@article{MTMT:34845147, title = {UV imaging for the rapid at-line content determination of different colourless APIs in their tablets with artificial neural networks}, url = {https://m2.mtmt.hu/api/publication/34845147}, author = {Ficzere, Máté and Mészáros, Lilla Alexandra and Diószegi, Anna and Bánrévi, Zoltán and Farkas, Attila and Lenk, Sándor and Galata, Dorián László and Nagy, Zsombor Kristóf}, doi = {10.1016/j.ijpharm.2024.124174}, journal-iso = {INT J PHARM}, journal = {INTERNATIONAL JOURNAL OF PHARMACEUTICS}, volume = {657}, unique-id = {34845147}, issn = {0378-5173}, year = {2024}, eissn = {1873-3476}, orcid-numbers = {Ficzere, Máté/0000-0002-0024-7375; Farkas, Attila/0000-0002-8877-2587; Lenk, Sándor/0000-0002-7207-0329; Galata, Dorián László/0000-0003-4760-2124} } @article{MTMT:34845070, title = {N-Functionalization of β-aminophosphonates: cytotoxic effects of the new derivatives}, url = {https://m2.mtmt.hu/api/publication/34845070}, author = {Keglevich, György and Varga, Petra Regina and Dinnyesi, Emoke and Szalai, Zsuzsanna and Bősze, Szilvia and Szabó, Rita (Oláhné) and Drahos, Laszlo and Karaghiosoff, Konstantin}, doi = {10.1039/d4ob00243a}, journal-iso = {ORG BIOMOL CHEM}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, unique-id = {34845070}, issn = {1477-0520}, abstract = {beta-Aminophosphonates obtained by the Michael addition of primary amines to the double bond of diethyl vinylphosphonate proved to be suitable starting materials (amine components) in the Kabachnik-Fields reaction with formaldehyde and dialkyl phosphites or secondary phosphine oxides to afford N-phosphonylmethyl- and N-phosphinoylmethyl-beta-aminophosphonates. On the other hand, the starting aminophosphonates were modified by N-acylation using acid chlorides. The N-acyl products were found to exist in a dynamic equilibrium of two conformers as suggested by the broad NMR signals. At 26 degrees C, there may be rotation around the N-C axis of the acylamide function. At the same time, low-temperature NMR measurements at -5 degrees C revealed the presence of two distinct rotamers that could be characterized by P-31, C-13 and H-1 NMR data. The modified beta-aminophosphonic derivatives were subjected to a comparative structure-activity analysis on MDA-MB-231, PC-3, A431 and Ebc-1 tumor cell lines, and in a few cases, significant activity was detected.}, year = {2024}, eissn = {1477-0539}, orcid-numbers = {Bősze, Szilvia/0000-0001-9555-699X} } @article{MTMT:34845067, title = {Bioequivalence prediction with small-scale biphasic dissolution and simultaneous dissolution-permeation apparatus—An aripiprazole case study}, url = {https://m2.mtmt.hu/api/publication/34845067}, author = {Kádár, Szabina and Kennedy, Andrew and Lee, Samuel and Ruiz, Rebeca and Farkas, Attila and Tőzsér, Petra and Csicsák, Dóra and Tóth, Gergő and Sinkó, Bálint and Borbás, Enikő}, doi = {10.1016/j.ejps.2024.106782}, journal-iso = {EUR J PHARM SCI}, journal = {EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES}, volume = {198}, unique-id = {34845067}, issn = {0928-0987}, year = {2024}, eissn = {1879-0720}, orcid-numbers = {Farkas, Attila/0000-0002-8877-2587; Csicsák, Dóra/0000-0003-3663-3566; Tóth, Gergő/0000-0001-5341-319X} } @article{MTMT:34830527, title = {Cyclodextrin encapsulation enabling the anticancer repositioning of disulfiram: Preparation, analytical and in vitro biological characterization of the inclusion complexes}, url = {https://m2.mtmt.hu/api/publication/34830527}, author = {Benkő, Beáta Mária and Tóth, Gergő and Moldvai, Dorottya and Kádár, Szabina and Szabó, Edina and Szabó, Zoltán-István and Mazákné Kraszni, Márta and Szente, Lajos and Fiser, Béla and Sebestyén, Anna and Zelkó, Romána and Sebe, István}, doi = {10.1016/j.ijpharm.2024.124187}, journal-iso = {INT J PHARM}, journal = {INTERNATIONAL JOURNAL OF PHARMACEUTICS}, volume = {657}, unique-id = {34830527}, issn = {0378-5173}, year = {2024}, eissn = {1873-3476}, orcid-numbers = {Benkő, Beáta Mária/0000-0002-3608-6219; Tóth, Gergő/0000-0001-5341-319X; Szabó, Edina/0000-0001-9616-5122; Szabó, Zoltán-István/0000-0002-8740-0212; Mazákné Kraszni, Márta/0000-0003-4364-9486; Sebestyén, Anna/0000-0001-8814-4794; Zelkó, Romána/0000-0002-5419-9137; Sebe, István/0000-0003-0752-781X} } @article{MTMT:34830192, title = {Immobilization of human tyrosine hydroxylase onto magnetic nanoparticles – A novel formulation of a therapeutic enzyme}, url = {https://m2.mtmt.hu/api/publication/34830192}, author = {Molnár, Zsófia Klára and Koplányi, Gábor and Farkas, Réka and Péli, Noémi and Kenéz, Balázs and Decsi, Balázs and Katona, Gábor and Balogh, György Tibor and Vértessy, Beáta (Grolmuszné) and Balogh Weiser, Diána}, doi = {10.1016/j.ijbiomac.2024.131939}, journal-iso = {INT J BIOL MACROMOL}, journal = {INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES}, volume = {268}, unique-id = {34830192}, issn = {0141-8130}, abstract = {Human tyrosine hydroxylase (hTH) has key role in the production of catecholamine neurotransmitters. The structure, function and regulation of hTH has been extensively researched area and the possibility of enzyme replacement therapy (ERT) involving hTH through nanocarriers has been raised as well. However, our understanding on how hTH may interact with nanocarriers is still lacking. In this work, we attempted to investigate the immobilization of hTH on magnetic nanoparticles (MNPs) with various surface linkers in quantitative and mechanistic detail. Our results showed that the activity of hTH was retained after immobilization via secondary and covalent interactions as well. The colloidal stability of hTH could be also enhanced proved by Dynamic light scattering and Zeta potential analysis and a homogenous enzyme layer could be achieved, which was investigated by Raman mapping. The covalent attachment of hTH on MNPs via aldehyde or epoxy linkers provide irreversible immobilization and 38.1 % and 16.5 % recovery (ER). The hTH-MNPs catalyst had 25 % ER in average in simulated nasal electrolyte solution (SNES). This outcome highlights the relevance of immobilization applying MNPs as a potential formulation tool of sensitive therapeutic enzymes offering new opportunities for ERT related to neurodegenerative disorders. © 2024 The Author(s)}, year = {2024}, eissn = {1879-0003}, orcid-numbers = {Koplányi, Gábor/0000-0002-3791-1057; Katona, Gábor/0000-0003-1564-4813; Balogh, György Tibor/0000-0003-3347-1880; Balogh Weiser, Diána/0000-0002-9957-1203} } @article{MTMT:34822025, title = {Comparative study of flame retardancy in polyimine vitrimers and composites: Evaluating additive and reactive flame retardants acting via gas-, solid-, and combined-phase mechanisms}, url = {https://m2.mtmt.hu/api/publication/34822025}, author = {Toldy, Andrea and Poór, Dániel István and Szolnoki, Beáta and Devecser, Boglárka and Geier, Norbert and Pomázi, Ákos}, doi = {10.1016/j.jmst.2024.01.047}, journal-iso = {J MATER SCI TECHNOL}, journal = {JOURNAL OF MATERIALS SCIENCE & TECHNOLOGY}, volume = {196}, unique-id = {34822025}, issn = {1005-0302}, abstract = {We developed flame retarded polyimine type vitrimers and carbon fibre reinforced composites using two additive and a reactive flame retardant containing phosphorus: ammonium polyphosphate (APP), resorcinol bis(diphenyl phosphate) (RDP); and N,N',N’’-tris(2-aminoethyl)-phosphoric acid triamide (TEDAP). We characterised the vitrimer matrix materials by differential scanning calorimetry (DSC), thermal analysis (TGA), limiting oxygen index (LOI), UL-94 test and mass loss calorimetry (MLC), while the vitrimer composites by LOI, UL-94 test, MLC and dynamic mechanical analysis (DMA). We compared the performance of the vitrimer systems to a benchmark pentaerythritol-based aliphatic epoxy resin system (PER). The vitrimer reference had higher thermal stability but lower fire performance than the PER aliphatic reference epoxy. At lower phosphorus content, the vitrimer systems exhibited a melting above their vitrimer transition temperature, which negatively affected their LOI and UL-94 results. From 2% phosphorus content, rapid charring and extinguishing of vitrimers prevented the softening and deforming. The superior performance of these same flame retardants in vitrimer systems could be attributed to the high nitrogen content of imine-based vitrimers in combination with phosphorus flame retardants, exploiting nitrogen-phosphorus synergism. In both matrices, flame retardants with solid phase action lead to better fire performance, while in composites, the lowest peak heat release rates (152 kW/m2 in vitrimer composite) were achieved with RDP acting predominantly in the gas phase, as carbon fibres hindered the intumescent phenomenon. © 2024}, keywords = {PERFORMANCE; Nitrogen; differential scanning calorimetry; ADDITIVES; flame retardancy; carbon fibers; Thermoanalysis; calorimeters; Epoxy Resins; EPOXY; EPOXY; Benchmarking; Mass loss; fiber reinforced plastics; Flame retardants; Polymer composite; Polymer composite; Carbon fibre; fire performance; Limiting Oxygen Index; Flame-retardancy; Reactive flame retardants; vitrimer; vitrimer; Polyimines; polyimine}, year = {2024}, eissn = {1941-1162}, pages = {101-111}, orcid-numbers = {Toldy, Andrea/0000-0003-3569-1828; Poór, Dániel István/0000-0002-8036-7966; Szolnoki, Beáta/0000-0001-7214-9734; Geier, Norbert/0000-0001-7937-7246; Pomázi, Ákos/0000-0003-2969-8679} } @article{MTMT:34821706, title = {Revisiting Hafner’s Azapentalenes: The Chemistry of 1,3-Bis(dimethylamino)-2-azapentalene}, url = {https://m2.mtmt.hu/api/publication/34821706}, author = {Meiszter, Enikő and Gazdag, Tamás and Mayer, Péter J. and Kunfi, Attila and Holczbauer, Tamás and Sulyok-Eiler, Máté and London, Gábor}, doi = {10.1021/acs.joc.3c02564}, journal-iso = {J ORG CHEM}, journal = {JOURNAL OF ORGANIC CHEMISTRY}, unique-id = {34821706}, issn = {0022-3263}, abstract = {Stable azaheterocyclic derivatives of pentalene have been reported by the group of Hafner in the 1970s. However, these structures remained of low interest until recently, when they started to be investigated in the context of organic light-emitting diodes’ (OLEDs’) development. Herein, we revisit the synthesis of stable azapentalene derivative 1,3-bis(dimethylamino)-2-azapentalene and further explore its properties both computationally and experimentally. Beyond the reproduction and optimization of some previously reported transformations, such as formylation and amine substitution, the available scope of reactions was expanded with azo-coupling, selective halogenations, and cross-coupling reactions. © 2024 The Authors. Published by American Chemical Society.}, year = {2024}, eissn = {1520-6904}, orcid-numbers = {Mayer, Péter J./0000-0003-4891-3119; Sulyok-Eiler, Máté/0000-0002-3968-8776} } @article{MTMT:34802673, title = {Transaminase-catalysis to produce trans-4-substituted cyclohexane-1-amines including a key intermediate towards cariprazine}, url = {https://m2.mtmt.hu/api/publication/34802673}, author = {Farkas, Emese and Sátorhelyi, Péter and Szakács, Zoltán and Dékány, Miklós and Vaskó, Dorottya and Hornyánszky, Gábor and Poppe, László and Éles, János}, doi = {10.1038/s42004-024-01148-9}, journal-iso = {COMMUN CHEM}, journal = {COMMUNICATIONS CHEMISTRY}, volume = {7}, unique-id = {34802673}, issn = {2399-3669}, abstract = {Cariprazine—the only single antipsychotic drug in the market which can handle all symptoms of bipolar I disorder—involves trans- 4-substituted cyclohexane-1-amine as a key structural element. In this work, production of trans -4-substituted cyclohexane-1-amines was investigated applying transaminases either in diastereotope selective amination starting from the corresponding ketone or in diastereomer selective deamination of their diasteromeric mixtures. Transaminases were identified enabling the conversion of the cis -diastereomer of four selected cis/trans -amines with different 4-substituents to the corresponding ketones. In the continuous-flow experiments aiming the cis diastereomer conversion to ketone, highly diastereopure trans -amine could be produced ( de > 99%). The yield of pure trans -isomers exceeding their original amount in the starting mixture could be explained by dynamic isomerization through ketone intermediates. The single transaminase-catalyzed process—exploiting the cis -diastereomer selectivity of the deamination and thermodynamic control favoring the trans -amines due to reversibility of the steps—allows enhancement of the productivity of industrial cariprazine synthesis.}, year = {2024}, eissn = {2399-3669}, orcid-numbers = {Szakács, Zoltán/0000-0001-6557-4409; Dékány, Miklós/0000-0001-8032-2998; Vaskó, Dorottya/0000-0002-2502-0644; Poppe, László/0000-0002-8358-1378} } @article{MTMT:34778896, title = {Computational Studies on the Diastereospecific Lithium Variant of Oppenauer Oxidation of a Tofisopam Intermediate}, url = {https://m2.mtmt.hu/api/publication/34778896}, author = {Ábrányi-Balogh, Péter and Molnárné Samu, Erika and Pánczél, János K. and Benkő, Zoltán and Simig, Gyula and Volk, Balázs}, doi = {10.1021/acs.joc.3c02660}, journal-iso = {J ORG CHEM}, journal = {JOURNAL OF ORGANIC CHEMISTRY}, unique-id = {34778896}, issn = {0022-3263}, year = {2024}, eissn = {1520-6904}, orcid-numbers = {Benkő, Zoltán/0000-0001-6647-8320; Simig, Gyula/0000-0002-2569-6476; Volk, Balázs/0000-0002-2019-1874} } @article{MTMT:34772009, title = {Thermal diffusity in copper benzene-1,3,5-tricarboxylate–reduced graphite oxide mechanical composites}, url = {https://m2.mtmt.hu/api/publication/34772009}, author = {Gál, Márton and Samaniego Andrade, Samantha Kathiuska and Fehér, Anna Éva and Farkas, Attila and Madarász, János and Horváth, Lili and Gordon, Péter and Kovács, Róbert Sándor and Nagyné László, Krisztina}, doi = {10.1007/s10973-024-13021-x}, journal-iso = {J THERM ANAL CALORIM}, journal = {JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY}, unique-id = {34772009}, issn = {1388-6150}, abstract = {Metal organic frameworks (MOFs) and particularly copper benzene-1,3,5-tricarboxylate (HKUST-1) are excellent materials for gas storage (e.g., CH 4 , N 2 , H 2 adsorption) and gas separation. In this work, reduced graphene oxide (RGO)–HKUST-1 mechanical mixtures were studied in order to reveal the effect of RGO content on the pressure tolerance of the texture and heat conductivity. HKUST-1 was obtained by two different synthesis routes. Air-dried MOF and RGO were thoroughly mixed prior to the compression. Powder XRD and Raman spectroscopy were used to characterize the response of the crystal structure, while low-temperature nitrogen adsorption was used the follow the adsorption properties of the pellets. Finally, the "flash" heat pulse method was used to assess the thermal properties. The gas adsorption isotherms revealed that the adsorption capacity decreases when RGO is added. Based on Raman and XRD results, we found that the synthesis route has an effect on multiple scales. We experimentally confirmed that evaluation of the thermal diffusivity requires a model more complex than the simple Fourier equation, due to the inherent heterogeneous structure of the material. A good approximation of the Fourier coefficient of thermal diffusivity was obtained using the parameters of the Guyer–Krumhansl equation. The heat pulse experiments also revealed possible size-dependent behavior.}, year = {2024}, eissn = {1572-8943}, orcid-numbers = {Fehér, Anna Éva/0000-0002-2366-6388; Farkas, Attila/0000-0002-8877-2587; Kovács, Róbert Sándor/0000-0001-5822-6035; Nagyné László, Krisztina/0000-0003-4499-3983} }