Publications according to year
- Publication of a paper by Jan Veselý's group in Journal of Organic Chemistry:
Enantioselective Preparation of Cyclopentene-Based Amino Acid with a Quarternary Carbon Center
Abstract: Azlactone is an important starting material for synthesizing amino acids containing a quaternary α-carbon. In this study, we have developed a sequential “one-pot” procedure involving an enantioselective spirocyclization reaction followed by acidic azlactone opening, which led to amino acid derivatives. The key step of this procedure is a spirocyclization between propargylated azlactones and enals by using a cooperative catalytic approach that combines chiral secondary amine and achiral Pd(0) complexes. The final acid opening of the azlactone motif allows isolation of the corresponding amino acid derivatives as major diastereoisomers in yields ranging from 37% to 70% with enantioselectivities of 85–97% ee. These synthesized amino acid derivatives hold great potential in the pharmaceutical and bioactive compound industries. Moreover, the final amino acid products with a cyclopentene moiety can be further derivatized, opening up even more possibilities for their application.
- Publication of a paper by Lukáš Rýček's group in Chem Plus Chem:
Silver Complex Bearing N-Heterocyclic Carbene Bidentate Chelating Ligand as an Efficient Catalyst in Solvent-Free KA2 Coupling
Abstract: We report a synthesis of silver complexes bearing chelating bidentate N-heterocyclic carbene, with various substitutions at the terminal positions of the imidazole moiety of the NHC units. The long aliphatic substituents proved to be beneficial in terms of the synthetic efficiency of the complexes, compared to previously reported methyl substitution. The complexes demonstrated excellent suitability for the KA2 coupling reaction, providing quaternary carbon-containing propargylic amines in yields up to 95 %, under solvent-free conditions. The method showed high tolerance for a wide range of substrates, including naturally occurring ketones, underscoring its practicality. To our knowledge, this represents the first use of a well-defined silver species in KA2 coupling, marking an advancement in the field.
- Publication of a paper by Lukáš Rýček's group in ACS Bio & Med Chem Au:
Selagibenzophenone B and Its Derivatives: SelB-1, a Dual Topoisomerase I/II Inhibitor Identified through In Vitro and In Silico Analyses
Abstract: The development of multitargeted drugs represents an innovative approach to cancer treatment, aiming to enhance drug effectiveness while minimizing side effects. Herein, we sought to elucidate the inhibitory effect of selagibenzophenone B derivatives on the survival of cancer cells and dual topoisomerase I/II enzyme activity. Results demonstrated that among the compounds, SelB-1 selectively inhibited the proliferation and migration of prostate cancer cells while exhibiting minimal effects on healthy cells. Furthermore, SelB-1 showed a dual inhibitory effect on topoisomerases. Computational analyses mirrored the results from enzyme inhibition assays, demonstrating the compound’s strong binding affinity to the catalytic sites of the topoisomerases. To our surprise, SelB-1 did not induce apoptosis in prostate cancer cells; instead, it induced autophagic gene expression and lipid peroxidation while reducing GSH levels, which might be associated with ferroptotic death mechanisms. To summarize, the findings suggest that SelB-1 possesses the potential to serve as a dual topoisomerase inhibitor and can be further developed as a promising candidate for prostate cancer treatment.
- Publication of a paper by Lukáš Rýček's group in Chem Plus Chem:
The Biomimetic Synthesis of Polyarylated Fluorenes, Relevant to Selaginellaceae Polyphenols, Leading to the Spontaneous Formation of Stable Radicals
Abstract: This work reports a biomimetic synthesis of polyarylated fluorene derivatives. The molecules are formed via intramolecular electrophilic aromatic substitution, resembling a cyclization leading towards the natural selaginpulvilins from selaginellins. The scope of the reaction was investigated, and the products were obtained in 60–95 % yields. Some of the compounds decompose to a stable radical. We investigated the nature and the origin of the radical using experimental methods, including EPR or electrochemical measurements, as well as theoretical methods, such as DFT calculations. Based on our observations, we hypothesize, that phenoxy radicals are formed in the first instance, which however undergo internal rearrangement to thermodynamically more stable carbon-centered radicals. The preliminary data also show the cytotoxic properties of some of the molecules.
- Publication of an article by Lukáš Rýček's group in the New Journal of Chemistry:
Internal 2D networking of silver bromide with a bidentate N-heterocyclic carbene ligand enables the formation of an inherently heterogeneous reusable catalyst for multicomponent A3 coupling
Abstract: We report the synthesis of a heterogenous silver catalyst stabilized by bidentate N-heterocyclic carbene ligands. The heterogeneous nature of the catalyst is inherently derived from the unprecedented internal structural features observed for the catalyst. X-ray studies show that the silver complex forms a two-dimensional cross-linked system, where one dimension of the network is formed by inorganic polymer strings and the second direction is formed by the interconnection of these inorganic strings with NHC bidentate ligands. This organized internal arrangement renders the complex insoluble in many common organic solvents and enables its utilization as a reusable heterogeneous catalyst in multicomponent A3 coupling reactions. Notably, propargylic amines were obtained with yields of up to 97%, and the catalyst demonstrated reusability for six cycles. These results can facilitate the further development of heterogeneous NHC catalysts.
Sulfinamide Crossover Reaction
- Book publication by Martin Kotora published by Springer:
Metallocenes in Regio- and Stereoselective Synthesis
- Publication of a paper by Michal Hocek's group in Nature Communications:
- Publication of a paper by Martin Kotora's group in Asian Journal of Organic Chemistry:
Biphenylene and 1-Azabiphenylene as a Platform for Synthesis of Azapolyaromatic Compounds
Abstract: Attempts to carry out intramolecular annulation of 9,10-diarylbenzo[h]quinolines and 9,10-di(hetero)arylphenanthrenes to aromatics with expanded π-conjugated systems by using different methods are described. The starting compounds (9,10-diarylbenzo[h]quinolines and 9,10-di(hetero)arylphenanthrenes) were prepared by C−C bond activation in 1-azabiphenylene or biphenylene followed by insertion of internal alkynes. Interestingly, unlike in purely carbon-based aromatics, the course of the annulation turned out to be highly dependent on the structure of maternal compounds. In a handful of cases were obtained the expected or desired products. In others, unexpected rearrangements of the basic molecular frameworks were observed.
- Publication of a paper by Jan Veselý's group in Nature Communications:
Organocatalytic desymmetrization provides access to planar chiral [2.2]paracyclophanes
- Publication of an article in collaboration between two groups of Radim Hrdina and Jindřich Jindřich in the Beilstein Journal of Organic Chemistry:
Spatial arrangements of cyclodextrin host–guest complexes in solution studied by 13C NMR and molecular modelling
- Publication of a paper by Eliška Matoušová's group in European Journal of Organic Chemistry:
Oxidative Cleavage and Ring Reconstruction for the Synthesis of Amaryllidaceae Alkaloid Analogues
- Publication of a paper by Ondřej Baszczyňski's group in Green Chemistry:
Multimetallic Pd- and Ni-catalyzed C(sp2)–P cross-coupling under aqueous micellar conditions
- Publication of a paper by Radim Hrdina's group v Molecules:
- Publication of a paper by Lukáš Rýček's group in ChemistrySelect:
- Publication of a review Jan Veselý's group in Chemical Record:
- Císařová, I.; Holovko-Kamoshenkova, O. M.; Hrdina, R.; Koucký, F.; Machalický, O. Annulated carbamates are precursors for the ring contraction of the adamantane framework. RSC Advances [online] 2022, 12 (48), 31056-31060.
- Konvalinka, J.; Kožíšek, M.; Kráľ, M.; Machara, A.; Majer, P.; Reiberger, R. Bioisosteres of Luteolin: New Class of Potential Inhibitors of Influenza Virus RNA-Polymerase, 2022.
- Bingel, S.; Caivano, I.; Císařová, I.; Kotora, M.; Nečas, D. Catalytic approach to unsymmetrical [7]-helical indenofluorenes: Cyclotrimerization vs. dehydro-Diels-Alder reaction pathways. Catalysis Today 2022, 390-391 (May), 48-56.
- Bhosale, V. Anandrao; Císařová, I.; Kamlar, M.; Veselý, J. Catalytic asymmetric addition to cyclic N-acyl-iminium: Access to sulfone-bearing contiguous quaternary stereocenters. Chemical Communications 2022, 58 (71), 9942-9945.
- Čikoš, A.; Degač, M.; Gredičak, M.; Topolovčan, N. Chemoselective and Regioselective Synthesis of Spiroisoindolinone Indenes via an Intercepted Meyer–Schuster Rearrangement/Intramolecular Friedel–Crafts Alkylation Relay. Journal of Organic Chemistry 2022, 87 (5), 3712-3717.
- Asanuma, Y.; Císařová, I.; Kotora, M.; Manca, G.; Moss, R.; Ulč, J. Computational, Mechanistic, and Experimental Insights into Regioselective Catalytic C–C Bond Activation in Linear 1-Aza-[3]triphenylene. ACS Omega [online] 2022, 7 (10), 8665-8674.
- Dian, J.; Fourmentin, S.; Jindřich, J.; Palágyi, A. Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies. Beilstein Journal of Organic Chemistry 2022, 18 (September), 1346-1354.
- Císařová, I.; Jacko, J.; Kotora, M.; Rulíšek, L.; Staś, M. Ir-Catalyzed Cycloaddition of Tribenzocyclyne with Biphenylenes. Journal of Organic Chemistry 2022, 87 (1), 744-750.
- Jindřich, J.; Kasal, P. Kinetics of Nucleophilic Substitution of Compounds Containing Multiple Leaving Groups Bound to a Neopentyl Skeleton. ACS Omega [online] 2022, 7 (23), 20137-20144.
- Ausserlechner, M. J.; Dočekal, V.; Hagenbuchner, J.; Horváth, M.; Kaiser, N.; Kohoutová, K.; Mandal, R.; Obšil, T.; Obšilová, V.; Tekel, A.; et al. Lengthening the Guanidine–Aryl Linker of Phenylpyrimidinylguanidines Increases Their Potency as Inhibitors of FOXO3-Induced Gene Transcription. ACS Omega [online] 2022, 7 (38), 34632-34646.
- Ausserlechner, M.; Dočekal, V.; Kohoutová, K.; Obšil, T.; Obšilová, V.; Tekel, A.; Veselý, J. Modulating FOXO3 transcriptional activity by low-molecular compounds. FEBS Open Bio [online], 2022, 12, 233-233.
- Císařová, I.; David, T.; Dračínský, M.; Jirák, D.; Jurok, R.; Kretschmer, J.; Kuchař, M.; Polášek, M.; Socha, O.; Vít, M. Paramagnetic encoding of molecules. Nature Communications [online] 2022, 13 (1), nestránkováno.
- Baszczyňski, O.; Černý, J.; Čmoková, A.; Grobárová, V.; Kolařík, M.; Procházková, E.; Slapničková, M.; Štěpánek, O.; Zíková, A. Piperazine-Modified Ketoconazole Derivatives Show Increased Activity against Fungal and Trypanosomatid Pathogens. ChemMedChem 2022, 17 (21), nestránkováno.
- Hocek, M.; Jauset-Rubio, M.; Kodr, D.; Ortiz, M.; O'Sullivan, C. Kathleen; Simonova, A. Solid-phase recombinase polymerase amplification using ferrocene-labelled dNTPs for electrochemical detection of single nucleotide polymorphisms. Biosensors and Bioelectronics 2022, 198 (February), nestránkováno.
- Císařová, I.; Dočekal, V.; Gyepes, R.; Hrabovský, J.; Koberová, T.; Rios, R.; Veselý, J.; Vopálenská, A. Stereoselective cyclopropanation of boron dipyrromethene (BODIPY) derivatives by an organocascade reaction. Advanced Synthesis and Catalysis 2022, 364 (5), 930-937.
- Bouřa, E.; Dejmek, M.; Chalupská, D.; Klíma, M.; Matoušová, M.; Mertlíková-Kaiserová, H.; Misehe, M.; Nencka, R.; Šála, M. Structure-based design and modular synthesis of novel PI4K class II inhibitors bearing a 4-aminoquinazoline scaffold. Bioorganic and Medicinal Chemistry Letters 2022, 76 (November), nestránkováno.
- Mateus, M. Alexandre; Kunák, D.; Rýček, L. Synthesis and Structure Confirmation of Selagibenzophenone C. European Journal of Organic Chemistry 2022, 2022 (11), nestránkováno.
- Hocek, M.; Ondruš, M.; Sýkorová, V. Traceless enzymatic synthesis of monodispersed hypermodified oligodeoxyribonucleotide polymers from RNA templates. Chemical Communications 2022, 58 (80), 11248-11251.
- Benýšek, J.; Krečmerová, M.; Matoušová, M.; Kaiserová, H. Mertlíkov; Otmar, M.; Pohl, R.; Pomeisl, K.; Pomeislová, A.; Slavětínská, L. Poštová; Rubešová, P. 1,2,4-Thiadiazole acyclic nucleoside phosphonates as inhibitors of cysteine dependent enzymes cathepsin K and GSK-3β. Bioorganic & Medicinal Chemistry 2021, 32 (February), nestránkováno.
- Fadeev, A.; Makarov, A. S.; Uchuskin, M. G. Acid-Catalyzed Cascade Reaction of 2-Alkylfurans with α,β-Unsaturated Ketones: A Shortcut to 2,3,5-Trisubstituted Furans. Journal of Organic Chemistry 2021, 86 (23), 17362-17370.
- Břehová, P.; Česnek, M.; Dračínský, M.; Chaloupecká, E.; Janeba, Z.; Mertlíková-Kaiserová, H.; Skácel, J.; Soto-Velasquez, M. P.; Tloušťová, E.; Watts, V. J. Acyclic nucleoside phosphonates with 2-aminothiazole base as inhibitors of bacterial and mammalian adenylate cyclases. European Journal of Medicinal Chemistry 2021, 222 (October 15 2021), nestránkováno.
- Bouřa, E.; Čížek, K.; Eyer, L.; Hocek, M.; Hodek, J.; Konkoľová, E.; Kozák, J.; Milisavljević, N.; Nencka, R.; Pohl, R.; et al. Antiviral Activity of 7-Substituted 7-Deazapurine Ribonucleosides, Monophosphate Prodrugs, and Triphoshates against Emerging RNA Viruses. ACS Infectious Diseases 2021, 7 (2), 471-478.
- Bricout, H.; Caronia, E.; Galia, A.; Tichá, I. Chena; Jindřich, J.; Léger, B.; Menuel, S.; Monflier, É.; Noël, S.; Ponchel, A.; et al. Asymmetric hydrogenation of ethyl pyruvate over aqueous dispersed Pt nanoparticles stabilized by a cinchonidine-functionalized β-cyclodextrin. Catalysis Communications 2021, 150 (February), nestránkováno.
- Fojta, M.; Havran, L.; Hocek, M.; Kodr, D.; Lesnikowski, Z. J.; Ortiz, M.; O'Sullivan, C. Kathleen; Pohl, R.; Saftić, D. Pavlović; Simonova, A.; et al. Carborane- or Metallacarborane-Linked Nucleotides for Redox Labeling. Orthogonal Multipotential Coding of all Four DNA Bases for Electrochemical Analysis and Sequencing. Journal of the American Chemical Society 2021, 143 (18), 7124-7134.
- Beytlerová, N.; Mateus, M. Alexandre; Kotora, M.; Rýček, L. Catalytic Cyclotrimerization Pathway for Synthesis of Selaginpulvilins C and D: Scope and Limitations. Organic Letters 2021, 23 (12), 4511-4515.
- Groborz, O.; Holubová, M.; Hromádková, J.; Hrubý, M.; Lobaz, V.; Loukotová, L.; Pechrová, Z.; Rabyk, M.; Štěpánek, P.; Trhlíková, O. Chemically modified glycogens: How they influence formation of amyloid fibrils?. Soft Matter 2021, 17 (6), 1614-1627.
- Mateus, M. Alexandre; Lapinskaite, R.; Malatinec, Š.; Rýček, L. Cross-Coupling as a Key Step in the Synthesis and Structure Revision of the Natural Products Selagibenzophenones A and B. Catalysts [online] 2021, 11 (6), nestránkováno.
- Čihák, M.; Hurný, D.; Malečková, A.; Štuka, Č.; Tonar, Z.; Vejražka, M. "Desatero" akademického pedagoga. https://karlovkaonline.cz/wp-content/uploads/2021/04/UK_fond-desatero_www.pdf, 2021.
- Bělinová, T.; Beneš, H.; Groborz, O.; Heizer, T.; Herynek, V.; Hrubý, M.; Loukotová, L.; Raabová, H.; Švec, P. Direct Comparison of Analogous Amphiphilic Gradient and Block Polyoxazolines. Macromolecules 2021, 54 (17), 8182-8194.
- Baszczyňski, O.; Dračínský, M.; Dvořáková, A.; Hodek, J.; Chalupský, K.; Janeba, Z.; Kalčic, F.; Kaiserová, H. Mertlíkov; Strmeň, T.; Šebestík, J.; et al. Discovery of Modified Amidate (ProTide) Prodrugs of Tenofovir with Enhanced Antiviral Properties. Journal of Medicinal Chemistry 2021, 64 (22), 16425-16449.
- Dračínský, M.; Drastík, M.; Kašpar, M.; Klepetářová, B.; Kronenberger, T.; Kudová, E.; Mičuda, S.; Pávek, P.; Štefela, A. (E)-7-Ethylidene-lithocholic Acid (7-ELCA) Is a Potent Dual Farnesoid X Receptor (FXR) Antagonist and GPBAR1 Agonist Inhibiting FXR-Induced Gene Expression in Hepatocytes and Stimulating Glucagon-like Peptide-1 Secretion From Enteroendocrine Cells. Frontiers in Pharmacology 2021, 12 (August), nestránkováno.
- Císařová, I.; Géant, P. Yves; Kamlar, M.; Remeš, M.; Šotolová, M.; Štícha, M.; Veselý, J. Enantioselective Organocatalytic Synthesis of 1,2,3-Trisubstituted Cyclopentanes. European Journal of Organic Chemistry 2021, 2021 (36), 5080-5089.
- Císařová, I.; Kamlar, M.; Nigríni, M.; Reiberger, R.; Veselý, J. Enantioselective PCCP Brønsted acid-catalyzed aminalization of aldehydes. Beilstein Journal of Organic Chemistry 2021, 17 (September), 2433-2440.
- Kamlar, M.; Sunden, H.; Zacharias, S. C. Exploring Supramolecular Gels in Flow-Type Chemistry-Design and Preparation of Stationary Phases. Industrial and Engineering Chemistry Research 2021, 60 (28), 10056-10063.
- Forster, R. J.; Hocek, M.; Magriñá, I.; Ortiz, M.; O'Sullivan, C. Kathleen; Simonova, A. Ferrocene-Containing DNA Monolayers: Influence of Electrostatics on the Electron Transfer Dynamics. Langmuir : the ACS journal of surfaces and colloids 2021, 37 (11), 3359-3369.
- Beier, P.; Chvojka, T.; Janecký, L.; Klepetářová, B.; Markos, A.; Martínek, T.; Martinez-Seara, H. Haloalkenyl Imidoyl Halides as Multifacial Substrates in the Stereoselective Synthesis of N-Alkenyl Compounds. Advanced Synthesis and Catalysis 2021, 363 (13), 3258-3266.
- Bednářová, E.; Kotora, M.; Malatinec, Š.; Tanaka, H. Highly Enantioselective Ring-Opening of meso-Epoxides with O- and N-Nucleophiles Catalyzed by a Chiral Sc(III)/bipyridine Complex. European Journal of Organic Chemistry 2021, 2021 (8), 1249-1257.
- Fadeev, A.; Makarov, A. S.; Uchuskin, M. G. Intramolecular iron-catalyzed transannulation of furans with O-acetyl oximes: synthesis of functionalized pyrroles. Organic Chemistry Frontiers 2021, 8 (23), 6553-6560.
- Bourassi, M.; Gaálová, J.; Izák, P.; Jindřich, J.; Kasal, P.; Ladewig, B. P.; Michel, M. Nafion membranes modified by cationic cyclodextrin derivatives for enantioselective separation. Separation and Purification Technology 2021, 266 (July), nestránkováno.
- Baszczyňski, O.; Císařová, I.; Flieger, M.; Kolařík, M.; Kucherak, O.; Procházková, E.; Stodůlková, E.; Tošner, Z. NMR Structure Elucidation of Naphthoquinones from Quambalaria cyanescens. Journal of Natural Products 2021, 84 (1), 46-55.
- Gallardo, P. Güixens; Hocek, M.; Kraus, T.; Kuba, M.; Matyašovský, J.; Palágyi, A.; Pohl, R.; Tack, L. Nucleotides bearing aminophenyl- or aminonaphthyl-3-methoxychromone solvatochromic fluorophores for the enzymatic construction of DNA probes for the detection of protein-DNA binding. Organic and Biomolecular Chemistry 2021, 19 (45), 9966-9974.
- Baszczyňski, O.; Cigáň, M.; Filo, J.; Májek, M.; Procházková, E.; Straka, M.; Šimon, P. Phosphate linkers with traceable cyclic intermediates for self-immolation detection and monitoring. Chemical Communications 2021, 57 (2), 211-214.
- Baszczyňski, O.; Gallardo, M. García; Procházková, E.; Šimon, P.; Tichotová, M. Phosphate-Based Self-Immolative Linkers for Tuneable Double Cargo Release. Chemistry - A European Journal 2021, 27 (50), 12763-12775.
- Kočovský, P.; Kuneš, J.; Kysilka, O.; Májek, M.; Maříková, J.; Matouš, P.; Pour, M.; Růžička, A. Reaction Outcome Critically Dependent on the Method of Workup: An Example from the Synthesis of 1-Isoquinolones. Journal of Organic Chemistry 2021, 86 (12), 8078-8088.
- Beier, P.; Janecký, L.; Klepetářová, B.; Markos, A.; Pohl, R. Stereoselective synthesis of (Z)-β-enamido fluorides from N-fluoroalkyl- and N-sulfonyl-1,2,3-triazoles. Organic Letters 2021, 23 (11), 4224-4227.
- Hejdánek, J.; Hodek, J.; Konvalinka, J.; Kožíšek, M.; Machara, A.; Pachl, P.; Radilová, K.; Řezáčová, P.; Weber, J. Structural characterization of the interaction between the C-terminal domain of the influenza polymerase PA subunit and an optimized small peptide inhibitor. Antiviral Research 2021, 185 (January), nestránkováno.
- Doleželová, E.; Downey, A. Michael; Hocek, M.; Nguyen, V. Hai; Pohl, R.; Rožánková, S.; Slapničková, M.; Tichý, M.; Tloušťová, E.; Zíková, A. Synthesis and anti-trypanosomal activity of 3'-fluororibonucleosides derived from 7-deazapurine nucleosides. Bioorganic and Medicinal Chemistry Letters 2021, 40 (May 15 2021), nestránkováno.
- Doleželová, E.; Džubák, P.; Gurská, S.; Hajdúch, M.; Hocek, M.; Krajczyk, A.; Milisavljević, N.; Perlíková, P.; Slavětínská, L. Poštová; Slapničková, M.; et al. Synthesis and Antitrypanosomal Activity of 6-Substituted 7-Methyl-7-deazapurine Nucleosides. ACS Infectious Diseases 2021, 7 (4), 917-926.
- Konvalinka, J.; Kožíšek, M.; Kráľ, M.; Machara, A.; Majer, P.; Radilová, K.; Reiberger, R. Synthesis and In Vitro Evaluation of C-7 and C-8 Luteolin Derivatives as Influenza Endonuclease Inhibitors, 2021.
- Císařová, I.; Henriksson, E.; Kamlar, M.; Malo, M.; Sunden, H. Synthesis of cis-Oriented Vicinal Diphenylethylenes through a Lewis Acid-Promoted Annulation of Oxotriphenylhexanoates. Journal of Organic Chemistry 2021, 86 (13), 8660-8671.
- Bažíková, E.; Císařová, I.; Jagtap, P. Ramling; Matoušová, E.; Nechaev, A.; Neumannová, J. Synthesis of fused 1,2-naphthoquinones with cytotoxic activity using a one-pot three-step reaction. Organic and Biomolecular Chemistry 2021, 19 (15), 3434-3440.
- Bakhanovich, O.; Beier, P.; Khutorianskyi, V.; Motornov, V. Synthesis of N-perfluoroalkyl-3,4-disubstituted pyrroles by rhodium-catalyzed transannulation of N-fluoroalkyl-1,2,3-triazoles with terminal alkynes. Beilstein Journal of Organic Chemistry 2021, 17 (February 18 2021), 504-510.
- Hurný, D.; Malečková, A.; Štuka, Č.; Tonar, Z.; Vejražka, M. Ten evidence-based recommendations for higher education. Mefanet+ 2021: Cooperation on the effective use of technology in medical and healthcare education reflecting on the challenges of today, 2021, 13-13.
- Brábek, J.; Černochová, Z.; Groborz, O.; Hrubý, M.; Kolouchová, K.; Rösel, D.; Starčuk, Z.; Škarková, A.; Šlouf, M.; Švec, P. Thermo- and ROS-Responsive Self-Assembled Polymer Nanoparticle Tracers for F-19 MRI Theranostics. Biomacromolecules 2021, 22 (6), 2325-2337.
- Catanzano, O.; Conte, C.; Fraix, A.; Kalydi, E.; Kasal, P.; Payamifar, S.; Quaglia, F.; Seggio, M.; Sortino, S. Visible light-activatable cyclodextrin-conjugates for the efficient delivery of nitric oxide with fluorescent reporter and their inclusion complexes with betaxolol. New Journal of Chemistry 2021, 45 (19), 8449-8455.
- Brunderová, M.; Hocek, M.; Ivancova, I.; Krömer, M.; Slavětínská, L. Poštová. 2-Formyl-dATP as Substrate for Polymerase Synthesis of Reactive DNA Bearing an Aldehyde Group in the Minor Groove. ChemPlusChem 2020, 85 (6), 1164-1170 DOI: 10.1002/cplu.202000287.
- Hocek, M.; Matyašovský, J. 2-Substituted 2 '-deoxyinosine 5 '-triphosphates as substrates for polymerase synthesis of minor-groove-modified DNA and effects on restriction endonuclease cleavage. Organic and Biomolecular Chemistry 2020, 18 (2), 255-262 DOI: 10.1039/c9ob02502b.
- Drastík, M.; Holas, O.; Hroch, M.; Hutníková, M.; Kašpar, M.; Kudová, E.; Mičuda, S.; Pandey, A. V.; Pávek, P.; Smutný, T.; et al. 3 beta-Isoobeticholic acid efficiently activates the farnesoid X receptor (FXR) due to its epimerization to 3 alpha-epimer by hepatic metabolism. Journal of Steroid Biochemistry and Molecular Biology 2020, 202 (September), nestránkováno DOI: 10.1016/j.jsbmb.2020.105702.
- Císařová, I.; Formánek, B.; Tauchman, J.; Vesely, J. Access to Spirocyclic Benzothiophenones with Multiple Stereocenters via an Organocatalytic Cascade Reaction. Journal of Organic Chemistry 2020, 85 (13), 8510-8521 DOI: 10.1021/acs.joc.0c00882.
- Bednářová, E.; Kotora, M.; Malatinec, Š. Applications of Bolm's Ligand in Enantioselective Synthesis. Molecules 2020, 25 (4), nestránkováno DOI: 10.3390/molecules25050958.
- Brynda, J.; Fanfrlík, J.; Hadzima, M.; Hánová, I.; Horn, M.; Houštecká, R.; Lepšík, M.; Majer, P.; Mareš, M.; Mertlíková-Kaiserová, H.; et al. Biomimetic Macrocyclic Inhibitors of Human Cathepsin D: Structure-Activity Relationship and Binding Mode Analysis. Journal of Medicinal Chemistry 2020, 63 (4), 1576-1596 DOI: 10.1021/acs.jmedchem.9b01351.
- Báječný, M.; Beneš, J.; Czernek, J.; Dunlop, D.; Francová, P.; Groborz, O.; Heizer, T.; Hobza, P.; Hrubý, M.; Kolouchová, K.; et al. Chelating Polymers for Hereditary Hemochromatosis Treatment. Macromolecular Bioscience 2020, 20 (12), nestránkováno DOI: 10.1002/mabi.202000254.
- Kasireddy, S. Reddy; Míšek, J.; Nosek, V.; Tarallo, V. Development of a simple high-throughput assay for directed evolution of enantioselective sulfoxide reductases. Chemical Communications 2020, 56 (40), 5386-5388 DOI: 10.1039/d0cc01660h.
- Císařová, I.; Docekal, V.; Petrželová, S.; Vesely, J. Enantioselective Cyclopropanation of 4-Nitroisoxazole Derivatives. Advanced Synthesis and Catalysis 2020, 362 (13), 2597-2603 DOI: 10.1002/adsc.202000231.
- Bultel-Ponce, V.; Durand, T.; Galano, J. - M.; Guy, A.; Jahn, U.; Oger, C.; Pavlíčková, T.; Reversat, G.; Rocher, A.; Vigor, C. First Total Syntheses of Novel Non-Enzymatic Polyunsaturated Fatty Acid Metabolites and Their Identification in Edible Oils. Chemistry - A European Journal 2020, 26 (44), 10090-10098 DOI: 10.1002/chem.202002138.
- Caivano, I.; Císařová, I.; Kotora, M.; Nečas, D.; Tošner, Z. A General Synthetic Approach and Photophysical Properties of Regioselectively Fluorinated [5]- and [6]-Helical Bispiroindenofluorenes. ChemPlusChem 2020, 85 (9), 2010-2016 DOI: 10.1002/cplu.202000434.
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- Chapuis, H.; Kubelka, T.; Joubert, N.; Pohl, R.; Hocek, M. Synthesis of 6-Substituted 2(1H)-Pyridon-3-yl C-2′-Deoxyribonucleosides. European Journal of Organic Chemistry 2012, 2012 (9), 1759-1767 DOI: 10.1002/ejoc.201101662.
- Raindlová, V.; Pohl, R.; Hocek, M. Synthesis of Aldehyde-Linked Nucleotides and DNA and Their Bioconjugations with Lysine and Peptides through Reductive Amination. Chemistry - A European Journal 2012, 18 (13), 4080-4087 DOI: 10.1002/chem.201103270.
- Korotvička, A.; Císařová, I.; Roithová, J.; Kotora, M. Synthesis of Aromatic Compounds by Catalytic C-C Bond Activation of Biphenylene or Angular [3]Phenylene. Chemistry - A European Journal 2012, 18 (14), 4200-4207 DOI: 10.1002/chem.201103888.
- Hessler, F.; Císařová, I.; Sedlák, D.; Bartůněk, P.; Kotora, M. Synthesis of Ferrocenestrone: the First Metallocene Based Steroid Analogue. Chemistry - A European Journal 2012, 18 (18), 5515-5518 DOI: 10.1002/chem.201200687.
- Raindlová, V.; Pohl, R.; Klepetářová, B.; Havran, L.; Šimková, E.; Horáková, P.; Pivonkova, H.; Fojta, M.; Hocek, M. Synthesis of Hydrazone-Modified Nucleotides and Their Polymerase Incorporation onto DNA for Redox Labeling. ChemPlusChem 2012, 77 (8), 652-662 DOI: 10.1002/cplu.201200056.
- Kubelka, T.; Slavětínská, L.; Hocek, M. Synthesis of Substituted Benzyl Homo-C-Ribonucleosides and -Nucleotides as Carba Analogues of Phosphoribosylanthranilate. European Journal of Organic Chemistry 2012, 2012 (26), 4969-4981 DOI: 10.1002/ejoc.201200819.
- Kotora, M.; Hessler, F.; Eignerová, B. Transition-Metal-Mediated or -Catalyzed Syntheses of Steroids and Steroid-Like Compounds. European Journal of Organic Chemistry 2012, 2012 (1), 29-42 DOI: 10.1002/ejoc.201100921.
- Werner, L.; Wernerova, M.; Machara, A.; Endoma-Arias, M. Ann; Duchek, J.; Adams, D. R.; D. Cox, P.; Hudlicky, T. Unexpected N -Demethylation of Oxymorphone and Oxycodone N -Oxides Mediated by the Burgess Reagent: Direct Synthesis of Naltrexone, Naloxone, and Other Antagonists from Oxymorphone. Advanced Synthesis & Catalysis 2012, 354 (14-15), 2706-2712 DOI: 10.1002/adsc.201200676.
- Číhalová, S.; Dziedzic, P.; Córdova, A.; Vesely, J. Asymmetric Aza-Morita-Baylis-Hillman-Type Reactions: The Highly Enantioselective Reaction between Unmodified α,β- Unsaturated Aldehydes and N-Acylimines by Organo-co-catalysis. Advanced Synthesis & Catalysis 2011, 353 (7), 1096-1108 DOI: 10.1002/adsc.201000951.
- Sun, C.; Bojdys, M. J.; Clarke, S. M.; Harper, L. D.; Jefferson, A.; Castro, M. A.; Medina, S. Bulk and Adsorbed Monolayer Phase Behavior of Binary Mixtures of Undecanoic Acid and Undecylamine: Catanionic Monolayers. Langmuir 2011, 27 (7), 3626-3637 DOI: 10.1021/la1048198.
- Kadlcikova, A.; Vlašaná, K.; Kotora, M. ChemInform Abstract: Enantioselective Epoxide Ring Opening Catalyzed by Bis(tetrahydroisoquinoline) N,N′-Dioxides. ChemInform 2011, 42 (35), no-no DOI: 10.1002/chin.201135031.
- Řezanka, M.; Jindřich, J. Complete sets of monosubstituted cyclomaltohexaoses (alpha-cyclodextrins) as precursors for further synthesis. Carbohydrate Research 2011, 346 (15), 2374-2379 DOI: 10.1016/j.carres.2011.08.011.
- Kadlcikova, A.; Vlašaná, K.; Kotora, M. Enantioselective epoxide ring opening catalyzed by bis(tetrahydroisoquinoline) N,N′-dioxides. Collection of Czechoslovak Chemical Communications 2011, 76 (5), 415-422 DOI: 10.1135/cccc2011024.
- Betík, R.; Kotora, M. Enantioselective Synthesis of (-)-Methoxyestrone. European Journal of Organic Chemistry 2011, 2011 (18), 3279-3282 DOI: 10.1002/ejoc.201100317.
- Číhalová, S.; Valero, G.; Schimer, J.; Humpl, M.; Dračínský, M.; Moyano, A.; Rios, R.; Vesely, J. Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines. Tetrahedron 2011, 67 (46), 8942-8950 DOI: 10.1016/j.tet.2011.08.079.
- Nečas, D.; Hidasová, D.; Hocek, M.; Kotora, M. Modular synthesis of 1-α- and 1-β-(indol-2-yl)-2′-deoxyribose C-nucleosides. Organic & Biomolecular Chemistry 2011, 9 (17), 5934 DOI: 10.1039/c1ob05844d.
- Malkov, A. V.; Kysilka, O.; Edgar, M.; Kadlcikova, A.; Kotora, M.; Kočovský, P. A Novel Bifunctional Allyldisilane as a Triple Allylation Reagent in the Stereoselective Synthesis of Trisubstituted Tetrahydrofurans. Chemistry - A European Journal 2011, 17 (26), 7162-7166 DOI: 10.1002/chem.201100513.
- Nakanishi, T.; Weber, J.; Bojdys, M. J.; Thomas, A. Polymeric Frameworks: Toward Porous Semiconductors; John Wiley & Sons, Inc.: Hoboken, NJ, USA, 2011; pp 119-154.
- Werner, L.; Machara, A.; Sullivan, B.; Carrera, I.; Moser, M.; Adams, D. R.; Hudlicky, T.; Andraos, J. Several Generations of Chemoenzymatic Synthesis of Oseltamivir (Tamiflu): Evolution of Strategy, Quest for a Process-Quality Synthesis, and Evaluation of Efficiency Metrics. The Journal of Organic Chemistry 2011, 76 (24), 10050-10067 DOI: 10.1021/jo2018872.
- Bojdys, M. J.; Briggs, M. E.; Jones, J. T. A.; Adams, D. J.; Chong, S. Y.; Schmidtmann, M.; Cooper, A. I. Supramolecular Engineering of Intrinsic and Extrinsic Porosity in Covalent Organic Cages. Journal of the American Chemical Society 2011, 133 (41), 16566-16571 DOI: 10.1021/ja2056374.
- Tichotová, L.; Matoušová, E.; Špulák, M.; Kuneš, J.; Votruba, I.; Buchta, V.; Pour, M. Synthesis and biological activity of desmethoxy analogues of coruscanone A. Bioorganic & Medicinal Chemistry Letters 2011, 21 (20), 6062-6066 DOI: 10.1016/j.bmcl.2011.08.059.
- Werner, L.; Machara, A.; Adams, D. R.; D. Cox, P.; Hudlicky, T. Synthesis of Buprenorphine from Oripavine via N-Demethylation of Oripavine Quaternary Salts. The Journal of Organic Chemistry 2011, 76 (11), 4628-4634 DOI: 10.1021/jo200567n.
- Janková, Š.; Hybelbauerová, S.; Kotora, M. Synthesis of Substituted Linear Ter- and Quaterphenyls via Dewar Benzenes. Synlett 2011, 2011 (03), 396-398 DOI: 10.1055/s-0030-1259321.
- Matoušová, E.; Růžička, A.; Kuneš, J.; Králová, J.; Pour, M. TFP as a ligand in Au(i)-catalyzed dihydropyran synthesis. Unprecedented rearrangement of dihydropyrans into cyclopentenones. Chemical Communications 2011, 47 (33), 9390 DOI: 10.1039/c1cc13525b.
- Kotora, M.; Hocek, M.; Turek, P.; Pohl, R.; Klepetářová, B.; Votruba, I.; Opekar, S. [2+2+2]-Cocyclotrimerization of 6-Alkynyl-7-benzylpurines with α,ω-Diynes. HETEROCYCLES 2010, 82 (1), 895 DOI: 10.3987/COM-10-S(E)56.
- Šnajdr, I.; Janoušek, Z.; Jindřich, J.; Kotora, M. Cross-metathesis of allylcarboranes with O-allylcyclodextrins. Beilstein Journal of Organic Chemistry 2010, 6, 1099-1105 DOI: 10.3762/bjoc.6.126.
- Vlašaná, K.; Hrdina, R.; Valterová, I.; Kotora, M. Enantioselective Allylation of Aldehydes Catalyzed by Diastereoisomeric Bis(tetrahydroisoquinoline) N,N′-Dioxides. European Journal of Organic Chemistry 2010, 2010 (36), 7040-7044 DOI: 10.1002/ejoc.201001219.
- Kamlar, M.; Bravo, N.; Alba, A. - N. R.; Hybelbauerová, S.; Císařová, I.; Vesely, J.; Moyano, A.; Rios, R. Highly Enantioselective Addition of 1-Fluoro-1-nitro(phenylsulfonyl)methane to α,β-Unsaturated Aldehydes. European Journal of Organic Chemistry 2010, 2010 (28), 5464-5470 DOI: 10.1002/ejoc.201000851.
- Bojdys, M. J.; Wohlgemuth, S. A.; Thomas, A.; Antonietti, M. Ionothermal Route to Layered Two-Dimensional Polymer-Frameworks Based on Heptazine Linkers. Macromolecules 2010, 43 (16), 6639-6645 DOI: 10.1021/ma101008c.
- Kadlcikova, A.; Valterová, I.; Ducháčková, L.; Roithová, J.; Kotora, M. Lewis Base Catalyzed Enantioselective Allylation of α,β-Unsaturated Aldehydes. Chemistry - A European Journal 2010, 16 (31), 9442-9445 DOI: 10.1002/chem.201001523.
- Ducháčková, L.; Kadlcikova, A.; Kotora, M.; Roithová, J. Oxygen Superbases as Polar Binding Pockets in Nonpolar Solvents. Journal of the American Chemical Society 2010, 132 (36), 12660-12667 DOI: 10.1021/ja103744f.
- Bojdys, M. J.; Jeromenok, J.; Thomas, A.; Antonietti, M. Rational Extension of the Family of Layered, Covalent, Triazine-Based Frameworks with Regular Porosity. Advanced Materials 2010, 22 (19), 2202-2205 DOI: 10.1002/adma.200903436.
- Dračínský, M.; Castaño, O.; Kotora, M.; Bouř, P. Rearrangement of Dewar Benzene Derivatives Studied by DFT. The Journal of Organic Chemistry 2010, 75 (3), 576-581 DOI: 10.1021/jo902065n.
- Werner, L.; Machara, A.; Hudlicky, T. Short Chemoenzymatic Azide-Free Synthesis of Oseltamivir (Tamiflu): Approaching the Potential for Process Efficiency. Advanced Synthesis & Catalysis 2010, 352 (1), 195-200 DOI: 10.1002/adsc.200900844.
- Bobula, T.; Hocek, M.; Kotora, M. Sonogashira reactions of α- and β-1-ethynyl-2-deoxyribosides: synthesis of acetylene-extended C-nucleosides. Tetrahedron 2010, 66 (2), 530-536 DOI: 10.1016/j.tet.2009.11.030.
- Eignerová, B.; Sedlák, D.; Dračínský, M.; Bartůněk, P.; Kotora, M. Synthesis and Biochemical Characterization of a Series of 17α-Perfluoroalkylated Estradiols as Selective Ligands for Estrogen Receptor α. Journal of Medicinal Chemistry 2010, 53 (19), 6947-6953 DOI: 10.1021/jm100563h.
- Sedlák, D.; Novák, P.; Kotora, M.; Bartůněk, P. Synthesis and Evaluation of 17α-Arylestradiols as Ligands for Estrogen Receptor α and β. Journal of Medicinal Chemistry 2010, 53 (10), 4290-4294 DOI: 10.1021/jm901898a.
- Betík, R.; Herrmann, P.; Kotora, M. Synthesis of an (±)-Estrone Precursor: The Scope of Zr- and Co-Mediated Cycloannulations. European Journal of Organic Chemistry 2010, 2010 (4), 646-655 DOI: 10.1002/ejoc.200900937.
- Kotora, M. Synthesis of axially chiral bipyridine N,N'-dioxides and enantioselective allylation of aldehydes. Pure and Applied Chemistry 2010, 82 (9) DOI: 10.1351/PAC-CON-09-10-01.
- Řezanka, M.; Eignerová, B.; Jindřich, J.; Kotora, M. Synthesis of Mono(perfluoroalkyl) Cyclodextrins via Cross Metathesis. European Journal of Organic Chemistry 2010, 2010 (32), 6256-6262 DOI: 10.1002/ejoc.201000807.
- Eignerová, B.; Janoušek, Z.; Dračínský, M.; Kotora, M. Synthesis of Perfluoroalkylated Carboranes by Cross-Metathesis of Allylcarboranes and Perfluoroalkylpropenes. Synlett 2010, 2010 (06), 885-888 DOI: 10.1055/s-0029-1219546.