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Valentina Yu

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International Journal of Applied Pharmaceutics (IJAP)

Lomonosov Moscow State University

Sergey Vatsadze

VIT University

Konstantin Kudryavtsev

Lomonosov Moscow State University

Aurelio Orjales

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Papers by Valentina Yu

Anticancer Cytotoxic Activity of Bispidine Derivatives Associated with the Increasing Catabolism of Polyamines

by Valentina Yu and Aigul Malmakova

Molecules

Polyamine (PA) catabolism is often reduced in cancer cells. The activation of this metabolic path... more Polyamine (PA) catabolism is often reduced in cancer cells. The activation of this metabolic pathway produces cytotoxic substances that might cause apoptosis in cancer cells. Chemical compounds able to restore the level of PA catabolism in tumors could become potential antineoplastic agents. The search for activators of PA catabolism among bicyclononan-9-ones is a promising strategy for drug development. The aim of the study was to evaluate the biological activity of new 3,7-diazabicyclo[3.3.1]nonan-9-one derivatives that have antiproliferative properties by accelerating PA catabolism. Eight bispidine derivatives were synthetized and demonstrated the ability to activate PA catabolism in regenerating rat liver homogenates. However, only three of them demonstrated a potent ability to decrease the viability of cancer cells in the MTT assay. Compounds 4c and 4e could induce apoptosis more effectively in cancer HepG2 cells rather than in normal WI-38 fibroblasts. The lead compound 4e cou...

Experimental and density functional theory studies on PtPb/C bimetallic electrocatalysts for methanol electrooxidation reaction in alkaline media

Electrochimica Acta, 2011

The Schiff base compound (E)-2-[(2-(hydroxymethyl)phenylimino)methyl]benzene-1,4-diol has been sy... more The Schiff base compound (E)-2-[(2-(hydroxymethyl)phenylimino)methyl]benzene-1,4-diol has been synthesized and characterized by 1 H NMR, 13 C NMR, IR, UV-Vis and single-crystal X-ray diffraction. Molecular geometry of the title compound in the ground state have been calculated using the density functional method (DFT) with 6-31G(d) basis set and compared with the experimental data. The calculated results show that the optimized geometry can well reproduce the crystal structure. By using TD-DFT method, electronic absorption spectra of the compound have been predicted and a good agreement with the TD-DFT method and experimental one is determined. The energetic behavior of the compound in solvent media has been examined using B3LYP method with the 6-31G(d) basis set by applying the polarizable continuum model (PCM). The total energy of the title compound decreases with increasing polarity of the solvent. In addition, DFT calculations of the compound, molecular electrostatic potential (MEP), natural bond orbital analysis (NBO) and non-linear optical (NLO) properties were performed at B3LYP/ 6-31G(d) level of theory.

Effect of structural defects in alumina supports on the formation and catalytic properties of the... more

Stimulation of B-Lymphopoiesis by Administration of a Trimecaine-Based Ionic Compound in Cyclophosphamide-Induced Hematopoietic-Depressive Model

Molecules

According to the WHO, the secondary form of hematopoietic-depressive status increases the risk of... more According to the WHO, the secondary form of hematopoietic-depressive status increases the risk of death in people with oncological, infectious, and hormonal diseases. The choice of drugs that stimulate the hematopoietic activity of B-lymphopoiesis is limited. The current leucopoiesis drugs have a number of side effects: thymic preparations stimulate the production of PGE2, which causes chronic inflammation and various autoimmune diseases through the differentiation of T helper 1 (Th1) cells, the proliferation of Th17 cells, and the production of IL-22 from Th22 cells through EP2 and EP4 receptors; cytokine preparations can cause uncontrolled immune reactions and impaired contractility of smooth and cardiac muscles; drugs based on nucleic acids can stimulate the division of all cells, including bacterial and cancerous ones. The use of oligonucleotides such as ribozymes and antisense oligodeoxynucleotides (AS-ODNs) shows promise as therapeutic moieties, but faces a number of challenge...

β-Cyclodextrin Inclusion Complex with Dimethyl[4-hydroxypiperidin-4-yl]Phosphonates as Green Plant Growth Stimulators

Proceedings of the 2019 9th International Conference on Bioscience, Biochemistry and Bioinformatics

Herein we report on the synthesis the synthesis of new dimethyl [1-(benzyl-, 2-phenylethyl-) -4-h... more Herein we report on the synthesis the synthesis of new dimethyl [1-(benzyl-, 2-phenylethyl-) -4-hydroxypiperidin-4-yl)]phosphonates obtained by reacting 1-(benzyl- or 2-phenylethyl-)piperidone-4 with dimethylphosphite in presence of sodium methylate in hexane. NMR spectroscopy showed that the complexation of β-cyclodextrin (β-CD) (host) with the hydroxyphosphonate (guest) is accompanied by the entry of a hydrophobic aromatic fragment of the substrate molecule into the inner sphere of the host molecule. In addition, the supramolecular interaction of the hydrophilic part of the guest molecule with the outer surface of β-CD is shown. As a result, a 1:1 complex is formed. Dimethyl [1-(benzyl-, 2-phenylethyl-)-4-hydroxypiperidin-4-yl)]phosphonates showed perceptible stimulation of growth and development of stems and/or roots of spring wheat Triticum aestivum Kazakhstanskaya-10, Severyanka and Miras.

Novel Complexes of 3-[3-(1H-Imidazol-1-yl)propyl]-3,7-diaza-bispidines and β-Cyclodextrin as Coatings to Protect and Stimulate Sprouting Wheat Seeds

Molecules

We report the syntheses and characterization of novel 3,7-bicycl[3.3.1]bispidines possessing an i... more We report the syntheses and characterization of novel 3,7-bicycl[3.3.1]bispidines possessing an imidazolpropyl group attached to N-3, and at N-7 a Boc group, as well as a benzoylated-oximated group at C-9. These compounds were complexed with β-cyclodextrin [β-CD] and evaluated as seed protectors of selected wheat seedlings. Using strong acid, condensations of N-substituted piperidones with the appropriate imidazolpropyl groups at N-3 and N-7 led to bispidinones 6 and 7. These intermediates were reduced to the corresponding 3,7-diazabicyclo[3.3.1]nonane targets. The oxime at C-9 was benzoylated to yield 13. Heating these 3,7-diazabicyclo[3.3.1]nonanes in ethanol with β-CD generated the complexes required. We investigated the ability of such complexes as coatings on seedlings to protect and stimulate growth of three varieties of wheat, namely Kazakhstanskaya-10, Severyanka, and Miras. The complex of 3-[3-(1H-imidazol-1-yl)propyl]-7-(3-methoxypropyl)-3,7-diazabicyclo[3.3.1]nonane (2) p...

ВЛИЯНИЕ АЗОТОСОДЕРЖАЩИХ СОЕДИНЕНИЙ НА ПОКАЗАТЕЛИ ПЕРИФЕРИЧЕСКОЙ КРОВИ НА ФОНЕ ЭКСПЕРИМЕНТАЛЬНОЙ ПАНЦИТОПЕНИИ

Научный журнал «Доклады НАН РК», Apr 13, 2021

Effect of Nitrogen-Containing Compounds on Peripheral Blood Parameters in the Background of Experimental Pancytopenia

REPORTS, 2021

1-(2-phenylethyl)-4-ketoxympiperidine o-fluorobenzoic acid hydrochloride, a complex with β-cyclod... more 1-(2-phenylethyl)-4-ketoxympiperidine o-fluorobenzoic acid hydrochloride, a complex with β-cyclodextrin p-fluorobenzene carbonylamide morpholine, a complex with β-cyclodextrin o-fluorobenzene carbonylamide piperidine had high myelostimulating activity at the level of the comparison drug methyluracil. 1-(3-ethoxypropyl)-4-ketoxympiperidine p-fluorobenzoic acid ester hydrochloride, 1-(2-phenylethyl)-4-ketoxympiperidine m-fluorobenzoic acid ester hydrochloride, 1-(2-phenylethyl)-4-ketoxympiperidine p-fluorobenzoic acid ester hydrochloride did not possess leukopoiesis-stimulating activity, but showed erythropoiesis-stimulating and thrombocytopoiesis-stimulating activity at the level of the comparison drug methyluracil.

Increasing Sugar Content in Source for Biofuel Production Using Agrochemical and Genetic Approaches at the Stages of BioMass Preharvesting and Harvesting

Molecules

In order to optimize biofuel (including bioethanol) production processes, various problems need t... more In order to optimize biofuel (including bioethanol) production processes, various problems need to be solved, such as increasing the sugar content of raw materials/biomass to gain a higher yield of the product. This task can be solved in several ways, with their own advantages and disadvantages, and an integrated approach, such as using a combination of ripening agents and phytohormones or application of a superabsorbent polymer with at least one sugar-enhancing agent, can be applied as well. Here, we reviewed several methods, including pre- and postharvest factors (light, temperature, partial replacement of potassium with magnesium, etc.), genetic modifications (traditional breeding, phytohormones, etc.), chemical ripening methods (Ethephon, Moddus, etc.), and some alternative methods (DMSO treatment, ionic liquids, etc.). The aim of this review was to provide a comprehensive, up-to-date summary of methods of increasing the carbohydrate level in plants/biomass for bioethanol produc...

Ultrasound‐ and Microwave‐promoted Synthesis, Growth‐regulating Activity and Antimicrobial Behavior of Trimecaine‐based Ionic Compounds

ChemistrySelect

NMR study of the inclusion complexes of β-cyclodextrin with diphenhydramine, clonidine and tolperisone

SN Applied Sciences, 2022

Forming complexes with β-cyclodextrin can enhance stability, dissolution rate, solubility, and bi... more Forming complexes with β-cyclodextrin can enhance stability, dissolution rate, solubility, and bioavailability of an active pharmaceutical ingredient. In this study, the inclusion behavior between β-cyclodextrin (β-CD) and diphenhydramine, clonidine, and tolperisone in DMSO-d6 was investigated using NMR spectroscopy. 1H, 13C, COSY, HMQC, and ROESY data were applied to determine the structure of inclusion complexes, and molecular docking analysis was engaged to identify the most favorable host–guest interactions in the inclusion complexes. Complexation of β-CD with diphenhydramine, clonidine, and tolperisone is accompanied by the insertion of a molecular fragment of the guest molecule, one molecule of diphenhydramine and tolperisone, and two molecules of clonidine, into the inner sphere of one host molecule. The reported study provides useful information for the potential application of the complexation of β-CD with diphenhydramine, clonidine, and tolperisone. This may be a good stra...

CODEN(USA): CRJHA5 Biological Activity of Organotin Steroids-A Brief Review

Organotin steroids (OS) represent an interesting class of biologically active hormones. Currently... more Organotin steroids (OS) represent an interesting class of biologically active hormones. Currently, more than 100 OS have been synthesized, and many are widely used in medical practice, including medicine and pharmacology. We also used an algorithm that works with a PASS programme containing approximately one million chemical structures and approximately 8,000 validated biological activities and allows you to calculate the predicted activity from the chemical structure of the steroidal molecule. The biological activity and structures for this group of OS is presented in this paper. The most characteristic biological activities for OS were antineoplastic, anti-metastatic, anti-hypercholesterolemic and anticancer activities.

Immobilization of Analgetic AB-101 into Calcium Alginate Gels

Eurasian Chemico-Technological Journal, 2017

A new analgetic drug AB-101 has been immobilized into Ca 2+-alginate gel beads with average diame... more A new analgetic drug AB-101 has been immobilized into Ca 2+-alginate gel beads with average diameter of 1 mm. A series of the alginate gel contains with various mannuronic/guluronic (M/G) ratios has been chosen to control the diffusion of the drug. Release of the drug from the alginate gel beads into physiological solutions consisting of sodium ions has been examined. A discontinuous time of the Fickian diffusion of the drug depending on M/G ratio was followed by a burst release of the remaining drugs. The burst release was due to a swift disintegration of Ca 2+-alginate with exchange on sodium ions. The preceding discontinuous lag time promotes a free dissociate exchange of sodium-calcium ions in M units, while the burst disintegration leads to fast dissociation of G units. The lag time can be control by M/G ratio of Ca 2+-alginate gels. The lag time increases if a content of the M units decreases. The increase of M units was led to more extensive swelling of the gel beads. Such way could be promising for a controlled drug delivery or the use in implants with controlled drug effect.

Effect of Hydrogen Bonding to Water on the 31P Chemical Shift Tensor of Phenyl- and Trialkylphosphine Oxides and α-Amino Phosphonates

The Journal of Physical Chemistry C, 2016

The effect of hydrogen bonding to water on the 31 P NMR chemical shift tensor in the titled compo... more The effect of hydrogen bonding to water on the 31 P NMR chemical shift tensor in the titled compounds has been studied experimentally and simulated theoretically using the DFT-GIAO approach. It has been shown that the effect of hydrogen bonding on the 31 P NMR parameters of trialkylphosphine oxides can be simulated at the GIAO-B3LYP/cc-pVDZ approximation. The influence of molecular conformation on the NMR parameters is small in these compounds. In contrast, the effect of molecular conformation can totally mask the effect of hydrogen bonding in the case of phenylphosphine oxides. The limiting case is a hydrogen bond with water. In these compounds the DFT-GIAO approach can be useful for the analysis of stronger hydrogen bonds only. The GIAO-B3LYP/cc-pVDZ approximation fails to reproduce the 31 P NMR parameters of α-amino phosphonates. Thus, a combination of 31 P NMR and low-cost calculations can be used especially effectively in the study of noncovalent interactions in polycrystalline and non-crystalline materials based on trialkylphosphine oxides. The described research strategy is applicable to the study of the local chemical structures in amorphous materials, at surfaces, and in interfaces.

$Research paper thumbnail of Synthesis, Stereochemical, and Conformational Studies of Selected 3,7-Diheterabicyclo[3.3.1]nonan-9-ols: X-Ray Diffraction Analyses of 7-Benzyl-9-phenyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-ol and 7-Benzyl-9-(4- N,N′ -dimethylaminophenyl)-3-thia-7-azabicyclo[3.3.1]nonan-9-ol, a Rare Stable Chair–Boat...$

Synthesis, Stereochemical, and Conformational Studies of Selected 3,7-Diheterabicyclo[3.3.1]nonan-9-ols: X-Ray Diffraction Analyses of 7-Benzyl-9-phenyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-ol and 7-Benzyl-9-(4- N,N′ -dimethylaminophenyl)-3-thia-7-azabicyclo[3.3.1]nonan-9-ol, a Rare Stable Chair–Boat...

Phosphorus, Sulfur, and Silicon and the Related Elements, 2007

A systematic study of 1,2-additions to 3,7-diheterabicyclo[3.3.1]nonan-9-ones (3,7-DHBCN-9-ONES) ... more A systematic study of 1,2-additions to 3,7-diheterabicyclo[3.3.1]nonan-9-ones (3,7-DHBCN-9-ONES) by symmetrically substituted aryl Grignard reagents in anhydrous THF or ether has been conducted. 1,2-Additions of aryl Grignard reagents to the carbonyl group at C-9 in 7-benzyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-one and 7-benzyl-3-thia-7-azabicyclo[3.3.1]nonan-9-one resulted in the formation of tertiary alcohols with the aryl group “syn” to the oxygen or sulfur atoms in the respective rings. The X-ray analyses demonstrated that the solid, bicyclic, oxygen-containing alcohol was in chair–chair form while the solid, bicyclic, sulfur-containing alcohol existed in chair–boat form. A tentative mechanism is that the Grignard reagent may coordinate with the oxygen atom and / or sulfur atom in a boat conformer of the bicyclic system prior to the attack from the “oxygen or sulfur sides.”

Synthesis and Conformational Studies of Tertiary Alcohols Derived from Tetrahydro-4H-pyran-4-one and Tetrahydrothiopyran-4-one

Phosphorus, Sulfur, and Silicon and the Related Elements, 2005

A series of derivatives of tetrahydro-4 H-pyran-4-one and tetrahydrothiopyran-4-one have been pre... more

Complexes of 1-(2-ETHOXYETHYL)-4- (DIMETHOXYPHOSPHORYL)-4-HYDROXYPIPERIDINE with Ions of Biogenic Metals: Synthesis and Properties

Chemical Journal of Kazakhstan, 2018

Synthesis and pharmacological activity of 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-hydroxypiperidine derivatives

Pharmaceutical Chemistry Journal, 1991

The hydrobromide salts of benzoylmethylthio derivatives of pyridine and quinoline (see Table 3) e... more The hydrobromide salts of benzoylmethylthio derivatives of pyridine and quinoline (see Table 3) exhibit very little diuretic activity, and reduce the time period over which a narcotic medication is effective. The introduction of substituents (e.g., bromine atom, nitro group) onto the phenacylthio group's benzene ring in the benzoylmethylthio derivative of quinoline reduces the compound's diuretic activity, and results in a weak neuroleptic activity.

Improvement of myelopoiesis in a cyclophosphamide-induced myelodepression model by administration of a Newly Synthesized Pyrazolo- Piperidine β-Cyclodextrine complex compound

According to WHO, the acquired secondary form of hematopoietic-depressive states increases the ri... more According to WHO, the acquired secondary form of hematopoietic-depressive states increases the risk of death in people with cancer, infectious, and hormonal diseases. The choice of drugs that stimulate the proliferative activity of bone marrow cells is limited. The stimulus to the search for hematopoietic-stimulating compounds among pyridine derivatives was the manifestation of the activity of the cerebroprotective drug Mexidol (2-ethyl-6-methyl-3-hydroxypyridine succinate) to restore the granulocytes and B-lymphocytes homeostasis in clinical practice. The hematopoietic-stimulating activity of the newly synthesized compound Complex of 5-benzyl-7-(o-fluorobenzylidene)-2,3-bis(o-fluorophenyl)-3,3a,4,5,6,7-hexahydro-2H-pyrazolo [4,3-c]pyridine complex with β-cyclodextrin (BIV) was studied on a model of cyclophosphamide-induced myelodepression in C57BL6/J mouse line. The BIV compound demonstrated a stimulating effect on the process of restoring the level of Ly-6G+ Ly-6C+ granulocytes, m...

Experimental and ab initio studies of the novel piperidine-containing acetylene glycols

arXiv: Chemical Physics, 2015

The subject of the present licentiate thesis is density functional theorybased electronic structu... more The subject of the present licentiate thesis is density functional theorybased electronic structure calculations of organic thermoelectric materials and novel organic molecules. We used the Car-Parrinello molecular dynamics method in order to investigate the electronic structure of “green energy” and “greenchemistry” compounds.First, we have investigated the electronic structure of the poly(3,4-ethylene-dioxythiophene) (PEDOT) and its derivatives - the best studied and successfully implemented by industry organic thermoelectric material. Its transparency, low toxicity and high stability in the oxidized state are combined withan ability to produce electrical current when applying a temperature gradient. This makes PEDOT a perfect “organic metal” and a first candidate for organic thermoelectrogenerators - devices that can produce “green energy” from a temperature difference. The average structures found in these quantum dynamical simulations agree well with earlier static electronic s...

Anticancer Cytotoxic Activity of Bispidine Derivatives Associated with the Increasing Catabolism of Polyamines

by Valentina Yu and Aigul Malmakova

Molecules

Polyamine (PA) catabolism is often reduced in cancer cells. The activation of this metabolic path... more Polyamine (PA) catabolism is often reduced in cancer cells. The activation of this metabolic pathway produces cytotoxic substances that might cause apoptosis in cancer cells. Chemical compounds able to restore the level of PA catabolism in tumors could become potential antineoplastic agents. The search for activators of PA catabolism among bicyclononan-9-ones is a promising strategy for drug development. The aim of the study was to evaluate the biological activity of new 3,7-diazabicyclo[3.3.1]nonan-9-one derivatives that have antiproliferative properties by accelerating PA catabolism. Eight bispidine derivatives were synthetized and demonstrated the ability to activate PA catabolism in regenerating rat liver homogenates. However, only three of them demonstrated a potent ability to decrease the viability of cancer cells in the MTT assay. Compounds 4c and 4e could induce apoptosis more effectively in cancer HepG2 cells rather than in normal WI-38 fibroblasts. The lead compound 4e cou...

Experimental and density functional theory studies on PtPb/C bimetallic electrocatalysts for methanol electrooxidation reaction in alkaline media

Electrochimica Acta, 2011

The Schiff base compound (E)-2-[(2-(hydroxymethyl)phenylimino)methyl]benzene-1,4-diol has been sy... more The Schiff base compound (E)-2-[(2-(hydroxymethyl)phenylimino)methyl]benzene-1,4-diol has been synthesized and characterized by 1 H NMR, 13 C NMR, IR, UV-Vis and single-crystal X-ray diffraction. Molecular geometry of the title compound in the ground state have been calculated using the density functional method (DFT) with 6-31G(d) basis set and compared with the experimental data. The calculated results show that the optimized geometry can well reproduce the crystal structure. By using TD-DFT method, electronic absorption spectra of the compound have been predicted and a good agreement with the TD-DFT method and experimental one is determined. The energetic behavior of the compound in solvent media has been examined using B3LYP method with the 6-31G(d) basis set by applying the polarizable continuum model (PCM). The total energy of the title compound decreases with increasing polarity of the solvent. In addition, DFT calculations of the compound, molecular electrostatic potential (MEP), natural bond orbital analysis (NBO) and non-linear optical (NLO) properties were performed at B3LYP/ 6-31G(d) level of theory.

Effect of structural defects in alumina supports on the formation and catalytic properties of the... more

Stimulation of B-Lymphopoiesis by Administration of a Trimecaine-Based Ionic Compound in Cyclophosphamide-Induced Hematopoietic-Depressive Model

Molecules

According to the WHO, the secondary form of hematopoietic-depressive status increases the risk of... more According to the WHO, the secondary form of hematopoietic-depressive status increases the risk of death in people with oncological, infectious, and hormonal diseases. The choice of drugs that stimulate the hematopoietic activity of B-lymphopoiesis is limited. The current leucopoiesis drugs have a number of side effects: thymic preparations stimulate the production of PGE2, which causes chronic inflammation and various autoimmune diseases through the differentiation of T helper 1 (Th1) cells, the proliferation of Th17 cells, and the production of IL-22 from Th22 cells through EP2 and EP4 receptors; cytokine preparations can cause uncontrolled immune reactions and impaired contractility of smooth and cardiac muscles; drugs based on nucleic acids can stimulate the division of all cells, including bacterial and cancerous ones. The use of oligonucleotides such as ribozymes and antisense oligodeoxynucleotides (AS-ODNs) shows promise as therapeutic moieties, but faces a number of challenge...

β-Cyclodextrin Inclusion Complex with Dimethyl[4-hydroxypiperidin-4-yl]Phosphonates as Green Plant Growth Stimulators

Proceedings of the 2019 9th International Conference on Bioscience, Biochemistry and Bioinformatics

Herein we report on the synthesis the synthesis of new dimethyl [1-(benzyl-, 2-phenylethyl-) -4-h... more Herein we report on the synthesis the synthesis of new dimethyl [1-(benzyl-, 2-phenylethyl-) -4-hydroxypiperidin-4-yl)]phosphonates obtained by reacting 1-(benzyl- or 2-phenylethyl-)piperidone-4 with dimethylphosphite in presence of sodium methylate in hexane. NMR spectroscopy showed that the complexation of β-cyclodextrin (β-CD) (host) with the hydroxyphosphonate (guest) is accompanied by the entry of a hydrophobic aromatic fragment of the substrate molecule into the inner sphere of the host molecule. In addition, the supramolecular interaction of the hydrophilic part of the guest molecule with the outer surface of β-CD is shown. As a result, a 1:1 complex is formed. Dimethyl [1-(benzyl-, 2-phenylethyl-)-4-hydroxypiperidin-4-yl)]phosphonates showed perceptible stimulation of growth and development of stems and/or roots of spring wheat Triticum aestivum Kazakhstanskaya-10, Severyanka and Miras.

Novel Complexes of 3-[3-(1H-Imidazol-1-yl)propyl]-3,7-diaza-bispidines and β-Cyclodextrin as Coatings to Protect and Stimulate Sprouting Wheat Seeds

Molecules

We report the syntheses and characterization of novel 3,7-bicycl[3.3.1]bispidines possessing an i... more We report the syntheses and characterization of novel 3,7-bicycl[3.3.1]bispidines possessing an imidazolpropyl group attached to N-3, and at N-7 a Boc group, as well as a benzoylated-oximated group at C-9. These compounds were complexed with β-cyclodextrin [β-CD] and evaluated as seed protectors of selected wheat seedlings. Using strong acid, condensations of N-substituted piperidones with the appropriate imidazolpropyl groups at N-3 and N-7 led to bispidinones 6 and 7. These intermediates were reduced to the corresponding 3,7-diazabicyclo[3.3.1]nonane targets. The oxime at C-9 was benzoylated to yield 13. Heating these 3,7-diazabicyclo[3.3.1]nonanes in ethanol with β-CD generated the complexes required. We investigated the ability of such complexes as coatings on seedlings to protect and stimulate growth of three varieties of wheat, namely Kazakhstanskaya-10, Severyanka, and Miras. The complex of 3-[3-(1H-imidazol-1-yl)propyl]-7-(3-methoxypropyl)-3,7-diazabicyclo[3.3.1]nonane (2) p...

ВЛИЯНИЕ АЗОТОСОДЕРЖАЩИХ СОЕДИНЕНИЙ НА ПОКАЗАТЕЛИ ПЕРИФЕРИЧЕСКОЙ КРОВИ НА ФОНЕ ЭКСПЕРИМЕНТАЛЬНОЙ ПАНЦИТОПЕНИИ

Научный журнал «Доклады НАН РК», Apr 13, 2021

Effect of Nitrogen-Containing Compounds on Peripheral Blood Parameters in the Background of Experimental Pancytopenia

REPORTS, 2021

1-(2-phenylethyl)-4-ketoxympiperidine o-fluorobenzoic acid hydrochloride, a complex with β-cyclod... more 1-(2-phenylethyl)-4-ketoxympiperidine o-fluorobenzoic acid hydrochloride, a complex with β-cyclodextrin p-fluorobenzene carbonylamide morpholine, a complex with β-cyclodextrin o-fluorobenzene carbonylamide piperidine had high myelostimulating activity at the level of the comparison drug methyluracil. 1-(3-ethoxypropyl)-4-ketoxympiperidine p-fluorobenzoic acid ester hydrochloride, 1-(2-phenylethyl)-4-ketoxympiperidine m-fluorobenzoic acid ester hydrochloride, 1-(2-phenylethyl)-4-ketoxympiperidine p-fluorobenzoic acid ester hydrochloride did not possess leukopoiesis-stimulating activity, but showed erythropoiesis-stimulating and thrombocytopoiesis-stimulating activity at the level of the comparison drug methyluracil.

Increasing Sugar Content in Source for Biofuel Production Using Agrochemical and Genetic Approaches at the Stages of BioMass Preharvesting and Harvesting

Molecules

In order to optimize biofuel (including bioethanol) production processes, various problems need t... more In order to optimize biofuel (including bioethanol) production processes, various problems need to be solved, such as increasing the sugar content of raw materials/biomass to gain a higher yield of the product. This task can be solved in several ways, with their own advantages and disadvantages, and an integrated approach, such as using a combination of ripening agents and phytohormones or application of a superabsorbent polymer with at least one sugar-enhancing agent, can be applied as well. Here, we reviewed several methods, including pre- and postharvest factors (light, temperature, partial replacement of potassium with magnesium, etc.), genetic modifications (traditional breeding, phytohormones, etc.), chemical ripening methods (Ethephon, Moddus, etc.), and some alternative methods (DMSO treatment, ionic liquids, etc.). The aim of this review was to provide a comprehensive, up-to-date summary of methods of increasing the carbohydrate level in plants/biomass for bioethanol produc...

Ultrasound‐ and Microwave‐promoted Synthesis, Growth‐regulating Activity and Antimicrobial Behavior of Trimecaine‐based Ionic Compounds

ChemistrySelect

NMR study of the inclusion complexes of β-cyclodextrin with diphenhydramine, clonidine and tolperisone

SN Applied Sciences, 2022

Forming complexes with β-cyclodextrin can enhance stability, dissolution rate, solubility, and bi... more Forming complexes with β-cyclodextrin can enhance stability, dissolution rate, solubility, and bioavailability of an active pharmaceutical ingredient. In this study, the inclusion behavior between β-cyclodextrin (β-CD) and diphenhydramine, clonidine, and tolperisone in DMSO-d6 was investigated using NMR spectroscopy. 1H, 13C, COSY, HMQC, and ROESY data were applied to determine the structure of inclusion complexes, and molecular docking analysis was engaged to identify the most favorable host–guest interactions in the inclusion complexes. Complexation of β-CD with diphenhydramine, clonidine, and tolperisone is accompanied by the insertion of a molecular fragment of the guest molecule, one molecule of diphenhydramine and tolperisone, and two molecules of clonidine, into the inner sphere of one host molecule. The reported study provides useful information for the potential application of the complexation of β-CD with diphenhydramine, clonidine, and tolperisone. This may be a good stra...

CODEN(USA): CRJHA5 Biological Activity of Organotin Steroids-A Brief Review

Organotin steroids (OS) represent an interesting class of biologically active hormones. Currently... more Organotin steroids (OS) represent an interesting class of biologically active hormones. Currently, more than 100 OS have been synthesized, and many are widely used in medical practice, including medicine and pharmacology. We also used an algorithm that works with a PASS programme containing approximately one million chemical structures and approximately 8,000 validated biological activities and allows you to calculate the predicted activity from the chemical structure of the steroidal molecule. The biological activity and structures for this group of OS is presented in this paper. The most characteristic biological activities for OS were antineoplastic, anti-metastatic, anti-hypercholesterolemic and anticancer activities.

Immobilization of Analgetic AB-101 into Calcium Alginate Gels

Eurasian Chemico-Technological Journal, 2017

A new analgetic drug AB-101 has been immobilized into Ca 2+-alginate gel beads with average diame... more A new analgetic drug AB-101 has been immobilized into Ca 2+-alginate gel beads with average diameter of 1 mm. A series of the alginate gel contains with various mannuronic/guluronic (M/G) ratios has been chosen to control the diffusion of the drug. Release of the drug from the alginate gel beads into physiological solutions consisting of sodium ions has been examined. A discontinuous time of the Fickian diffusion of the drug depending on M/G ratio was followed by a burst release of the remaining drugs. The burst release was due to a swift disintegration of Ca 2+-alginate with exchange on sodium ions. The preceding discontinuous lag time promotes a free dissociate exchange of sodium-calcium ions in M units, while the burst disintegration leads to fast dissociation of G units. The lag time can be control by M/G ratio of Ca 2+-alginate gels. The lag time increases if a content of the M units decreases. The increase of M units was led to more extensive swelling of the gel beads. Such way could be promising for a controlled drug delivery or the use in implants with controlled drug effect.

Effect of Hydrogen Bonding to Water on the 31P Chemical Shift Tensor of Phenyl- and Trialkylphosphine Oxides and α-Amino Phosphonates

The Journal of Physical Chemistry C, 2016

The effect of hydrogen bonding to water on the 31 P NMR chemical shift tensor in the titled compo... more The effect of hydrogen bonding to water on the 31 P NMR chemical shift tensor in the titled compounds has been studied experimentally and simulated theoretically using the DFT-GIAO approach. It has been shown that the effect of hydrogen bonding on the 31 P NMR parameters of trialkylphosphine oxides can be simulated at the GIAO-B3LYP/cc-pVDZ approximation. The influence of molecular conformation on the NMR parameters is small in these compounds. In contrast, the effect of molecular conformation can totally mask the effect of hydrogen bonding in the case of phenylphosphine oxides. The limiting case is a hydrogen bond with water. In these compounds the DFT-GIAO approach can be useful for the analysis of stronger hydrogen bonds only. The GIAO-B3LYP/cc-pVDZ approximation fails to reproduce the 31 P NMR parameters of α-amino phosphonates. Thus, a combination of 31 P NMR and low-cost calculations can be used especially effectively in the study of noncovalent interactions in polycrystalline and non-crystalline materials based on trialkylphosphine oxides. The described research strategy is applicable to the study of the local chemical structures in amorphous materials, at surfaces, and in interfaces.

$Research paper thumbnail of Synthesis, Stereochemical, and Conformational Studies of Selected 3,7-Diheterabicyclo[3.3.1]nonan-9-ols: X-Ray Diffraction Analyses of 7-Benzyl-9-phenyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-ol and 7-Benzyl-9-(4- N,N′ -dimethylaminophenyl)-3-thia-7-azabicyclo[3.3.1]nonan-9-ol, a Rare Stable Chair–Boat...$

Synthesis, Stereochemical, and Conformational Studies of Selected 3,7-Diheterabicyclo[3.3.1]nonan-9-ols: X-Ray Diffraction Analyses of 7-Benzyl-9-phenyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-ol and 7-Benzyl-9-(4- N,N′ -dimethylaminophenyl)-3-thia-7-azabicyclo[3.3.1]nonan-9-ol, a Rare Stable Chair–Boat...

Phosphorus, Sulfur, and Silicon and the Related Elements, 2007

A systematic study of 1,2-additions to 3,7-diheterabicyclo[3.3.1]nonan-9-ones (3,7-DHBCN-9-ONES) ... more A systematic study of 1,2-additions to 3,7-diheterabicyclo[3.3.1]nonan-9-ones (3,7-DHBCN-9-ONES) by symmetrically substituted aryl Grignard reagents in anhydrous THF or ether has been conducted. 1,2-Additions of aryl Grignard reagents to the carbonyl group at C-9 in 7-benzyl-3-oxa-7-azabicyclo[3.3.1]nonan-9-one and 7-benzyl-3-thia-7-azabicyclo[3.3.1]nonan-9-one resulted in the formation of tertiary alcohols with the aryl group “syn” to the oxygen or sulfur atoms in the respective rings. The X-ray analyses demonstrated that the solid, bicyclic, oxygen-containing alcohol was in chair–chair form while the solid, bicyclic, sulfur-containing alcohol existed in chair–boat form. A tentative mechanism is that the Grignard reagent may coordinate with the oxygen atom and / or sulfur atom in a boat conformer of the bicyclic system prior to the attack from the “oxygen or sulfur sides.”

Synthesis and Conformational Studies of Tertiary Alcohols Derived from Tetrahydro-4H-pyran-4-one and Tetrahydrothiopyran-4-one

Phosphorus, Sulfur, and Silicon and the Related Elements, 2005

A series of derivatives of tetrahydro-4 H-pyran-4-one and tetrahydrothiopyran-4-one have been pre... more

Complexes of 1-(2-ETHOXYETHYL)-4- (DIMETHOXYPHOSPHORYL)-4-HYDROXYPIPERIDINE with Ions of Biogenic Metals: Synthesis and Properties

Chemical Journal of Kazakhstan, 2018

Synthesis and pharmacological activity of 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-hydroxypiperidine derivatives

Pharmaceutical Chemistry Journal, 1991

The hydrobromide salts of benzoylmethylthio derivatives of pyridine and quinoline (see Table 3) e... more The hydrobromide salts of benzoylmethylthio derivatives of pyridine and quinoline (see Table 3) exhibit very little diuretic activity, and reduce the time period over which a narcotic medication is effective. The introduction of substituents (e.g., bromine atom, nitro group) onto the phenacylthio group's benzene ring in the benzoylmethylthio derivative of quinoline reduces the compound's diuretic activity, and results in a weak neuroleptic activity.

Improvement of myelopoiesis in a cyclophosphamide-induced myelodepression model by administration of a Newly Synthesized Pyrazolo- Piperidine β-Cyclodextrine complex compound

According to WHO, the acquired secondary form of hematopoietic-depressive states increases the ri... more According to WHO, the acquired secondary form of hematopoietic-depressive states increases the risk of death in people with cancer, infectious, and hormonal diseases. The choice of drugs that stimulate the proliferative activity of bone marrow cells is limited. The stimulus to the search for hematopoietic-stimulating compounds among pyridine derivatives was the manifestation of the activity of the cerebroprotective drug Mexidol (2-ethyl-6-methyl-3-hydroxypyridine succinate) to restore the granulocytes and B-lymphocytes homeostasis in clinical practice. The hematopoietic-stimulating activity of the newly synthesized compound Complex of 5-benzyl-7-(o-fluorobenzylidene)-2,3-bis(o-fluorophenyl)-3,3a,4,5,6,7-hexahydro-2H-pyrazolo [4,3-c]pyridine complex with β-cyclodextrin (BIV) was studied on a model of cyclophosphamide-induced myelodepression in C57BL6/J mouse line. The BIV compound demonstrated a stimulating effect on the process of restoring the level of Ly-6G+ Ly-6C+ granulocytes, m...

Experimental and ab initio studies of the novel piperidine-containing acetylene glycols

arXiv: Chemical Physics, 2015

The subject of the present licentiate thesis is density functional theorybased electronic structu... more The subject of the present licentiate thesis is density functional theorybased electronic structure calculations of organic thermoelectric materials and novel organic molecules. We used the Car-Parrinello molecular dynamics method in order to investigate the electronic structure of “green energy” and “greenchemistry” compounds.First, we have investigated the electronic structure of the poly(3,4-ethylene-dioxythiophene) (PEDOT) and its derivatives - the best studied and successfully implemented by industry organic thermoelectric material. Its transparency, low toxicity and high stability in the oxidized state are combined withan ability to produce electrical current when applying a temperature gradient. This makes PEDOT a perfect “organic metal” and a first candidate for organic thermoelectrogenerators - devices that can produce “green energy” from a temperature difference. The average structures found in these quantum dynamical simulations agree well with earlier static electronic s...