TY - JOUR AU - Kádár, Szabina AU - Kennedy, Andrew AU - Lee, Samuel AU - Ruiz, Rebeca AU - Farkas, Attila AU - Tőzsér, Petra AU - Csicsák, Dóra AU - Tóth, Gergő AU - Sinkó, Bálint AU - Borbás, Enikő TI - Bioequivalence prediction with small-scale biphasic dissolution and simultaneous dissolution-permeation apparatus—An aripiprazole case study JF - EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES J2 - EUR J PHARM SCI VL - 198 PY - 2024 PG - 11 SN - 0928-0987 DO - 10.1016/j.ejps.2024.106782 UR - https://m2.mtmt.hu/api/publication/34845067 ID - 34845067 LA - English DB - MTMT ER - TY - CHAP AU - Várnagy, Erzsébet AU - Tóth, Gergő AU - Hosztafi, Sándor AU - Fejős, Ida AU - Malanga, Milo AU - Béni, Szabolcs TI - Ciklodextrin-segített kapilláris elektroforézis: benzil-izokinolin alkaloidok enantiomer-elválasztása T2 - Biotechnológus Napok 2024 CY - Budapest SN - 9786150200880 PY - 2024 SP - 22 UR - https://m2.mtmt.hu/api/publication/34831171 ID - 34831171 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Benkő, Beáta Mária AU - Tóth, Gergő AU - Moldvai, Dorottya AU - Kádár, Szabina AU - Szabó, Edina AU - Szabó, Zoltán-István AU - Mazákné Kraszni, Márta AU - Szente, Lajos AU - Fiser, Béla AU - Sebestyén, Anna AU - Zelkó, Romána AU - Sebe, István TI - Cyclodextrin encapsulation enabling the anticancer repositioning of disulfiram: Preparation, analytical and in vitro biological characterization of the inclusion complexes JF - INTERNATIONAL JOURNAL OF PHARMACEUTICS J2 - INT J PHARM VL - 657 PY - 2024 PG - 14 SN - 0378-5173 DO - 10.1016/j.ijpharm.2024.124187 UR - https://m2.mtmt.hu/api/publication/34830527 ID - 34830527 LA - English DB - MTMT ER - TY - JOUR AU - Dobó, Máté AU - Dombi, Gergely AU - Köteles, István AU - Fiser, Béla AU - Kis, Csenge AU - Szabó, Zoltán-István AU - Tóth, Gergő TI - Simultaneous Determination of Enantiomeric Purity and Organic Impurities of Dexketoprofen Using Reversed-Phase Liquid Chromatography—Enhancing Enantioselectivity through Hysteretic Behavior and Temperature-Dependent Enantiomer Elution Order Reversal on Polysaccharide Chiral Stationary Phases JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 25 PY - 2024 IS - 5 PG - 15 SN - 1661-6596 DO - 10.3390/ijms25052697 UR - https://m2.mtmt.hu/api/publication/34688029 ID - 34688029 N1 - Export Date: 12 April 2024 Correspondence Address: Tóth, G.; Department of Pharmaceutical Chemistry, Hogyes 9, Hungary; email: toth.gergo@semmelweis.hu AB - A reversed-phase high-performance liquid chromatographic (HPLC) method was developed for the simultaneous determination of the potential impurities of dexketoprofen, including the distomer R-ketoprofen. After screening the separation capability of four polysaccharide columns (Lux Amylose-1, Lux Amylose-2, Lux Cellulose-1 and Lux Cellulose-2) in polar organic and in reversed-phase modes, appropriate enantioseparation was observed only on the Lux Amylose-2 column in an acidified acetonitrile/water mixture. A detailed investigation of the mobile phase composition and temperature for enantio- and chemoselectivity showed many unexpected observations. It was observed that both the resolution and the enantiomer elution order can be fine-tuned by varying the temperature and mobile phase composition. Moreover, hysteresis of the retention times and enantioselectivity was also observed in reversed-phase mode using methanol/water mixtures on amylose-type columns. This could indicate that the three-dimensional structure of the amylose column can change by transitioning from a polar organic to a reversed-phase mode, which affects the enantioseparation process. Temperature-dependent enantiomer elution order and rare enthalpic/entropic controlled enantioseparation in the operative temperature range were also observed in reversed-phase mode. To find the best methodological conditions for the determination of dexketoprofen impurities, a full factorial optimization design was performed. Using the optimized parameters (Lux Amylose-2 column with water/acetonitrile/acetic acid 50/50/0.1 (v/v/v) at a 1 mL/min flow rate at 20 °C), baseline separations were achieved between all compounds within 15 min. Our newly developed HPLC method was validated according to the current guidelines, and its application was tested on commercially available pharmaceutical formulations. According to the authors’ knowledge, this is the first study to report hysteretic behavior on polysaccharide columns in reversed-phase mode. LA - English DB - MTMT ER - TY - JOUR AU - Papp, L.A. AU - Hancu, G. AU - Szabó, Z.I. AU - Székely-Szentmiklósi, B. AU - Gáti, T. AU - Fiser, Béla AU - Mazákné Kraszni, Márta AU - Tóth, Gergő TI - Chiral Separation of Vildagliptin by Capillary Electrophoresis—The Study of Enantiomeric Complexation JF - SYMMETRY (BASEL) J2 - SYMMETRY-BASEL VL - 16 PY - 2024 IS - 1 PG - 12 SN - 2073-8994 DO - 10.3390/sym16010017 UR - https://m2.mtmt.hu/api/publication/34448514 ID - 34448514 LA - English DB - MTMT ER - TY - JOUR AU - Ferencz, Elek AU - Kelemen, Éva-Katalin AU - Obreja, Mona AU - Tóth, Gergő AU - Urkon, Melinda AU - Zöldhegyi, Arnold AU - Sipos, Emese AU - Szabó, Zoltán-István TI - The Applicability of Chromatographic Retention Modeling on Chiral Stationary Phases in Reverse-Phase Mode: A Case Study for Ezetimibe and Its Impurities JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 22 PG - 17 SN - 1661-6596 DO - 10.3390/ijms242216097 UR - https://m2.mtmt.hu/api/publication/34285588 ID - 34285588 N1 - Department of Physical Chemistry, Faculty of Pharmacy, George Emil Palade University of Medicine, Pharmacy, Science, and Technology of Targu Mures, Targu Mures, 540142, Romania Analytical Development Department, Targu Mures, 540306, Romania Department of Pharmaceutical Chemistry, Semmelweis University, Budapest, 1083, Hungary Department of Pharmacology and Clinical Pharmacy, George Emil Palade University of Medicine, Pharmacy, Science, and Technology, of Targu Mures, Targu Mures, 540142, Romania Molnár-Institute for Applied Chromatography, Berlin, 10407, Germany Department of Pharmaceutical Industry and Management, George Emil Palade University of Medicine, Pharmacy, Science, and Technology of Targu Mures, Targu Mures, 540142, Romania Sz-imfidum Ltd, Lunga, 525401, Romania Cited By :1 Export Date: 12 April 2024 Correspondence Address: Szabó, Z.-I.; Department of Pharmaceutical Industry and Management, Romania; email: zoltan.szabo@umfst.ro AB - Mechanistic modeling is useful for predicting and modulating selectivity even in early chromatographic method development. This approach is also in accordance with current analytical quality using design principles and is highly welcomed by the authorities. The aim of this study was to investigate the separation behavior of two different types of chiral stationary phases (CSPs) for the separation of ezetimibe and its related substances using the mechanistic retention modeling approach offered by the Drylab software (version 4.5) package. Based on the obtained results, both CSPs presented with chemoselectivity towards the impurities of ezetimibe. The cyclodextrin-based CSP displayed a higher separation capacity and was able to separate seven related substances from the active pharmaceutical ingredient, while the cellulose-based column enabled the baseline resolution of six impurities from ezetimibe. Generally, the accuracy of predicted retention times was lower for the polysaccharide CSP, which could indicate the presence of additional secondary interactions between the analytes and the CSP. It was also demonstrated that the combination of mechanistic modeling and an experimental design approach can be applied to method development on CSPs in reverse-phase mode. The applicability of the methods was tested on spiked artificial placebo samples, while intraday and long-term (2 years) method repeatability was also challenged through comparing the obtained retention times and resolution values. The results indicated the excellent robustness of the selected setpoints. Overall, our findings indicate that the chiral columns could offer orthogonal selectivity to traditional reverse-phase columns for the separation of structurally similar compounds. LA - English DB - MTMT ER - TY - JOUR AU - Molnár, Anna AU - Knapp, Dániel AU - Lovas, Miklós AU - Tóth, Gergő AU - Boldizsár, Imre AU - Váczy, Kálmán Zoltán AU - Kovács, M. Gábor TI - Untargeted metabolomic analyses support the main phylogenetic groups of the common plant-associated Alternaria fungi isolated from grapevine (Vitis vinifera) JF - SCIENTIFIC REPORTS J2 - SCI REP VL - 13 PY - 2023 IS - 1 PG - 13 SN - 2045-2322 DO - 10.1038/s41598-023-46020-3 UR - https://m2.mtmt.hu/api/publication/34281522 ID - 34281522 N1 - Centre for Research and Development, Eszterházy Károly Catholic University, Leányka utca 6, Eger, 3300, Hungary Department of Plant Anatomy, Institute of Biology, Eötvös Loránd University, Pázmány Péter sétány 1/C, Budapest, 1117, Hungary Department of Pharmaceutical Chemistry, Semmelweis University, Hőgyes Endre U. 9, Budapest, 1092, Hungary Department of Pharmacognosy, Semmelweis University, Üllői út 26, Budapest, 1085, Hungary Plant Protection Institute, Centre for Agricultural Research, Budapest, 1525, Hungary Department of Forestry and Wood Technology, Linnaeus University, Växjö, Sweden Export Date: 7 February 2024 Correspondence Address: Molnár, A.; Centre for Research and Development, Leányka utca 6, Hungary; email: molnar.anna@uni-eszterhazy.hu AB - Alternaria , a cosmopolitan fungal genus is a dominant member of the grapevine ( Vitis vinifera ) microbiome. Several Alternaria species are known to produce a variety of secondary metabolites, which are particularly relevant to plant protection and food safety in field crops. According to previous findings, the majority of Alternaria species inhabiting grapevine belong to Alternaria sect. Alternaria . However, the phylogenetic diversity and secondary metabolite production of the distinct Alternaria species has remained unclear. In this study, our aim was to examine the genetic and metabolic diversity of endophytic Alternaria isolates associated with the above-ground tissues of the grapevine. Altogether, 270 Alternaria isolates were collected from asymptomatic leaves and grape clusters of different grapevine varieties in the Eger wine region of Hungary. After analyses of the nuclear ribosomal DNA internal transcribed spacer (ITS) and RNA polymerase second largest subunit ( rpb2 ) sequences, 170 isolates were chosen for further analyses. Sequences of the Alternaria major allergen gene ( Alt a 1 ), endopolygalacturonase ( endoPG ), OPA10-2, and KOG1058 were also included in the phylogenetic analyses. Identification of secondary metabolites and metabolite profiling of the isolates were performed using high-performance liquid chromatography (HPLC)–high-resolution tandem mass spectrometry (HR-MS/MS). The multilocus phylogeny results revealed two distinct groups in grapevine, namely A . alternata and the A . arborescens species complex (AASC). Eight main metabolites were identified in all collected Alternaria isolates, regardless of their affiliation to the species and lineages. Multivariate analyses of untargeted metabolites found no clear separations; however, a partial least squares-discriminant analysis model was able to successfully discriminate between the metabolic datasets from isolates belonging to the AASC and A. alternata . By conducting univariate analysis based on the discriminant ability of the metabolites, we also identified several features exhibiting large and significant variation between A. alternata and the AASC. The separation of these groups may suggest functional differences, which may also play a role in the functioning of the plant microbiome. LA - English DB - MTMT ER - TY - CONF AU - Benkő, Beáta Mária AU - Tóth, Gergő AU - Tóth, Bence AU - I. Szabó, Zoltán AU - Szente, Lajos AU - Szabó, Edina AU - Zelkó, Romána AU - Sebe, István TI - Inclusion complexation of the novel antipsoriatic drug apremilast with cyclodextrins T2 - EUROCD 2023 7th European Cyclodextrin Conference PY - 2023 PG - 2 UR - https://m2.mtmt.hu/api/publication/34163455 ID - 34163455 N1 - https://www.cyclodextrinconference.com/wp-content/uploads/2023/07/EuroCD-2023-Scientific-Program-5.pdf LA - English DB - MTMT ER - TY - CONF AU - Tóth, Gergő AU - Szőcs, Levente AU - Szabó, Zoltán-István TI - Exploring enantiomer migration order alterations in capillary electrophoretic studies with cyclodextrin chiral selectors T2 - EUROCD 2023 7th European Cyclodextrin Conference PY - 2023 PG - 1 UR - https://m2.mtmt.hu/api/publication/34163447 ID - 34163447 N1 - https://www.cyclodextrinconference.com/wp-content/uploads/2023/07/EuroCD-2023-Scientific-Program-5.pdf LA - English DB - MTMT ER - TY - JOUR AU - Dobó, Máté AU - Ádám, M. AU - Fiser, Béla AU - Papp, L.A. AU - Dombi, Gergely AU - Sekkoum, K. AU - Szabó, Z.-I. AU - Tóth, Gergő TI - Enantioseparation and molecular docking study of selected chiral pharmaceuticals on a commercialized phenylcarbamate-β-cyclodextrin column using polar organic mode JF - SCIENTIFIC REPORTS J2 - SCI REP VL - 13 PY - 2023 IS - 1 PG - 14 SN - 2045-2322 DO - 10.1038/s41598-023-41941-5 UR - https://m2.mtmt.hu/api/publication/34144177 ID - 34144177 N1 - Cited By :1 Export Date: 12 April 2024 Correspondence Address: Tóth, G.; Department of Pharmaceutical Chemistry, Hőgyes E. u. 9, Hungary; email: toth.gergo@semmelweis.hu LA - English DB - MTMT ER -