@article{MTMT:36276528, title = {Preface}, url = {https://m2.mtmt.hu/api/publication/36276528}, author = {Keglevich, György}, doi = {10.2174/0122133461425658250707061016}, journal-iso = {CURR GREEN CHEM}, journal = {CURRENT GREEN CHEMISTRY}, volume = {13}, unique-id = {36276528}, issn = {2213-3461}, keywords = {Chemistry, Multidisciplinary}, year = {2026}, eissn = {2213-347X}, pages = {v-v} } @article{MTMT:36306983, title = {Preface}, url = {https://m2.mtmt.hu/api/publication/36306983}, author = {Keglevich, György}, doi = {10.2174/0113852728434504250811111213}, journal-iso = {CURR ORG CHEM}, journal = {CURRENT ORGANIC CHEMISTRY}, volume = {30}, unique-id = {36306983}, issn = {1385-2728}, year = {2026}, eissn = {1875-5348}, pages = {iv-iv} } @{MTMT:36468793, title = {Synthesis of phosphonates for pharmaceutical applications}, url = {https://m2.mtmt.hu/api/publication/36468793}, author = {Szalai, Zsuzsanna and Keglevich, György}, booktitle = {Phosphonate Chemistry, Technology, and Applications}, doi = {10.1016/B978-0-443-33374-3.00040-2}, unique-id = {36468793}, abstract = {This chapter focuses on the synthesis of phosphonates relevant for pharmaceutical applications due to their real or potential biological activity. The classes of compounds discussed embrace α-hydroxyphosphonates, methylenebisphosphonates, and dronic acid derivatives. The latter species are useful in the treatment of illnesses including osteoporosis or cancer diseases. The Pudovik reaction is the most common method for the synthesis of α-hydroxyphosphonates. Another pathway for their synthesis is the Abramov reaction. In addition, hydroxyphosphonates may be prepared from α-oxophosphonates by reaction with Grignard reagents, or by the oxidation of alkylphosphonates. Additional potentially bioactive compounds may be obtained by the modification of hydroxyphosphonates by acylation, alkylation, nucleophilic substitution, oxidation, rearrangement and hydrolysis. Hydroxy-methylenebisphosphonates may be obtained by the addition reaction of dialkyl phosphites or diarylphosphine oxides to the C=O group of the α-oxophosphonates. Base catalysts, for example, dialkylamines are applied in this reaction. Using less catalyst at a lower temperature, the adduct is the major component, while using more catalyst at a higher temperature, the rearranged product predominates. The outcome may also be influenced by the substitution pattern. Dronic acids are usually prepared from the corresponding carboxylic acid derivative using various phosphorus reagents, such as phosphorus trichloride and phosphorous acid. Methanesulfonic acid (MSA) and sulfolane are the most often used solvents. When using MSA, there is a need only for phosphorus trichloride. On the one hand, it forms a mixed anhydride with the carboxylic acid, on the other hand, it may form an even more active phosphorus reagent in reaction with phosphorus trichloride. In sulfolane, both phosphorus trichloride and phosphorous acid are needed. Phosphorus trichloride reacts with a carboxylic acid to form an acid chloride, and also forms a dimer or a trimer condensate with phosphorous acid. These species react with either the acid chloride or the carboxylic acid, leading to the formation of ketophosphonic acid, which is further transformed via intermediate steps to establish the dronic acid.}, year = {2026}, pages = {67-87} } @article{MTMT:36990134, title = {The Synthesis of Bis(α-aryl-methylphosphonoyl)amines by the Microwave-Assisted Catalyst-Free Tandem Kabachnik–Fields Reaction}, url = {https://m2.mtmt.hu/api/publication/36990134}, author = {Bajusz, Bence and Karaghiosoff, Konstantin and Drahos, László and Gömöry, Ágnes and Keglevich, György}, doi = {10.3390/catal16020148}, journal-iso = {CATALYSTS}, journal = {CATALYSTS}, volume = {16}, unique-id = {36990134}, abstract = {Potentially biologically active α-aminophosphonic derivatives were prepared by the Kabachnik–Fields condensation of α-amino-α-aryl-methylphosphonates, arylaldehydes, and diethyl phosphite to afford bis(α-aryl-methylphosphonoyl)-amines as a mixture of racemic and meso isomers. To go “green”—performing the transformations under microwave irradiation—there was no need for a catalyst. On the other hand, the phospha-Mannich reaction of α-amino-α-phenyl-methylphosphonate with arylaldehydes led to (α-aryl-methylphosphonoyl)-(α-phenyl-methylphosphonoyl)-amines as a mixture of SS/RR and SR/RS racemates. Moreover, the respective symmetric products with identical aryl groups were also present. The outcome was similar, when α-amino-α-aryl-methyl-phosphonates were condensed with benzaldehyde and diethyl phosphite. The products were analyzed by 1D and 2D NMR spectroscopy. The combined NMR analysis of the products confirmed their structure.}, year = {2026}, eissn = {2073-4344}, orcid-numbers = {Karaghiosoff, Konstantin/0000-0002-8855-730X; Drahos, László/0000-0001-9589-6652; Gömöry, Ágnes/0000-0001-5216-0135} } @article{MTMT:36994244, title = {The Synthesis of α-Hydroxy-Alkylphosphonate Derivatives and Evaluation of Their Cytotoxic Activity}, url = {https://m2.mtmt.hu/api/publication/36994244}, author = {Szalai, Zsuzsanna and Facskó, Regina and Gömöry, Ágnes and Drahos, László and Tekula, Szilárd and Takács, Angéla and Kőhidai, László and Keglevich, György}, doi = {10.3390/ph19030396}, journal-iso = {PHARMACEUTICALS-BASE}, journal = {PHARMACEUTICALS}, volume = {19}, unique-id = {36994244}, abstract = {Background: It is known that the α-hydroxyphosphonates and their derivatives may have potential biological activity. Methods: Within the prominent class of α-hydroxyphosphonates, α-hydroxy-alkylphosphonates and their derivatives were prepared as new representatives in the hope of obtaining biologically active species. During our work the Pudovik reaction, acylation and phosphinoylation/phosphorylation methods were used. The new compounds were characterized by NMR and MS spectroscopy. The antiproliferative effects were tested on U266 (myeloma multiplex) and A2058 (melanoma) cells. Results: Ethyl methyl ketone–dialkyl phosphite and secondary phosphine oxide adducts were synthesized by the Pudovik reaction on the earlier analogy of acetaldehyde– and acetone adducts. The hydroxyphosphonates and hydroxyphosphine oxides were acylated and phosphinoylated/phosphorylated. Due to the steric hindrance in the case of the preparation of the acetone–and ethyl methyl ketone–diethyl phosphite adducts, a two-step procedure was elaborated that was also suitable for the thiophosphinoylation of the adducts. A part of the α-hydroxyphosphonates could be successfully methanesulfonylated. The new derivatives prepared were tested on myeloma and melanoma cells, and it was found that the antiproliferative activity is primarily driven by phosphinoylation, particularly by diphenylthiophosphinoylation. The most promising compound, the diphenylthiophosphinoylated hydroxyphosphine oxide, reduced the viability of the U266 cells to less than 20% after a treatment with 100 µM concentration in a long-term experiment. Conclusions: A subset of the synthesized α-hydroxyphosphonate derivatives exhibited cytotoxic activity, supporting further structural optimization to identify compounds with enhanced biological efficacy.}, year = {2026}, eissn = {1424-8247}, orcid-numbers = {Gömöry, Ágnes/0000-0001-5216-0135; Drahos, László/0000-0001-9589-6652; Takács, Angéla/0000-0002-8912-8216; Kőhidai, László/0000-0002-9002-0296} } @article{MTMT:37003377, title = {Cytotoxic Agents by the Phosphinoylation and Thiophosphinoylation of 3-Hydroxy-1,2,3,6-tetrahydrophosphinine 1-Oxides as β-Hydroxyphosphonates and -Phosphine Oxides}, url = {https://m2.mtmt.hu/api/publication/37003377}, author = {Szalai, Zsuzsanna and Szloboda, Kristóf and Karaghiosoff, Konstantin and Czugler, Mátyás and Takács, Angéla and Kőhidai, László and Gömöry, Ágnes and Drahos, László and Keglevich, György}, doi = {10.1021/acsomega.5c11546}, journal-iso = {ACS OMEGA}, journal = {ACS OMEGA}, volume = {11}, unique-id = {37003377}, issn = {2470-1343}, abstract = {A series of hydroxy-1,2,3,6-tetrahydrophosphinine oxides were prepared by the two-step ring enlargement of 1-substituted 3-phospholene 1-oxides via the corresponding dichlorocarbene adducts. The two diastereomers of the P-ethoxy-3-phosphabicyclo[3.1.0]hexane 3-oxides could be identified by single crystal X-ray analysis, hence the isomers could be characterized by NMR methods. Detailed examination of the crystal structures of the two isomers shows weak O & centerdot;& centerdot;& centerdot;H and Cl & centerdot;& centerdot;& centerdot;H interactions, which are different for the two isomers, in accord with the different arrangements of the molecules in the solid state. The less hindered hydroxy-tetrahydrophosphinine oxide isomers were selectively phosphinoylated and thiophosphinoylated. The cytotoxic effect of the P-heterocycles synthesized was tested on U266 myeloma cells and on A2058 melanoma cells. The results are promising, as the viability of the cells was decreased drastically at the higher 100 mu M concentration, especially in respect of one hydroxy-tetrahydrophosphinine oxide and the two P-functionalized derivatives, independently of the substituent's nature.}, keywords = {ANTIBACTERIAL; Dichlorocarbene; BISPHOSPHONATES; alpha-hydroxyphosphonate; PHOSPHONATE DERIVATIVES}, year = {2026}, eissn = {2470-1343}, pages = {14964-14975}, orcid-numbers = {Takács, Angéla/0000-0002-8912-8216; Kőhidai, László/0000-0002-9002-0296; Gömöry, Ágnes/0000-0001-5216-0135; Drahos, László/0000-0001-9589-6652} } @article{MTMT:37063738, title = {Delocalization and geometries in the P-function of thiophosphinic derivatives: tautomerism and supramolecular interactions}, url = {https://m2.mtmt.hu/api/publication/37063738}, author = {Czugler, Mátyás and Mucsi, Zoltán and Drabowicz, Józef and Keglevich, György}, doi = {10.1007/s11224-025-02596-2}, journal-iso = {STRUCT CHEM}, journal = {STRUCTURAL CHEMISTRY}, unique-id = {37063738}, issn = {1040-0400}, abstract = {Model series of thiophosphinic acid derivatives were scrutinized at the B3LYP/6-311 + + G(2d,2p) level of theory, and the resulting geometries were compared with experimental crystal structure data obtained from the Cambridge Structure Database (CSD). Typical bond length and bond angle values were selected for a series of similar fragments from CSD, and mean dimensions were also calculated from the experimental data accumulated. Linking the results of theoretical calculations and the evidences of data mining allowed the reconsideration of a few past experimental models with (thio)phosphinate-anion-(thio)phosphinic acid-type associations. It seems also from this survey that thiophosphinic acid derivatives may be suitable vehicles for transgressing boundaries from a single molecule to supramolecular relations and vice versa. The study shows that a few intramolecular distances such as the P-O bond lengths both in the anionic and in the neutral forms may significantly depend on intermolecular contacts as well. The tautomerism involving the thionic acid and thiolic acid forms was studied by theoretical methods at the B3LYP/6-311 + + G(2d,2p) level of theory assuming monomolecular and different bimolecular mechanisms. The shift toward the thionic actor was supported by the kinetic and thermodynamic energetics.}, keywords = {ACID; Chemistry, Physical; SALTS; DELOCALIZATION; Chemistry, Multidisciplinary; Supramolecular interactions; bond lengths; CrystalExplorer; Thiophosphinic acids; HYDROGEN-BOND PATTERNS}, year = {2026}, eissn = {1572-9001} } @article{MTMT:35218541, title = {The Direct Use of Metallic Ore Minerals as Catalysts in Organic Syntheses}, url = {https://m2.mtmt.hu/api/publication/35218541}, author = {Milen, Mátyás and John, Tamás Miklós and Pollák, Patrik and Keglevich, György}, doi = {10.2174/0113852728327246240821061535}, journal-iso = {CURR ORG CHEM}, journal = {CURRENT ORGANIC CHEMISTRY}, volume = {29}, unique-id = {35218541}, issn = {1385-2728}, year = {2025}, eissn = {1875-5348}, pages = {97-107} } @article{MTMT:35593965, title = {Preface}, url = {https://m2.mtmt.hu/api/publication/35593965}, author = {Keglevich, György}, doi = {10.2174/138527282901240905145148}, journal-iso = {CURR ORG CHEM}, journal = {CURRENT ORGANIC CHEMISTRY}, volume = {29}, unique-id = {35593965}, issn = {1385-2728}, year = {2025}, eissn = {1875-5348}, pages = {1-1} } @article{MTMT:35606638, title = {The scale-up of microwave flow syntheses by recirculation: the chlorine-free preparation of walkyl phenyl- H -phosphinates}, url = {https://m2.mtmt.hu/api/publication/35606638}, author = {Schindler, József and Nagy, Dorka and Harján, Rebeka and Keglevich, György}, doi = {10.1039/D4RE00527A}, journal-iso = {REACT CHEM ENG}, journal = {REACTION CHEMISTRY & ENGINEERING}, volume = {10}, unique-id = {35606638}, issn = {2058-9883}, abstract = {The MW flow esterification of phenyl- H -phosphinic acids with alcohols at ca. 150 °C in the presence of 5% of [bmim][PF 6 ] afforded target alkyl phenyl- H -phosphinates with productivity of ca. 6–9 g h −1 by applying a recirculating mode of operation.}, year = {2025}, eissn = {2058-9883}, pages = {371-378} }