TY - JOUR AU - Novák, Tibor Tamás AU - Aradi, Klára AU - Gömöry, Ágnes AU - Nonn, Melinda AU - Hornyánszky, Gábor AU - Kiss, Loránd TI - Studies on fluorofunctionalization of some functionalized alkene scaffolds JF - RESULTS IN CHEMISTRY J2 - RESULT CHEM VL - 7 PY - 2024 PG - 10 SN - 2211-7156 DO - 10.1016/j.rechem.2024.101309 UR - https://m2.mtmt.hu/api/publication/34482920 ID - 34482920 N1 - Institute of Organic Chemistry, Stereochemistry Research Group, HUN-REN Research Centre for Natural Sciences, 1117 Budapest, Magyar tudósok krt. 2, Hungary Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111, Budapest, Hungary Institute of Organic Chemistry, MS Proteomics Research Group, HUN-REN Research Centre for Natural Sciences, Magyar tudósok krt. 2, Budapest, 1117, Hungary MTA TTK Lendület Artificial Transporter Research Group, Institute of Materials and Environmental Chemistry, HUN-REN Research Center for Natural Sciences, Hungarian Academy of Sciences, Magyar Tudósok krt. 2, Budapest, 1117, Hungary Export Date: 24 January 2024 Correspondence Address: Kiss, L.; Institute of Organic Chemistry, 1117 Budapest, Magyar tudósok krt. 2, Hungary; email: kiss.lorand00@gmail.com Funding details: European Commission, EC Funding details: Hungarian Scientific Research Fund, OTKA, RRF-2.3.1-21-2022-00015 Funding details: Magyar Tudományos Akadémia, MTA Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFI, / OTKA FK 145394, K 142266 Funding text 1: The authors gratefully acknowledge financial support from the National Research, Development and Innovation Office of Hungary (NKFIH/OTKA FK 145394 and K 142266). Project no. RRF-2.3.1-21-2022-00015 has been implemented with the support provided by the European Union. This work was supported by the János Bolyai Research Scholarship to M.N. of the Hungarian Academy of Sciences. Funding text 2: The authors gratefully acknowledge financial support from the National Research, Development and Innovation Office of Hungary ( NKFIH / OTKA FK 145394 and K 142266 ). Funding text 3: Project no. RRF-2.3.1-21-2022-00015 has been implemented with the support provided by the European Union . This work was supported by the János Bolyai Research Scholarship to M.N. of the Hungarian Academy of Sciences . LA - English DB - MTMT ER - TY - JOUR AU - Novák, Tibor Tamás AU - Nguyen, Thi Cam Tu AU - Gömöry, Ágnes AU - Hornyánszky, Gábor AU - Remete, Attila Márió AU - Kiss, Loránd TI - Extending the substrate scope of palladium-catalyzed arylfluorination of allylic amine derivatives JF - JOURNAL OF FLUORINE CHEMISTRY J2 - J FLUORINE CHEM VL - 273 PY - 2024 PG - 13 SN - 0022-1139 DO - 10.1016/j.jfluchem.2023.110239 UR - https://m2.mtmt.hu/api/publication/34473105 ID - 34473105 N1 - Funding Agency and Grant Number: National Research, Development and Innovation Office of Hungary (NKFIH/OTKA) [K 142266]; Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund [TKP2021-EGA-32] Funding text: The authors gratefully acknowledge financial support from the National Research, Development and Innovation Office of Hungary (NKFIH/OTKA K 142266). The majority of the high-resolution mass spectrometric analysis was performed by Robert Berkecz. Project no. TKP2021-EGA-32 has been implemented with the support provided by the Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund, financed under the TKP2021-EGA funding scheme. LA - English DB - MTMT ER - TY - JOUR AU - Szabó, Dániel AU - Gömöry, Ágnes AU - Ludányi, Krisztina AU - Vékey, Károly AU - Drahos, László TI - Very Low-Pressure CID Experiments: High Energy Transfer and Fragmentation Pattern at the Single Collision Regime JF - MOLECULES J2 - MOLECULES VL - 29 PY - 2024 IS - 1 PG - 11 SN - 1420-3049 DO - 10.3390/molecules29010211 UR - https://m2.mtmt.hu/api/publication/34457260 ID - 34457260 LA - English DB - MTMT ER - TY - JOUR AU - Ispán, Dávid AU - Küzdő, Áron AU - Fonyó, Máté AU - Gömöry, Ágnes AU - Tumanov, Nikolay AU - Wouters, Johan AU - Mahó, Sándor AU - Lendvay, György AU - Skodáné Földes, Rita TI - Diols Speed Up Guanidine Base Catalysed Claisen‐Schmidt Condensation to Produce New 15‐Arylidene Steroids JF - EUROPEAN JOURNAL OF ORGANIC CHEMISTRY J2 - EUR J ORG CHEM VL - 26 PY - 2023 IS - 34 PG - 10 SN - 1434-193X DO - 10.1002/ejoc.202300560 UR - https://m2.mtmt.hu/api/publication/34074424 ID - 34074424 AB - Considerable acceleration was observed in the guanidine-base catalysed Claisen-Schmidt condensation of benzaldehyde and a 17α-methyl-18-nor-5α,13α-androstan-16-one (1) in the presence of ethylene glycol. Rate-enhancement effects of various alcohols and diols were compared. In quantum chemical calculations, coordination of the carbonyl group of the substrate was found to reduce the potential barrier to the proton transfer from the α carbon and thus facilitate the formation of the anion that attacks the aldehyde. Both the experiments and the calculations showed that diols enhance the reactivity more efficiently than alcohols. Ethylene glycol/guanidine-base mixtures were found to be efficient catalysts and solvents in the synthesis of a range of new 17α-methyl-18-nor-13α-15-arylidene steroids. This solvent mixture has a further advantage: the crude products can be isolated by simple extraction after introduction of CO2. It is also shown that by the proper choice of the base, the base/diol mixture can be recycled. LA - English DB - MTMT ER - TY - JOUR AU - Nagy, Enikő AU - Váradi, Márk AU - Nagymihaly, Zoltan AU - Kollár, László AU - Kovács, Krisztina AU - Andreidesz, Kitti AU - Gömöry, Ágnes AU - Tumanov, Nikolay AU - Wouters, Johan AU - Skodáné Földes, Rita TI - Synthesis of Novel Ferrocene-Benzofuran Hybrids via Palladium- and Copper-Catalyzed Reactions JF - INORGANICS J2 - INORGANICS VL - 10 PY - 2022 IS - 11 PG - 16 SN - 2304-6740 DO - 10.3390/inorganics10110205 UR - https://m2.mtmt.hu/api/publication/33271926 ID - 33271926 AB - The combination of the ferrocene skeleton with pharmacophores often leads to molecules with interesting biological properties. Five ferrocene-benzofuran hybrids of different structures were synthesized by transition metal catalyzed reactions. The efficiency of both homogeneous and heterogeneous catalytic methods was tested. The products were characterized using 1H, 13C NMR and FTIR spectroscopy, HRMS and cyclic voltammetry. The structure of one of the new compounds was also proved with X-ray crystallography. The new hybrids showed moderate cytotoxicity on MCF-7 and MDA-MB-231 cell lines. It is remarkable that the less curable MDA-MB-231 cell line was more sensitive to treatment with three ferrocene derivatives. LA - English DB - MTMT ER - TY - JOUR AU - Maksó, Lilla AU - Kovács, Krisztina AU - Andreidesz, Kitti AU - Gömöry, Ágnes AU - Mahó, Sándor AU - Skodáné Földes, Rita TI - Synthesis of Steroidal Thioethers via [HDBU][OAc]-Mediated Michael Addition of Thiols to 16-Dehydropregnenolone JF - CHEMISTRYSELECT J2 - CHEMISTRYSELECT VL - 7 PY - 2022 IS - 29 PG - 5 SN - 2365-6549 DO - 10.1002/slct.202200967 UR - https://m2.mtmt.hu/api/publication/33049993 ID - 33049993 LA - English DB - MTMT ER - TY - JOUR AU - Kollár, Levente AU - Gobec, Martina AU - Proj, Matic AU - Smrdel, Lara AU - Knez, Damijan AU - Imre, Timea AU - Gömöry, Ágnes AU - Petri, László AU - Ábrányi-Balogh, Péter AU - Csányi, Dorottya AU - Ferenczy, György AU - Gobec, Stanislav AU - Sosič, Izidor AU - Keserű, György Miklós TI - Fragment-Sized and Bidentate (Immuno)Proteasome Inhibitors Derived from Cysteine and Threonine Targeting Warheads JF - CELLS J2 - CELLS-BASEL VL - 10 PY - 2021 IS - 12 PG - 19 SN - 2073-4409 DO - 10.3390/cells10123431 UR - https://m2.mtmt.hu/api/publication/32544488 ID - 32544488 N1 - Medicinal Chemistry Research Group, Research Centre for Natural Sciences, Magyar tudósok krt. 2, Budapest, H-1117, Hungary Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, Ljubljana, SI-1000, Slovenia MS Metabolomics Research Group, Research Centre for Natural Sciences, Magyar tudósok krt. 2, Budapest, H-1117, Hungary MS Proteomics Research Group, Research Centre for Natural Sciences, Magyar tudósok krt. 2, Budapest, H-1117, Hungary Export Date: 27 May 2022 Correspondence Address: Sosič, I.; Faculty of Pharmacy, Aškerčeva cesta 7, Slovenia; email: izidor.sosic@ffa.uni-lj.si Correspondence Address: Keserű, G.M.; Medicinal Chemistry Research Group, Magyar tudósok krt. 2, Hungary; email: keseru.gyorgy@ttk.hu LA - English DB - MTMT ER - TY - JOUR AU - Pashynska, Vlada AU - Stepanian, Stepan AU - Gömöry, Ágnes AU - Adamowicz, Ludwik TI - What are molecular effects of co-administering vitamin C with artemisinin-type antimalarials? A model mass spectrometry and quantum chemical study JF - JOURNAL OF MOLECULAR STRUCTURE J2 - J MOL STRUCT VL - 1232 PY - 2021 PG - 7 SN - 0022-2860 DO - 10.1016/j.molstruc.2021.130039 UR - https://m2.mtmt.hu/api/publication/32449040 ID - 32449040 AB - In this study the electrospray ionization mass spectrometry (ESI MS) and quantum chemical modeling methods are employed to examine the interactions of molecules of artemisinin-type drugs and of ascorbic acid (ASC). These biologically significant interactions are relevant to antimalarial therapy, in particular, when artemisinin agents are co-administrated with supporting vitamin/antioxidant preparations or could be affiliated with the patient's food. The formation of stable noncovalent complexes of the artemisinin-type drugs (artemisinin, dihydroartemisinin, alpha-artemether, and beta-arteether) with ascorbic acid molecules in a polar solvent, such as methanol, is revealed by the ESI MS probing of binary systems containing an antimalarial drug and ASC in the 1:1 molar ratio. Also, a peak corresponding to noncovalent [ASC center dot DPPC center dot Na]+ cationized complexes is identified in the spectrum of the mixture of ASC and dipalmitoylphosphatidylcholine (DPPC, membrane phospholipid) with the 1:5 molar ratio. Next, the ternary system containing dihydroartemisinin (DHAn; the assumed active metabolite of the artemisinintype drugs in the human organism), ASC, and DPPC in the 1:1:5 molar ratio is examined. The study reveals a competition between the antimalarial agent and ASC for binding with the DPPC molecules. The existence of the competition is supported by the observation of peaks with similar intensities corresponding to the noncovalent DHAn center dot DPPC and ASC center dot DPPC complexes in the mass spectra. An evidence for the complexation between the antimalarial drug and ASC is also found in the spectra of triple model systems studied. To elucidate the structural and energetic characteristics of the noncovalent complexes observed in the ESI MS experiments, model ab initio calculations of DHAn and ASC complexes and clusters of the drug molecules with the polar phosphatidylcholine head of DPPC are performed using the DFT/B3LYP/aug-cc-pVDZ approach. The results of the model study show the possibility of the noncovalent complexation and of the modulation of the biological activity of artemisin-type agents and of the ascorbic acid when they are co-administered in the therapy. (C) 2021 Elsevier B.V. All rights reserved. LA - English DB - MTMT ER - TY - JOUR AU - Ispán, Dávid AU - Varga, Bence AU - Balogh, Szabolcs AU - Zsirka, Balázs AU - Gömöry, Ágnes AU - Skodáné Földes, Rita TI - Claisen‐Schmidt Condensation and Domino Claisen‐Schmidt Condensation ‐ Michael Addition of 16‐Formyl Steroids in the Presence of Switchable Polarity Solvents JF - CHEMISTRYSELECT J2 - CHEMISTRYSELECT VL - 6 PY - 2021 IS - 23 SP - 5705 EP - 5710 PG - 6 SN - 2365-6549 DO - 10.1002/slct.202100886 UR - https://m2.mtmt.hu/api/publication/32078602 ID - 32078602 N1 - Research Group of Organic Synthesis and Catalysis, University of Pannonia, Egyetem u. 10. (P.O.Box 158), Veszprém, H-8200, Hungary NMR Laboratory, University of Pannonia, Egyetem u. 10, Veszprém, H-8200, Hungary Research Group for Surfaces and Nanostructures, University of Pannonia, Egyetem u. 10, Veszprém, H-8200, Hungary Research Centre for Natural Sciences, Eötvös Loránd Research Network, Magyar tudósok körútja 2, Budapest, 1117, Hungary Export Date: 18 November 2022 Correspondence Address: Skoda-Földes, R.; Research Group of Organic Synthesis and Catalysis, Egyetem u. 10. (P.O.Box 158), Hungary; email: skodane@almos.uni-pannon.hu LA - English DB - MTMT ER - TY - JOUR AU - Petri, László AU - Szijj, Péter A. AU - Kelemen, Ádám AU - Imre, Timea AU - Gömöry, Ágnes AU - Lee, Maximillian T. W. AU - Hegedűs, Krisztina AU - Ábrányi-Balogh, Péter AU - Chudasama, Vijay AU - Keserű, György Miklós TI - Cysteine specific bioconjugation with benzyl isothiocyanates JF - RSC ADVANCES J2 - RSC ADV VL - 10 PY - 2020 IS - 25 SP - 14928 EP - 14936 PG - 9 SN - 2046-2069 DO - 10.1039/d0ra02934c UR - https://m2.mtmt.hu/api/publication/31294506 ID - 31294506 N1 - Funding Agency and Grant Number: National Office of Research, Development and Innovation [2018-1.3.1-VKE-2018-00032, NKFIH PD124598]; Wellcome TrustWellcome TrustEuropean Commission; Hungarian Ministry for Innovation and Technology Funding text: This work has been supported by the National Office of Research, Development and Innovation (2018-1.3.1-VKE-2018-00032, NKFIH PD124598). We gratefully acknowledge the spectrophotometry measurements to Denes Sovari and the 15N-HSQC NMR measurements to Gyula Palfy and Andras Perczel. We gratefully acknowledge the Wellcome Trust for funding P. S. The flow cytometry facility is operated in ELTE Thematic Excellence Programme supported by the Hungarian Ministry for Innovation and Technology. LA - English DB - MTMT ER -