomerization of propiolates to form imidazo[1,2-a]pyridines was explored. A straightforward method was developed for the practical synthesis of functionalized imidazo[1,2-a]pyridines from benzaldehydes, 2-aminopyridines, and propiolate derivatives catalyzed by Cu(OAc)2 hydrate in the presence of air. The protocol is marked by excellent yields, functional group tolerance, and, above all, adaptability to synthesize imidazo[1,2-a]pyridine-based drug molecules such as Alpidem.
ChemInform, 2011
The substrates are nitrated regio- and stereoselectively to give nitroalkenes and nitro alcohols.
Tetrahedron Letters, 2012