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2017
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Publications for 2017

The publications listed below are the result of a creative joint work of Enamine chemists and our cooperation partners at ChemBioCenter, The Institute of High Technologies, The Institute of Organic Chemistry and Karlsruhe Institute of Technology (KIT).

Bicyclo[1.1.1]pentane-Derived Building Blocks for Click Chemistry
Kokhan S.; Valter Y. B.; Tymtsunik A.; Komarov I.; Grygorenko O. O.
Eur. J. Org. Chem. 2017, in press

Bicyclo[1.1.1]pentane-Derived Building Blocks for Click Chemistry
Photochemical synthesis of 3-azabicyclo[3.2.0]heptanes: advanced building blocks for drug discovery
Denisenko A. V.; Druzhenko T.; Skalenko Y.; Samoilenko M.; Grygorenko O. O.; Zozulya S.; Mykhailiuk P. K.
J. Org. Chem. 2017, in press

Photochemical synthesis of 3-azabicyclo[3.2.0]heptanes: advanced building blocks for drug discovery
Synthesis of spirocyclic pyrrolidines: advanced building blocks for drug discovery
Chalyk B.; Butko M.; Yanshyna O.; Gavrilenko K.; Druzhenko T.; Mykhailiuk P.
Chem. Eur. J. 2017, in press

Synthesis of spirocyclic pyrrolidines: advanced building blocks for drug discovery
Selective 19F-labeling of functionalized carboxylic acids with difluoromethyl diazomethane (CF2HCHN2)
Mykhailiuk P.; Kishko I.; kubyshkin V.; Budisa N.; Cossy J.
Chem. Eur. J. 2017, in press

Selective 19F-labeling of functionalized carboxylic acids with difluoromethyl diazomethane (CF2HCHN2)
Synthesis of N-nitroso CHF2-pyrazolines, and transformation into CHF2-isoxazolines and pyrazoles
Lebed P.; Fenneteau J.; Wu Y.; Cossy J.; Mykhailiuk P.
Eur. J. Org. Chem. 2017, in press

Synthesis of N-nitroso CHF2-pyrazolines, and transformation into CHF2-isoxazolines and pyrazoles
A peptidyl-prolyl model study: How does the electronic effect influence the amide bond conformation?
Mykhailiuk P. K.; Kubyshkin V.; Bach T.; Budisa N.
J. Org. Chem. 2017, 82 (17), 8831-8841

A peptidyl-prolyl model study: How does the electronic effect influence the amide bond conformation?
Synthesis of 6-azaspiro[4.3]alkanes: innovative scaffolds for drug discovery
Chalyk B.; Isakov A.; Butko M.; Hrebeniuk K.; Savych O.; Kucher O.; Gavrilenko K.; Druzhenko T.; Yarmolchuk V.; Zozulya S.; Mykhailiuk P.
Eur. J. Org. Chem. 2017, 31, 4530-4542

Synthesis of 6-azaspiro[4.3]alkanes: innovative scaffolds for drug discovery
A combinatorial screen of the CLOUD uncovers a synergy targeting the androgen receptor
Licciardello M. P.; Ringler A.; Markt P.; Klepsch F.; Lardeau C. H.; Sdelci S.; Schirghuber E.; Muller A. C.; Caldera M.; Wagner A.; Herzog R.; Penz T.; Schuster M.; Boidol B.; Durnberger G.; Folkvaljon Y.; Stattin P.; Ivanov V.; Colinge J.; Bock C.; Kratochwill K.; Menche J.; Bennett K. L.; Kubicek S.
Nature chemical biology 2017, 13 (7), 771-778

A combinatorial screen of the CLOUD uncovers a synergy targeting the androgen receptor
Synthesis, antioxidant and antimicrobial activities of novel thiopyrano[2,3-d]thiazoles based on aroylacrylic acids
Lozynskyi A.; Zasidko V.; Atamanyuk D.; Kaminskyy D.; Derkach H.; Karpenko O.; Ogurtsov V.; Kutsyk R.; Lesyk R.
Mol. Diver. 2017, 21 (2), 427-436

Synthesis, antioxidant and antimicrobial activities of novel thiopyrano[2,3-d]thiazoles based on aroylacrylic acids
Evaluation of Efficient and Practical Methods for the Preparation of Functionalized Aliphatic Trifluoromethyl Ethers
Sokolenko T. M.; Dronkina M. I.; Magnier E.; Yagupolskii L. M.; Yagupolskii Y. L.
Molecules 2017, 22 (5), 804

Evaluation of Efficient and Practical Methods for the Preparation of Functionalized Aliphatic Trifluoromethyl Ethers
Difluoromethyl Nitrile Oxide (CF2HCNO): A Neglected Chemical Reagent
Khutoryanskiy A.; Chalyk B.; Borysko P.; Kondratiuk A.; Mykhailiuk P.
Eur. J. Org. Chem. 2017, 27, 3935-3940

Difluoromethyl Nitrile Oxide (CF2HCNO): A Neglected Chemical Reagent
Diphytanoyl lipids as model systems for studying membrane-active peptides
Kara S.; Afonin S.; Babii O.; Tkachenko A. N.; Komarov I. V.; Ulrich A. S.
Biochimica et Biophysica Acta (BBA) - Biomembranes 2017, 1859 (10), 1828-1837

Diphytanoyl lipids as model systems for studying membrane-active peptides
Conformational Plasticity of the Cell-Penetrating Peptide SAP as Revealed by Solid-State 19F-NMR and Circular Dichroism Spectroscopies
Afonin S.; Kubyshkin V.; Mykhailiuk P. K.; Komarov I. V.; Ulrich A. S.
J. Phys. Chem. B 2017, 121 (27), 6479-6491

Conformational Plasticity of the Cell-Penetrating Peptide SAP as Revealed by Solid-State <sup>19</sup>F-NMR and Circular Dichroism Spectroscopies
1-Substituted 2-Azaspiro[3.3]heptanes: Overlooked Motifs for Drug Discovery
Kirichok A. A.; Shton I.; Kliachyna M.; Pishel I.; Mykhailiuk P. K.
Angew. Chem. Int. Ed. 2017, 56 (30), 8865-8869

1-Substituted 2-azaspiro[3.3]heptanes: overseen motifs for drug discovery
Synthesis of functionalized 4-fluoropyridazines
Feraldi-Xypolia A.; Fredj G.; Tran G.; Tsuchiya T.; Vors J.-P.; Mykhailiuk P.; Gomez Pardo D.; Cossy J.
Asian J. Org. Chem. 2017, 6 (7), 927-935

Synthesis of functionalized 4-fluoropyridazines
An Approach to 3-Oxa-7-azabicyclo[3.3.0]octanes – Bicyclic Morpholine Surrogates
Sokolenko Y. M.; Ostapchuk E. N.; Artemenko A.; Grygorenko O. O.
Synthesis 2017, 49 (14), 3112-3117

An Approach to 3-Oxa-7-azabicyclo[3.3.0]octanes – Bicyclic Morpholine Surrogates
Orientation and Location of the Cyclotide Kalata B1 in Lipid Bilayers Revealed by Solid-State NMR
Grage S. L.; Sani M.-A., Cheneval O.; Henriques S. T.; Schalck C.; Heinzmann R.; Mylne J. S.; Mykhailiuk P. K.; Afonin S.; Komarov I. V.; Separovic F.; Craik D. J.; Ulrich A. S.
Biophys. J. 2017, 112 (4), 630–642

Orientation and Location of the Cyclotide Kalata B1 in Lipid Bilayers Revealed by Solid-State NMR
CF3S(O)n-containing enaminones as precursors for the synthesis of pyrimidine-4(3H)-ones
Sokolenko L. V.; Yagupolskii Y. L.; Kumanetska L. S.; Marrot J.; Magnier E.; Lipetskij V. O.; Kalinin I. V.
Tetrahedron Lett. 2017, 58 (13), 1308–1311

CF3S(O)n-containing enaminones as precursors for the synthesis of pyrimidine-4(3H)-ones
Synthesis of Fluorinated Oxazoles by Oxidative Cyclization of Fluorinated Enamides
Shishlyk O. S.; Shcherbatiuk A. V.; Iminov R. T.; Tverdokhlebov A. V.; Tolmachev A. A.; Mykhailiuk P. K.; Biitseva A. V.
J. Fluorine Chem. 2017, 196, 88-97


Synthesis and physical chemical properties of 2-amino-4-(trifluoromethoxy)butanoic acid - a CF3O-containing analogue of natural lipophilic amino acids
Kondratov I. S.; Logvinenko I. G.; Tolmachova N. A.; Morev R. N.; Kliachyna M. A.; Clausen F.; Daniliuc C. G.; Haufe G.
Org. Biomol. Chem. 2017, 15, 672-679


Synthesis of 3-oxadiazolyl/triazolyl morpholines: Novel scaffolds for drug discovery
Tereshchenko A. D.; Myronchuk J. S.; Leitchenko L. D.; Knysh I. V.; Tokmakova G. O.; Litsis O. O.; Tolmachev A.; Liubchak K.; Mykhailiuk P.
Tetrahedron 2017, 73 (6), 750–757


Synthesis of CF2H-pyrazolines by [3+2]-cycloaddition between CF2HCHN2 and electron-deficient alkenes
Li J.; Yu X.-L.; Cossy J.; Lv S.-Y.; Zhang H.-L.; Su F.; Hai L.; Mykhailiuk P.; Wu Y.
Eur. J. Org. Chem. 2017, 2, 266-270


Polar aromatic periphery increases agonist potency of spirocyclic free fatty acid receptor (GPR40) agonists inspired by LY2881835
Krasavin M.; Lukin A.; Bagnyukova D.; Zhurilo N.; Golovanov A.; Zozulya S.; Zahanich I.; Moore D.; Tikhonova I. G.
Eur. J. Med. Chem. 2017, 127, 357-368




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