Laboratory of steroid compounds

Publications

2021

A3 Coupling Reaction in the Synthesis of Heterocyclic Compounds
Yulia Volkova, Sergey Baranin and Igor Zavarzin
Adv. Synth. Cat. 2021, 363, 40-61. https://doi.org/10.1002/adsc.202000866

Selective ligands of membrane progesterone receptors as a key to studying their biological functions in vitro and in vivo
Inna Levina, Yury Kuznetsov, Tatiana Shchelkunova and Igor Zavarzin
J. Steroid Biochem. Mol. Biology 2021, Vol. 207, art.no. 105827. https://doi.org/10.1016/j.jsbmb.2021.105827

2020

Iodine-Promoted Synthesis of Pyrazoles from 1,3-Dicarbonyl Compounds and Oxamic Acid Thiohydrazides
Anna Komendantova, Konstantine Lyssenko, Igor Zavarzin and Yulia Volkova
Org. Chem. Front. 2020, 7, 1640-1646. https://doi.org/10.1039/D0QO00476F

Development of 1,3-thiazole Analogues of Imidazopyridines as Potent Positive Allosteric Modulators of GABA receptors
Tatyana Tikhonova, Irina Rassokhina, Eugene Kondrakhin, Mikhail Fedosov, Julia Bukanova, Alexey Rossokhin, Irina Sharonova, Georgy Kovalev, Igor Zavarzin and Yulia Volkova
Bioorg. Chem. 2020, 94, 103334. https://doi.org/10.1016/j.bioorg.2019.103334

Sulfur-Mediated Synthesis of Unsymmetrically Substituted N-aryl Oxalamides by the Cascade Thioamidation/Cyclocondensation and Hydrolysis Reaction
Tatyana Tikhonova, Nikita Ilment, Konstantine Lyssenko, Igor Zavarzin and Yulia Volkova
Org. Biomol. Chem. 2020, 18, 5050-5060. https://doi.org/10.1039/D0OB00811G

Fe(III)-Catalyzed Synthesis of Steroidal Imidazoheterocycles as Potent Antiproliferative Agents

Anastasia Ilina, Yulia Volkova, Igor Zavarzin, Alexander Scherbakov, Diana Salnikova, Yaroslav Dzichenka, Valerii Shirinian, et al.
Org. Biomol. Chem. 2020, 18, 5571-5576. https://doi.org/10.1039/D0OB01241F

Novel D-annulated Pentacyclic Steroids: Regioselective Synthesis and Biological Evaluation in Breast Cancer Cells
Svetlana Vorontsova, Anton Yadykov, Alexander Scherbakov, Igor Zavarzin, Ekaterina Mikhaevich, Yulia Volkova and Valerii Shirinian
Molecules, 2020, 25 (15), 3499. https://doi.org/10.3390/molecules25153499

Regioselective Baeyer-Villiger Oxidation of Steroidal Ketones Into Lactones by BF3/H2O2 system
Alexey Ilovaisky, Valentina Merkulova, Vera Vil, Elena Chernoburova, Marina Shchetinina, Sergey Loguzov, Andrey Dmitrenok, Igor Zavarzin, Alexander Terent’ev
Eur. J. Org. Chem. 2020, 3, 402-405. https://doi.org/10.1002/ejoc.201901701

A Convenient Synthesis of New (1,2,4-pyrazolylamino)pyrimidines From Cyanamide Precursor
Mikhail Prezent, Sergey Baranin and Yuri Bubnov
Mendeleev Commun. 2020, 30, 4, 500-501. https://doi.org/10.1016/j.mencom.2020.07.032

2019

Steroidal N-Sulfonylimidates: Synthesis and Biological Evaluation in Breast Cancer Cells
Yulia Volkova, Andrey Kozlov, Maria Kolokolova, Denis Uvarov, Sergey Gorbatov, Olga Andreeva, Alexander Scherbakov and Igor Zavarzin
Eur. J. Med. Chem. 2019, 179, 694-706. https://doi.org/10.1016/j.ejmech.2019.06.048

Synthesis of Phosphoryl Thioamides via Three-Component Reaction of Phosphinic Chlorides with Amines and Sulfur
Mikhail Kozlov, Andrey Kozlov, Alexander Komkov, Konstanine Lyssenko, Igor Zavarzin and Yulia Volkova
Adv. Synth. Catal. 2019, 361, 12, 2904-2915. https://doi.org/10.1002/adsc.201900067

Synthesis of Dibenzo[d,f][1,3]diazepines via Elemental Sulfur-Mediated Cyclocondensation of 2,2'-Biphenyldiamines with 2-Chloroacetic Acid Derivatives
Tatyana Tikhonova, Konstantin Lyssenko,  Igor Zavarzin and Yulia Volkova
J. Org. Chem. 2019, 84, 24, 15817–15826. https://doi.org/10.1021/acs.joc.9b02002

Flexible Synthesis of Phosphoryl-Substituted Imidazolines, Tetrahydropyrimidines and Thioamides by Sulfur-Mediated Processes
Mikhail Kozlov, Alexander Komkov, Timofey Losev, Alexey Tyurin, Andrey Dmitrenok, Igor Zavarzin and Yulia Volkova
J. Org. Chem. 2019, 84, 18, 11533-11541. https://doi.org/ 10.1021/acs.joc.9b01384

In vivo Study on Biotransformation of Pentacyclic Analogs of Progesterone: Identification of Their Metabolites by HPLC-MS Method
Inna Levina, Andrey Nazarov, Lidiya Kulikova,Yurii Kuznetsov, Andrey Dmitrenok, Igor Zavarzin, et al.
J. Steroid. Biochem. Mol. Biol. 2019, 194, 105436. https://doi.org/10.1016/j.jsbmb.2019.105436

Novel Steroidal 1,3,4-Thiadiazines: Synthesis and Biological Evaluation in Androgen Receptor-Positive Prostate Cancer 22Rv1 Cells
Anna Komendantova, Alexander Scherbakov, Alexander Komkov, Viktoriya Chertkova, Alexey Gudovanniy, Elena Chernoburova, Dmitry Sorokin, Yaroslav Dzichenka, Valery Shirinian, Yulia Volkova and Igro Zavarzin
Bioorg. Chem. 2019, 91, 103142. https://doi.org/10.1016/j.bioorg.2019.103142

Development of 1,3-Thiazole Analogues of Imidazopyridines as Potent Positive Allosteric Modulators of GABAA Receptors
Tatyana Tikhonova, Irina Rassokhina, Eugeny Kondrakhin, Mikhail Fedosov, Julia Bukanova, Alexey Rossokhin, Irina Sharonova, Georgy Kovalev, Igor Zavarzin and Yulia Volkova
Bioorg. Chem. 2019, 94, 103334. https://doi.org/10.1016/j.bioorg.2019.103334

Immunomodulatory Effects of Progesterone and Selective Ligands of Membrane Progesterone Receptors
Inna Levina, Igor Zavarzin, et al.
Steroids 2019, 10, 145, 5-18. https://doi.org/10.1016/j.steroids.2019.02.009

Pseudo-crown Ethers as а Novel Scaffold for the Development of Al3+-selective Fluorescent Probes
Mikhail Kozlov, Denis Uvarov, Sergey Gorbatov, Natalia Kolotirkina, Alexey Averin, Vadim Kachala, Konstantine Lyssenko, Igor Zavarzin and Yulia Volkova
Eur. J. Org. Chem. 2019, 14, 4196-4206. https://doi.org/10.1002/ejoc.201900315

Cyclization of β-Сhlorovinyl Тhiohydrazones into Рyridazines: A Mechanistic Study
Anna Komendantova, Artem Fakhrutdinov, Leonid Menchikov, Alexey Sukhorukov, Igor Zavarzin and Yulia Volkova
Eur. J. Org. Chem. 2019, 527-536. https://doi.org/10.1002/ejoc.201801118

2018

New Estrogen Receptor Antagonists. 3,20-Dihydroxy-19-norpregna-1,3,5(10)-trienes: Synthesis, Molecular Modeling, and Biological evaluation
Yury Kuznetsov, Inna Levina, Alexander Scherbakov, Olga Andreeva, Irina Fedyushkina, Andrey Dmitrenok, Alexander Shashkov and Igor Zavarzin
Eur. J. Med. Chem. 2018, 143, 670-682. https://doi.org/10.1016/j.ejmech.2017.11.042

Steroidal Pyrimidines and Dihydrotriazines as Novel Classes of Anticancer Agents against Hormone-Dependent Breast Cancer Cells
Alexander Scherbakov, Alexander Komkov, Anna Komendantova, Marina Yastrebova, Olga Andreeva, Valerii Shirinian, Igor Zavarzin and Yulia Volkova
Frontiers in Pharmacology 2018, 8, 979. http://doi.org/ 10.3389/fphar.2017.00979

Gas Permeation, Diffusion, Sorption and Free Volume of Novel Poly(2-trifluoromethyl-2-pentafluoroethyl-1,3-perfluorodioxole)
Eugeniy Polunin, Yulia Pogodina, Igor Zavarzin, et al.
J. Membrane Science 2018, 565, 1, 112-118. https://doi.org/10.1016/j.memsci.2018.07.077

3,20-Dihydroxy-13α-19-norpregna-1,3,5(10)-trienes. Synthesis, Structures and Cytotoxic, Estrogenic, and Antiestrogenic Effects
Yury Kuznetsov, Inna Levina, Alexander Scherbakov, Olga Andreeva, Andrey Dmitrenok, Oleg Malyshev and Igor Zavarzin
Steroids 2018, 137, 1-13. https://doi.org/10.1016/j.steroids.2018.07.007

Synthesis and Evaluation of the Antiproliferative Activity of Benzylidenes of 16-dehydroprogesterone series
Alexander Scherbakov, Igor Zavarzin, Svetlana Vorontsova, Olga Andreeva, Anton Yadykov, Inna Levina, Yulia Volkova and Valerii Shirinian
Steroids 2018, 138, 91-101. https://doi.org/10.1016/j.steroids.2018.06.013

A Novel Formulation of Zolpidem for Direct Nose-to-brain Delivery: Synthesis, Encapsulation and Intranasal Administration to Mice
Tatiyana Borodina, Irina Marchenko, Daria Trushina, Yulia Volkova, Valeriy Shirinian, Igor Zavarzin, Eugeniy Kondrakhin, Georgiy Kovalev and Tatiyana Bukreeva
J. Pharm. Pharmacology 2018, 70, 1164–1173. https://doi.org/10.1111/jphp.12958

2017

Gas Permeation and Diffusion in Copolymers of Tetrafluoroethylene and Hexafluoropropylene: Effect of Annealing
Alexey Zharov, Inna Konovalova, et al.
J. Membrane Science 2017, 540, 129. https://doi.org/10.1016/j.memsci.2017.06.006

Synthesis of Imidazo[2,1-b]thiazoles via Copper-Catalyzed A3-Coupling in Batch and Continuous Flow
Irina Rassokhina, Tatyana Tikhonova, Sergey Kobylskoy, Igor Babkin, Valerii Shirinian, Vladimir Gevorgyan, Igor Zavarzin and Yulia Volkova
J. Org. Chem. 2017, 9682–9692. http://doi.org/10.1021/acs.joc.7b01762

Efficient Synthesis of 4- and 5-Substituted 2-Aminopyrimidines by Coupling of β-Chlorovinyl Aldehydes and Guanidines
Anna Komendantova, Alexander Komkov, Yulia Volkova and Igor Zavarzin
Eur. J. Org. Chem. 2017, 29, 4260-4264. https://doi.org/10.1002/ejoc.201700737

2016

Access to Steroidal Pyridazines via Modified Thiohydrazides
Yulia Volkova, Yaroslav Antonov, Alexander Komkov, Alexander Scherbakov, Alexander Shashkov, Leonid Menchikov, Elena Chernoburova and Igor Zavarzin
RSC Adv. 2016, 6, 42863-42868. https://doi.org/10.1039/C6RA06881B

Synthesis and Antiproliferative Activity Evaluation of Steroidal Imidazo[1,2-a]pyridines
Irina Rassokhina, Yulia Volkova, Andrey Kozlov, Alexander Scherbakov, Olga Andreeva, Valerii Shirinian and Igor Zavarzin
Steroids 2016, 113, 29-37. https://doi.org/10.1016/j.steroids.2016.06.001

2015

A Straightforward Approach toward Multifunctionalized Pyridazines via Imination/Electrocyclization
Alexander Komkov, Anna Komendantova, Leonid Menchikov, Elena Chernoburova, Yulia Volkova and Igor Zavarzin
Org. Lett. 2015, 17 (15), 3734-3734. https://doi.org/10.1021/acs.orglett.5b01718

A New Polymer Poly(perfluoropropylvinil ether) and Its Comparison With Other Perfluorinated Membrane Materials
Alexey Zharov, Inna Konovalova, et al.
J. Membrane Science 2015, 495, 431-438. https://doi.org/10.1016/j.memsci.2015.08.037

Copper(II)-Mediated Aerobic Synthesis of Imidazo[1,2-a]pyridines via Cascade Aminomethylation/Cycloisomerization of Alkynes
Irina Rassokhina, Valerii Shirinian, Igor Zavarzin, Vladimir Gevorgyan and Yulia Volkova
J. Org. Chem. 2015, 80 (21), 11212–11218. https://doi.org/10.1021/acs.joc.5b02102

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