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Lomonosov Moscow State University, Department of Chemistry
Increasing the effectiveness of known, well-tested drugs is a promising low-cost alternative to the search for new drug molecular forms. Powerful approaches to solve this problem are (a) an active drug particle size reduction down to the nanoscale and (b) thermodynamically metastable but kinetically stable crystal modifications of drug acquisition. The combined cryochemical method has been used for size and structural modifications of the antibacterial drug 2,3-quinoxalinedimethanol-1,4-dioxide (dioxidine). The main stage of the proposed technique includes the formation of a molecular vapor of the drug substance, combined with a carrier gas (CO2) flow, followed by a fast condensation of the drug substance and CO2 molecules on a cooled-by-liquid nitrogen surface of preparative cryostate. It was established that the molecular chemical structure of the drug substance remained unchanged during cryochemical modification; however, it led to a significant decrease of the drug particles’ size down to nanosizes and changes in the crystal structures of the solid drug nanoforms obtained. Varying carrier gas (CO2) flow led to changes in their solid phase composition. A higher dissolution rate and changes in antibacterial activity were demonstrated for cryomodified dioxidine samples in comparison to the properties of the initial pharmacopeia dioxidine.
Tatyana Shabatina; Yurii Morosov; Andrey Soloviev; Andrey Shabatin; Olga Vernaya; Michail Melnikov. Cryochemical Production of Drug Nanoforms: Particle Size and Crystal Phase Control of the Antibacterial Medication 2,3-Quinoxalinedimethanol-1,4-dioxide (Dioxidine). Nanomaterials 2021, 11, 1588 .
AMA StyleTatyana Shabatina, Yurii Morosov, Andrey Soloviev, Andrey Shabatin, Olga Vernaya, Michail Melnikov. Cryochemical Production of Drug Nanoforms: Particle Size and Crystal Phase Control of the Antibacterial Medication 2,3-Quinoxalinedimethanol-1,4-dioxide (Dioxidine). Nanomaterials. 2021; 11 (6):1588.
Chicago/Turabian StyleTatyana Shabatina; Yurii Morosov; Andrey Soloviev; Andrey Shabatin; Olga Vernaya; Michail Melnikov. 2021. "Cryochemical Production of Drug Nanoforms: Particle Size and Crystal Phase Control of the Antibacterial Medication 2,3-Quinoxalinedimethanol-1,4-dioxide (Dioxidine)." Nanomaterials 11, no. 6: 1588.
Conformational and polymorphic states in the nitro-derivative of o-hydroxy acetophenone have been studied by experimental and theoretical methods. The potential energy curves for the rotation of the nitro group and isomerization of the hydroxyl group have been calculated by density functional theory (DFT) to estimate the barriers of the conformational changes. Two polymorphic forms of the studied compound were obtained by the slow and fast evaporation of polar and non-polar solutions, respectively. Both of the polymorphs were investigated by Infrared-Red (IR) and Raman spectroscopy, Incoherent Inelastic Neutron Scattering (IINS), X-ray diffraction, nuclear quadrupole resonance spectroscopy (NQR), differential scanning calorimetry (DSC) and density functional theory (DFT) methods. In one of the polymorphs, the existence of a phase transition was shown. The position of the nitro group and its impact on the crystal cell of the studied compound were analyzed. The conformational equilibrium determined by the reorientation of the hydroxyl group was observed under argon matrix isolation. An analysis of vibrational spectra was achieved for the interpretation of conformational equilibrium. The infrared spectra were measured in a wide temperature range to reveal the spectral bands that were the most sensitive to the phase transition and conformational equilibrium. The results showed the interrelations between intramolecular processes and macroscopic phenomena in the studied compound.
Łukasz Hetmańczyk; Przemysław Szklarz; Agnieszka Kwocz; Maria Wierzejewska; Magdalena Pagacz-Kostrzewa; Mikhail Melnikov; Peter Tolstoy; Aleksander Filarowski. Polymorphism and Conformational Equilibrium of Nitro-Acetophenone in Solid State and under Matrix Conditions. Molecules 2021, 26, 3109 .
AMA StyleŁukasz Hetmańczyk, Przemysław Szklarz, Agnieszka Kwocz, Maria Wierzejewska, Magdalena Pagacz-Kostrzewa, Mikhail Melnikov, Peter Tolstoy, Aleksander Filarowski. Polymorphism and Conformational Equilibrium of Nitro-Acetophenone in Solid State and under Matrix Conditions. Molecules. 2021; 26 (11):3109.
Chicago/Turabian StyleŁukasz Hetmańczyk; Przemysław Szklarz; Agnieszka Kwocz; Maria Wierzejewska; Magdalena Pagacz-Kostrzewa; Mikhail Melnikov; Peter Tolstoy; Aleksander Filarowski. 2021. "Polymorphism and Conformational Equilibrium of Nitro-Acetophenone in Solid State and under Matrix Conditions." Molecules 26, no. 11: 3109.
The data on the structure and the features of the photochemical reactions for radical cations (RCs) derived from various oxiranes (epoxides) that can be stabilized in Freon matrices at 77 K are summarized. The nature of the RCs and the products of their photochemical transformations have been determined via quantum chemistry, electron paramagnetic resonance (EPR) and low-temperature UV/Vis spectroscopy. For the RCs, it is shown that, depending on the structure of the precursor molecule, transitions between their ring-open and ring-closed forms, deprotonation reactions affording C-centered radicals and more complex transformations can take place when exposed to light. Possible explanations of the observed effects are discussed.
M. Ya. Melnikov; I. D. Sorokin; O. I. Gromov; V. I. Pergushov; D. A. Pomogailo. Photochemistry of Oxirane-Derived Radical Cations in Freonic Matrices at 77 K. Moscow University Chemistry Bulletin 2021, 76, 1 -13.
AMA StyleM. Ya. Melnikov, I. D. Sorokin, O. I. Gromov, V. I. Pergushov, D. A. Pomogailo. Photochemistry of Oxirane-Derived Radical Cations in Freonic Matrices at 77 K. Moscow University Chemistry Bulletin. 2021; 76 (1):1-13.
Chicago/Turabian StyleM. Ya. Melnikov; I. D. Sorokin; O. I. Gromov; V. I. Pergushov; D. A. Pomogailo. 2021. "Photochemistry of Oxirane-Derived Radical Cations in Freonic Matrices at 77 K." Moscow University Chemistry Bulletin 76, no. 1: 1-13.
A novel approach based on convolution of the electron paramagnetic resonance (EPR) spectra was used for quantitative study of the release kinetics of paramagnetic dopants from poly(D,L-lactide) films. A non-monotonic dependence of the release rate on time was reliably recorded. The release regularities were compared with the dynamics of polymer structure changes determined by EPR, SEM, and optic microscopy. The data obtained allow for the conclusion that the main factor governing dopant release is the formation of pores connected with the surface. In contrast, the contribution of the dopant diffusion through the polymer matrix is negligible. The dopant release can be divided into two phases: release through surface pores, which are partially closed with time, and release through pores initially formed inside the polymer matrix due to autocatalytic hydrolysis of the polymer and gradually connected to the surface of the sample. For some time, these processes co-occur. The mathematical model of the release kinetics based on pore formation is presented, describing the kinetics of release of various dopants from the polymer films of different thicknesses.
Natalia A. Chumakova; Elena N. Golubeva; Sergei V. Kuzin; Tatiana A. Ivanova; Igor A. Grigoriev; Sergey V. Kostjuk; Mikhail Ya. Melnikov. New Insight into the Mechanism of Drug Release from Poly(D,L-lactide) Film by Electron Paramagnetic Resonance. Polymers 2020, 12, 3046 .
AMA StyleNatalia A. Chumakova, Elena N. Golubeva, Sergei V. Kuzin, Tatiana A. Ivanova, Igor A. Grigoriev, Sergey V. Kostjuk, Mikhail Ya. Melnikov. New Insight into the Mechanism of Drug Release from Poly(D,L-lactide) Film by Electron Paramagnetic Resonance. Polymers. 2020; 12 (12):3046.
Chicago/Turabian StyleNatalia A. Chumakova; Elena N. Golubeva; Sergei V. Kuzin; Tatiana A. Ivanova; Igor A. Grigoriev; Sergey V. Kostjuk; Mikhail Ya. Melnikov. 2020. "New Insight into the Mechanism of Drug Release from Poly(D,L-lactide) Film by Electron Paramagnetic Resonance." Polymers 12, no. 12: 3046.
The presented paper is a review article discussing existing synthesis methods and different applications of nanosized magnetic nanoparticles. It was shown that, in addition to the spectrum of properties typical for nanomaterials (primarily a large specific surface area and a high fraction of surface atoms), magnetic nanoparticles also possess superparamagnetic properties that contribute to their formation of an important class of biomedical functional nanomaterials. This primarily concerns iron oxides magnetite and maghemite, for which in vitro and in vivo studies have shown low toxicity and high biocompatibility in comparison with other magnetic nanomaterials. Due to their exceptional chemical, biological, and physical properties, they are widely used in various areas, such as magnetic hyperthermia, targeted drug delivery, tissue engineering, magnetic separation of biological objects (cells, bacteria, viruses, DNA, and proteins), and magnetic diagnostics (they are used as agents for MRS and immunoassay). In addition to discussing the main problems and prospects of using nanoparticles of magnetic iron oxides for advanced biomedical applications, information is also reflected on their structure, production methods, and properties.
Tatyana I. Shabatina; Olga I. Vernaya; Vladimir P. Shabatin; Mikhail Ya. Melnikov. Magnetic Nanoparticles for Biomedical Purposes: Modern Trends and Prospects. Magnetochemistry 2020, 6, 30 .
AMA StyleTatyana I. Shabatina, Olga I. Vernaya, Vladimir P. Shabatin, Mikhail Ya. Melnikov. Magnetic Nanoparticles for Biomedical Purposes: Modern Trends and Prospects. Magnetochemistry. 2020; 6 (3):30.
Chicago/Turabian StyleTatyana I. Shabatina; Olga I. Vernaya; Vladimir P. Shabatin; Mikhail Ya. Melnikov. 2020. "Magnetic Nanoparticles for Biomedical Purposes: Modern Trends and Prospects." Magnetochemistry 6, no. 3: 30.
New hybrid nanosystems containing the antibacterial substances dioxidine or gentamicin sulfate with bioactive metal (Ag, Cu) nanoparticles have been obtained by a cryogenic freeze-drying method and incorporate further the nanocomposites thus obtained into the cryogenically structured biopolymeric matrices based on gelatin, calcium alginate, and chitosan. FTIR, UV-visible, and NMR spectroscopy, TEM and SEM microscopy data show that the resulting systems consist of wide-porous polymer sponges (pore diameters, 10–200 μm) that contain antibacterial drugs and silver (2–30 nm) or copper (1–5 nm) nanoparticles. The investigation showed that these systems ensure a gradual release of dioxidine (from 40 min up to 3 days), depending on the nature of the matrix and its microstructure. The higher activity of hybrid composites based on nanometals and dioxidine or incorporated into cryostructured biopolymer matrices against the bacterial strains of Escherichia coli 52, Staphylococcus aureus 144 is demonstrated as compared to the individual components in the same matrices.
Tatyana I. Shabatina; Olga I. Vernaya; Vladimir P. Shabatin; Michail Y. Melnikov; Alexandr M. Semenov; Vladimir I. Lozinsky. Metal Nanoparticle Containing Nanocomposites of Drug Substances and Their Potential Biomedical Applications. Applied Sciences 2019, 10, 170 .
AMA StyleTatyana I. Shabatina, Olga I. Vernaya, Vladimir P. Shabatin, Michail Y. Melnikov, Alexandr M. Semenov, Vladimir I. Lozinsky. Metal Nanoparticle Containing Nanocomposites of Drug Substances and Their Potential Biomedical Applications. Applied Sciences. 2019; 10 (1):170.
Chicago/Turabian StyleTatyana I. Shabatina; Olga I. Vernaya; Vladimir P. Shabatin; Michail Y. Melnikov; Alexandr M. Semenov; Vladimir I. Lozinsky. 2019. "Metal Nanoparticle Containing Nanocomposites of Drug Substances and Their Potential Biomedical Applications." Applied Sciences 10, no. 1: 170.
The relaxation scheme of the 1·3 singlet state excited by a 25 fs laser pulse was proposed. It includes very fast vibrational relaxation, and direct and back electron transfer resulting in complete fluorescence quenching.
Valery V. Volchkov; Mikhail N. Khimich; Mikhail V. Rusalov; Fedor Gostev; Ivan V. Shelaev; Viktor A. Nadtochenko; Artem I. Vedernikov; Sergey P. Gromov; Alexandra Ya. Freidzon; Michael V. Alfimov; Mikhail Ya. Melnikov. Formation of a supramolecular charge-transfer complex. Ultrafast excited state dynamics and quantum-chemical calculations. Photochemical & Photobiological Sciences 2018, 18, 232 -241.
AMA StyleValery V. Volchkov, Mikhail N. Khimich, Mikhail V. Rusalov, Fedor Gostev, Ivan V. Shelaev, Viktor A. Nadtochenko, Artem I. Vedernikov, Sergey P. Gromov, Alexandra Ya. Freidzon, Michael V. Alfimov, Mikhail Ya. Melnikov. Formation of a supramolecular charge-transfer complex. Ultrafast excited state dynamics and quantum-chemical calculations. Photochemical & Photobiological Sciences. 2018; 18 (1):232-241.
Chicago/Turabian StyleValery V. Volchkov; Mikhail N. Khimich; Mikhail V. Rusalov; Fedor Gostev; Ivan V. Shelaev; Viktor A. Nadtochenko; Artem I. Vedernikov; Sergey P. Gromov; Alexandra Ya. Freidzon; Michael V. Alfimov; Mikhail Ya. Melnikov. 2018. "Formation of a supramolecular charge-transfer complex. Ultrafast excited state dynamics and quantum-chemical calculations." Photochemical & Photobiological Sciences 18, no. 1: 232-241.
Nanoforms of the antimicrobial drug substance 2,3-bis-(hydroxymethyl) quinoxaline-N,N′-dioxide with particles sizes between 50 and 300 nm were obtained by cryochemical modification of the initial pharmaceutical substance using a freeze-drying technique and were characterized by different physicochemical methods (FTIR, UV-Vis, 1H-NMR, DSC, TG and X-ray diffraction) and transmission electron microscopy (TEM). The data obtained from FTIR- and UV–Vis-spectroscopy confirmed the unaltered chemical structure of dioxidine molecules due to the cryochemical modification method. At the same time, X-ray diffraction and thermal analysis data show the change of the crystal structure compared to the parameters of the initial pharmaceutical dioxidine substance. A higher dissolution rate was revealed for cryomodified dioxidine nanoforms. The existence of three polymorphic crystal phases was established for cryomodified dioxidine samples possessed by some thermal activation processes: two anhydrous polymorphic phases, triclinic (T) and monoclinic (M), and one hydrated form (H).
Tatyana I. Shabatina; Olga I. Vernaya; Vladimir P. Shabatin; Iuliia V. Evseeva; Michail Ya Melnikov; Andrew N. Fitch; Vladimir V. Chernyshev. Cryochemically Obtained Nanoforms of Antimicrobial Drug Substance Dioxidine and Their Physico-chemical and Structural Properties. Crystals 2018, 8, 298 .
AMA StyleTatyana I. Shabatina, Olga I. Vernaya, Vladimir P. Shabatin, Iuliia V. Evseeva, Michail Ya Melnikov, Andrew N. Fitch, Vladimir V. Chernyshev. Cryochemically Obtained Nanoforms of Antimicrobial Drug Substance Dioxidine and Their Physico-chemical and Structural Properties. Crystals. 2018; 8 (7):298.
Chicago/Turabian StyleTatyana I. Shabatina; Olga I. Vernaya; Vladimir P. Shabatin; Iuliia V. Evseeva; Michail Ya Melnikov; Andrew N. Fitch; Vladimir V. Chernyshev. 2018. "Cryochemically Obtained Nanoforms of Antimicrobial Drug Substance Dioxidine and Their Physico-chemical and Structural Properties." Crystals 8, no. 7: 298.
The nucleophilic ring opening of donor-acceptor cyclopropanes with the cyanate ion is reported for the first time. Cyclopropanes, spiroactivated with oxindole fragments as acceptors, are shown to undergo transformations into biologically relevant spiro[pyrrolidone-3,3'-oxindoles] while being treated with potassium cyanate under microwave assistance.
Sergey V. Zaytsev; Konstantin L. Ivanov; Dmitry A. Skvortsov; Stanislav I. Bezzubov; Mikhail Ya. Melnikov; Ekaterina M. Budynina. Nucleophilic Ring Opening of Donor–Acceptor Cyclopropanes with the Cyanate Ion: Access to Spiro[pyrrolidone-3,3′-oxindoles]. The Journal of Organic Chemistry 2018, 83, 8695 -8709.
AMA StyleSergey V. Zaytsev, Konstantin L. Ivanov, Dmitry A. Skvortsov, Stanislav I. Bezzubov, Mikhail Ya. Melnikov, Ekaterina M. Budynina. Nucleophilic Ring Opening of Donor–Acceptor Cyclopropanes with the Cyanate Ion: Access to Spiro[pyrrolidone-3,3′-oxindoles]. The Journal of Organic Chemistry. 2018; 83 (15):8695-8709.
Chicago/Turabian StyleSergey V. Zaytsev; Konstantin L. Ivanov; Dmitry A. Skvortsov; Stanislav I. Bezzubov; Mikhail Ya. Melnikov; Ekaterina M. Budynina. 2018. "Nucleophilic Ring Opening of Donor–Acceptor Cyclopropanes with the Cyanate Ion: Access to Spiro[pyrrolidone-3,3′-oxindoles]." The Journal of Organic Chemistry 83, no. 15: 8695-8709.
A new rapid approach to structurally challenging and biologically relevant methanobenzodioxepines was developed via a Brønsted acid-triggered domino transformation of 3-carbonyl-4,5-dihydrofurans, substituted with MOM-protected o-hydroxyaryls at the C4 atom.
Konstantin L. Ivanov; Ivan M. Vatsouro; Stanislav I. Bezzubov; Mikhail Melnikov; Ekaterina M. Budynina. Domino construction of a bullataketal core via double bond cleavage in activated dihydrofurans. Organic Chemistry Frontiers 2018, 5, 1655 -1663.
AMA StyleKonstantin L. Ivanov, Ivan M. Vatsouro, Stanislav I. Bezzubov, Mikhail Melnikov, Ekaterina M. Budynina. Domino construction of a bullataketal core via double bond cleavage in activated dihydrofurans. Organic Chemistry Frontiers. 2018; 5 (10):1655-1663.
Chicago/Turabian StyleKonstantin L. Ivanov; Ivan M. Vatsouro; Stanislav I. Bezzubov; Mikhail Melnikov; Ekaterina M. Budynina. 2018. "Domino construction of a bullataketal core via double bond cleavage in activated dihydrofurans." Organic Chemistry Frontiers 5, no. 10: 1655-1663.
A new reactivity of donor–acceptor cyclopropanes as synthetic equivalents of o-quinone methides was revealed for 2-hydroxyarylcyclopropane diesters in their formal (4 + 2)-cycloaddition to alkenes yielding chromanes.
Konstantin L. Ivanov; Stanislav I. Bezzubov; Mikhail Melnikov; Ekaterina M. Budynina. Donor–acceptor cyclopropanes as ortho-quinone methide equivalents in formal (4 + 2)-cycloaddition to alkenes. Organic & Biomolecular Chemistry 2018, 16, 3897 -3909.
AMA StyleKonstantin L. Ivanov, Stanislav I. Bezzubov, Mikhail Melnikov, Ekaterina M. Budynina. Donor–acceptor cyclopropanes as ortho-quinone methide equivalents in formal (4 + 2)-cycloaddition to alkenes. Organic & Biomolecular Chemistry. 2018; 16 (21):3897-3909.
Chicago/Turabian StyleKonstantin L. Ivanov; Stanislav I. Bezzubov; Mikhail Melnikov; Ekaterina M. Budynina. 2018. "Donor–acceptor cyclopropanes as ortho-quinone methide equivalents in formal (4 + 2)-cycloaddition to alkenes." Organic & Biomolecular Chemistry 16, no. 21: 3897-3909.
The aim of the research was to test the advantages of spin probe electron paramagnetic resonance approach in studying polymers impregnation with organic molecules in supercritical CO2 (scCO2) The impregnation of bisphenol A polycarbonate with the spin probe TEMPOL was carried out at 307–343 K and 11.6–35 MPa. The mean and local concentrations of the spin probe in the polymer were evaluated. An increase in temperature and pressure resulted in a more even distribution of the dopant in the polymer matrix. It was observed that, at 307 K and 19.6 MPa, the spin probe was located only near the surface of the sample. Local mobility of the spin probe molecules was found to be similar in polycarbonate films impregnated in scCO2 and cast from dichloroethane solution. It was shown that changes in the structure of the surface and bulk of the polymer detected by the atomic force and optical polarization microscopy are not directly related with the distribution of the dopant molecules and their average content in the polymer.
A. A. Akovantseva; V. N. Bagratashvili; N. A. Chumakova; E. N. Golubeva; O. I. Gromov; S. V. Kuzin; M. Ya. Melnikov; P. S. Timashev. Impregnation of Polycarbonate by Paramagnetic Probe 2,2,6,6-Tetramethyl-4-Hydroxy-Piperidine-1-Oxyl (TEMPOL) in Supercritical CO2. Applied Magnetic Resonance 2018, 49, 403 -413.
AMA StyleA. A. Akovantseva, V. N. Bagratashvili, N. A. Chumakova, E. N. Golubeva, O. I. Gromov, S. V. Kuzin, M. Ya. Melnikov, P. S. Timashev. Impregnation of Polycarbonate by Paramagnetic Probe 2,2,6,6-Tetramethyl-4-Hydroxy-Piperidine-1-Oxyl (TEMPOL) in Supercritical CO2. Applied Magnetic Resonance. 2018; 49 (4):403-413.
Chicago/Turabian StyleA. A. Akovantseva; V. N. Bagratashvili; N. A. Chumakova; E. N. Golubeva; O. I. Gromov; S. V. Kuzin; M. Ya. Melnikov; P. S. Timashev. 2018. "Impregnation of Polycarbonate by Paramagnetic Probe 2,2,6,6-Tetramethyl-4-Hydroxy-Piperidine-1-Oxyl (TEMPOL) in Supercritical CO2." Applied Magnetic Resonance 49, no. 4: 403-413.
In order to study the possibility of using a metal complex of the porphyrin series, FeIIICl-tetraphenylporphyrin (FeClTPP), and its polymeric form as antitumor agents for binary catalytic therapy, the technology of preparation of polymer particles containing FeClTPP was developed for the first time. The experimental data obtained allow one to conclude that the developed form using a copolymer of lactic and glycolic acids (ratio of monomer units 50: 50), ultrasonic homogenization, D-mannitol (as a cryoprotectant), the active agent to polymer ratio 1: 10, and the organic to aqueous phase ratio 1: 10 and 1: 20, respectively, has the optimal physicochemical parameters. It was found that the free substance of FeClTPP and polymer particles with FeClTPP are active against MCF-7 (human breast adenocarcinoma), HeLa (human cervical carcinoma), and MG-63 (human osteosarcoma) cell lines. The polymer particles containing FeClTFP exhibit the highest cytotoxic effect against MCF-7 lines as compared to the free substance. The results of the study indicate that both the substance of tetraphenylporphyrin and its resulting polymeric form are promising for the treatment of tumor diseases in binary catalytic therapy.
M. R. Faustova; E. D. Nikolskaya; O. A. Zhunina; M. D. Mollaev; Nikita Yabbarov; Anton Lobanov; M. Ya. Melnikov; E. S. Severin. Polymer nanoparticles loaded with FeCl-tetraphenylporphyrin for binary catalytic therapy of neoplasms. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 2018, 67, 359 -365.
AMA StyleM. R. Faustova, E. D. Nikolskaya, O. A. Zhunina, M. D. Mollaev, Nikita Yabbarov, Anton Lobanov, M. Ya. Melnikov, E. S. Severin. Polymer nanoparticles loaded with FeCl-tetraphenylporphyrin for binary catalytic therapy of neoplasms. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 2018; 67 (2):359-365.
Chicago/Turabian StyleM. R. Faustova; E. D. Nikolskaya; O. A. Zhunina; M. D. Mollaev; Nikita Yabbarov; Anton Lobanov; M. Ya. Melnikov; E. S. Severin. 2018. "Polymer nanoparticles loaded with FeCl-tetraphenylporphyrin for binary catalytic therapy of neoplasms." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 67, no. 2: 359-365.
Cryochemical synthesis of hybrid nanocomposites based on the antibacterial drug, dioxidine, and metals (Ag, Cu) was performed. According to the data of H1 NMR, UV, and IR spectroscopy, low-temperature argon sorption, and transmission electron microscopy, met-als in these systems exist as Ag nanoparticles (with dimensions of 2—30 nm) or Cu nanoparti-cles (10—40 nm) involved in the bigger-sized particles of dioxidine with dimensions of 50—350 nm. These hybrid nanocomposites show the enhanced antibacterial activity towards the microbial cells Escherichia coli 52, Staphylococcus aureus 144, Mycobacterium cyaneum 98. The as-prepared drug nanocomposites are incorporated into spongy alginate cryostructurates. The feasibility of drug release from the biopolymer alginate carrier is proved and the related antibacterial activity is demonstrated.
O. I. Vernaya; V. P. Shabatin; A. V. Nuzhdina; N. D. Zvukova; D. I. Khvatov; A. M. Semenov; V. I. Lozinskii; T. I. Shabatina; M. Ya. Melnikov. Cryochemical synthesis and antibacterial activity of hybrid nanocomposites based on dioxidine containing Ag and Cu nanoparticles incorporated in biopolymer cryostructurates. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 2017, 66, 2152 -2156.
AMA StyleO. I. Vernaya, V. P. Shabatin, A. V. Nuzhdina, N. D. Zvukova, D. I. Khvatov, A. M. Semenov, V. I. Lozinskii, T. I. Shabatina, M. Ya. Melnikov. Cryochemical synthesis and antibacterial activity of hybrid nanocomposites based on dioxidine containing Ag and Cu nanoparticles incorporated in biopolymer cryostructurates. Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 2017; 66 (11):2152-2156.
Chicago/Turabian StyleO. I. Vernaya; V. P. Shabatin; A. V. Nuzhdina; N. D. Zvukova; D. I. Khvatov; A. M. Semenov; V. I. Lozinskii; T. I. Shabatina; M. Ya. Melnikov. 2017. "Cryochemical synthesis and antibacterial activity of hybrid nanocomposites based on dioxidine containing Ag and Cu nanoparticles incorporated in biopolymer cryostructurates." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 66, no. 11: 2152-2156.
The ultrafast photoinduced electron transfer in a supramolecular charge transfer complex was studied.
Mikhail V. Rusalov; Valery V. Volchkov; Vladimir L. Ivanov; Mikhail Melnikov; Ivan V. Shelaev; Fedor Gostev; Victor A. Nadtochenko; Artem I. Vedernikov; Sergey P. Gromov; Michael V. Alfimov. Femtosecond excited state dynamics of a stilbene–viologen charge transfer complex assembled via host–guest interaction. Photochemical & Photobiological Sciences 2017, 16, 1801 -1811.
AMA StyleMikhail V. Rusalov, Valery V. Volchkov, Vladimir L. Ivanov, Mikhail Melnikov, Ivan V. Shelaev, Fedor Gostev, Victor A. Nadtochenko, Artem I. Vedernikov, Sergey P. Gromov, Michael V. Alfimov. Femtosecond excited state dynamics of a stilbene–viologen charge transfer complex assembled via host–guest interaction. Photochemical & Photobiological Sciences. 2017; 16 (12):1801-1811.
Chicago/Turabian StyleMikhail V. Rusalov; Valery V. Volchkov; Vladimir L. Ivanov; Mikhail Melnikov; Ivan V. Shelaev; Fedor Gostev; Victor A. Nadtochenko; Artem I. Vedernikov; Sergey P. Gromov; Michael V. Alfimov. 2017. "Femtosecond excited state dynamics of a stilbene–viologen charge transfer complex assembled via host–guest interaction." Photochemical & Photobiological Sciences 16, no. 12: 1801-1811.
A reversible photochemical transition between an open pseudoallylic form and a cyclic form has been discovered for methylthiirane radical cations in the matrices of CFCl3 and CF3CCl3 at 77 K.
Ivan D. Sorokin; Oleg I. Gromov; Irina S. Zharinova; Vladimir I. Pergushov; Mikhail Ya. Mel’Nikov. Photoisomerization of methylthiirane radical cations in freonic matrices at 77 K. Mendeleev Communications 2017, 27, 479 -481.
AMA StyleIvan D. Sorokin, Oleg I. Gromov, Irina S. Zharinova, Vladimir I. Pergushov, Mikhail Ya. Mel’Nikov. Photoisomerization of methylthiirane radical cations in freonic matrices at 77 K. Mendeleev Communications. 2017; 27 (5):479-481.
Chicago/Turabian StyleIvan D. Sorokin; Oleg I. Gromov; Irina S. Zharinova; Vladimir I. Pergushov; Mikhail Ya. Mel’Nikov. 2017. "Photoisomerization of methylthiirane radical cations in freonic matrices at 77 K." Mendeleev Communications 27, no. 5: 479-481.
The complex formation of bis(18-crown-6)stilbene (1) and its supramolecular donor-acceptor complex with N,N′-bis(ammonioethyl) 1,2-di(4-pyridyl)ethylene derivative (2) with alkali and alkaline-earth metal perchlorates has been studied using absorption, steady-state fluorescence, and femtosecond transient absorption spectroscopy. The formation of 1∙Mn+ and 1∙(Mn+)2 complexes in acetonitrile was demonstrated. The weak long-wavelength charge-transfer absorption band of 1·2 completely vanishes upon complexation with metal cations because of disruption of the pseudocyclic structure. The spectroscopic and luminescence parameters, stability constants, and 2-stage dissociation constants were calculated. The initial stage of a recoordination process was found in the excited complexes 1∙M+ and 1∙(M+)2 (M = Li, Na). The pronounced fluorescence quenching of 1·2 is explained by very fast back electron transfer (τet = 0.397 ps). The structure of complex 1·2 was studied by X-ray diffraction; stacked (1·2)m polymer in which the components were connected by hydrogen bonding and stacking was found in the crystal. These compounds can be considered as novel optical molecular sensors for alkali and alkaline-earth metal cations.
Valery V. Volchkov; Mikhail V. Rusalov; Fedor Gostev; Ivan V. Shelaev; Viktor A. Nadtochenko; Artem I. Vedernikov; Asya A. Efremova; Lyudmila G. Kuz'mina; Sergey P. Gromov; Michael V. Alfimov; Mikhail Melnikov. Complexation of bis-crown stilbene with alkali and alkaline-earth metal cations. Ultrafast excited state dynamics of the stilbene-viologen analogue charge transfer complex. Journal of Physical Organic Chemistry 2017, 31, e3759 .
AMA StyleValery V. Volchkov, Mikhail V. Rusalov, Fedor Gostev, Ivan V. Shelaev, Viktor A. Nadtochenko, Artem I. Vedernikov, Asya A. Efremova, Lyudmila G. Kuz'mina, Sergey P. Gromov, Michael V. Alfimov, Mikhail Melnikov. Complexation of bis-crown stilbene with alkali and alkaline-earth metal cations. Ultrafast excited state dynamics of the stilbene-viologen analogue charge transfer complex. Journal of Physical Organic Chemistry. 2017; 31 (2):e3759.
Chicago/Turabian StyleValery V. Volchkov; Mikhail V. Rusalov; Fedor Gostev; Ivan V. Shelaev; Viktor A. Nadtochenko; Artem I. Vedernikov; Asya A. Efremova; Lyudmila G. Kuz'mina; Sergey P. Gromov; Michael V. Alfimov; Mikhail Melnikov. 2017. "Complexation of bis-crown stilbene with alkali and alkaline-earth metal cations. Ultrafast excited state dynamics of the stilbene-viologen analogue charge transfer complex." Journal of Physical Organic Chemistry 31, no. 2: e3759.
A convenient low-cost method for regioselective ring-opening of donor–acceptor cyclopropanes with the Zn-AcOH reductive system was developed. The general character of the method was displayed via efficient reduction of a representative series of 2-(het)arylcyclopropane-1,1-diesters as well as donor–acceptor cyclopropanes with other types of electron-withdrawing activating groups. This method opens a rapid access to γ-substituted propyl-1,1-diesters, ketoesters, cyanoesters, cyanoamides, dinitriles, etc., many of which are not readily accessible with alternative methods. The utility of the synthesized compounds was demonstrated by transforming them into valuable acyclic and cyclic compounds (including pharmacologically relevant carbazoles, δ-lactams, and oxindole derivatives).
Konstantin L. Ivanov; Elena V. Villemson; Gennadij V. Latyshev; Stanislav I. Bezzubov; Alexander G. Majouga; Mikhail Ya. Melnikov; Ekaterina Budynina. Regioselective Hydrogenolysis of Donor–Acceptor Cyclopropanes with Zn-AcOH Reductive System. The Journal of Organic Chemistry 2017, 82, 9537 -9549.
AMA StyleKonstantin L. Ivanov, Elena V. Villemson, Gennadij V. Latyshev, Stanislav I. Bezzubov, Alexander G. Majouga, Mikhail Ya. Melnikov, Ekaterina Budynina. Regioselective Hydrogenolysis of Donor–Acceptor Cyclopropanes with Zn-AcOH Reductive System. The Journal of Organic Chemistry. 2017; 82 (18):9537-9549.
Chicago/Turabian StyleKonstantin L. Ivanov; Elena V. Villemson; Gennadij V. Latyshev; Stanislav I. Bezzubov; Alexander G. Majouga; Mikhail Ya. Melnikov; Ekaterina Budynina. 2017. "Regioselective Hydrogenolysis of Donor–Acceptor Cyclopropanes with Zn-AcOH Reductive System." The Journal of Organic Chemistry 82, no. 18: 9537-9549.
New synthetic approach to biologically relevant spiro[pyrrolidine-3,3'-oxindoles] was developed based on the cascade transformation of 3-(2-azidoethyl)oxindoles via Staudinger/aza-Wittig/Mannich reactions. The parent azides were readily synthesized through nucleophilic ring opening of spiro[cyclopropane-1,3'-oxindoles] with the azide ion. A series of new spiro[pyrrolidine-3,3'-oxindoles] with various (hetero)aryl substituents at C2 and C5 positions of pyrrolidine ring was synthesized. Experiments in vitro revealed their high cytotoxicity towards LNCaP and PC-3 tumor cell lines.
Andrey A. Akaev; Elena V. Villemson; Nataliya S. Vorobyeva; Alexander G. Majouga; Ekaterina Budynina; Mikhail Ya Melnikov. 3-(2-Azidoethyl)oxindoles: Advanced Building Blocks for One-Pot Assembly of Spiro[pyrrolidine-3,3′-oxindoles]. The Journal of Organic Chemistry 2017, 82, 5689 -5701.
AMA StyleAndrey A. Akaev, Elena V. Villemson, Nataliya S. Vorobyeva, Alexander G. Majouga, Ekaterina Budynina, Mikhail Ya Melnikov. 3-(2-Azidoethyl)oxindoles: Advanced Building Blocks for One-Pot Assembly of Spiro[pyrrolidine-3,3′-oxindoles]. The Journal of Organic Chemistry. 2017; 82 (11):5689-5701.
Chicago/Turabian StyleAndrey A. Akaev; Elena V. Villemson; Nataliya S. Vorobyeva; Alexander G. Majouga; Ekaterina Budynina; Mikhail Ya Melnikov. 2017. "3-(2-Azidoethyl)oxindoles: Advanced Building Blocks for One-Pot Assembly of Spiro[pyrrolidine-3,3′-oxindoles]." The Journal of Organic Chemistry 82, no. 11: 5689-5701.
A new synthetic approach to functionalized quinolines was developed based on the application of Zn–AcOH system as a simple and efficient reductive agent towards 4-(o-nitroaryl)-3-acyl-substituted 4,5-dihydrofurans. Reduction of 3-carbonyl-substituted dihydrofurans is accomplished by C=C double-bond cleavage in the dihydrofuran ring and 1,6-cyclization, which leads to 3,4-dihydroquinolines. The latter can be easily oxidized to quinolines or reduced to tetrahydroquinolines. For dihydrofuran-3-carboxylates, reduction proceeds with retention of the dihydrofuran ring and affords a tricyclic dihydrofuroquinoline core under harsher conditions. The proposed general reaction pattern was supported by results of DFT calculations. Moreover, a similar reductive system can be successfully applied in the conversion of dihydrofuran acyclic precursors, γ-(o-nitroaryl) α,β-unsaturated carbonyl compounds, into quinoline derivatives.
Sergey V. Zaytsev; Elena V. Villemson; Konstantin L. Ivanov; Ekaterina Budynina; Mikhail Ya. Melnikov. Synthesis of Functionalized Quinolines from 4-(o -Nitroaryl)-Substituted 3-Acyl-4,5-Dihydrofurans: Reductive Cyclization and C=C Bond Cleavage. European Journal of Organic Chemistry 2017, 2017, 2814 -2823.
AMA StyleSergey V. Zaytsev, Elena V. Villemson, Konstantin L. Ivanov, Ekaterina Budynina, Mikhail Ya. Melnikov. Synthesis of Functionalized Quinolines from 4-(o -Nitroaryl)-Substituted 3-Acyl-4,5-Dihydrofurans: Reductive Cyclization and C=C Bond Cleavage. European Journal of Organic Chemistry. 2017; 2017 (19):2814-2823.
Chicago/Turabian StyleSergey V. Zaytsev; Elena V. Villemson; Konstantin L. Ivanov; Ekaterina Budynina; Mikhail Ya. Melnikov. 2017. "Synthesis of Functionalized Quinolines from 4-(o -Nitroaryl)-Substituted 3-Acyl-4,5-Dihydrofurans: Reductive Cyclization and C=C Bond Cleavage." European Journal of Organic Chemistry 2017, no. 19: 2814-2823.