@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 Pollák, Patrik and John, Tamás Miklós and Keglevich, György}, doi = {10.2174/0113852728327246240821061535}, journal-iso = {CURR ORG CHEM}, journal = {CURRENT ORGANIC CHEMISTRY}, volume = {In press}, unique-id = {35218541}, issn = {1385-2728}, year = {2024}, eissn = {1875-5348} } @article{MTMT:35138911, title = {The Addition of α-Hydroxy-benzylphosphonates to Dialkyl Acetylenedicarboxylates; Catalytic Hydrogenation of the Adducts}, url = {https://m2.mtmt.hu/api/publication/35138911}, author = {Milen, Mátyás and Bese, Cintia and Kovács, Csenge and Dancsó, András and Keglevich, György}, doi = {10.1055/a-2352-7116}, journal-iso = {SYNTHESIS-STUTTGART}, journal = {SYNTHESIS-STUTTGART}, unique-id = {35138911}, issn = {0039-7881}, abstract = {alfa-Hydroxy-benzylphosphonates obtained by the Pudovik reaction of substituted benzaldehydes and dialkyl phosphites were added on the triple bond of dialkyl acetylenedicarboxylates. Optimum conditions involved a 24 h' stirring in the presence of 10% of diazabicycloundecene in dichloromethane to afford the adducts as a mixture of predominant E and a minor Z izomers in 75-90% yields after flash chromatography. Structure of the geometrical isomers was confirmed by NOE- and ROE measurements. Catalytic hydrogenation of the olefinic moiety of the adducts led to the diastereomers of corresponding saturated derivatives. © Thieme. All rights reserved.}, keywords = {DERIVATIVES; ISOMERS; INHIBITORS; BIOLOGICAL-ACTIVITY; ALKYLATION; phosphates; HYDROGENATION; DIASTEREOMERS; aminophosphonates; Optimum conditions; DICHLOROMETHANE; SOLVENT-FREE SYNTHESIS; TRIPLE BONDS; Catalytic hydrogenation; addition; Substituted benzaldehydes; geometrical isomers; Flash chromatography; hydroxyphosphonates; herbicidal activities; alkenation; Alkenation; Dialkyl acetylenedicarboxylates; HIGH-YIELDING PREPARATION}, year = {2024}, eissn = {1437-210X} } @article{MTMT:35088316, title = {Cytotoxic activity of distinct families of phosphonic acid derivatives – A chemocentric approach to assess their molecular action}, url = {https://m2.mtmt.hu/api/publication/35088316}, author = {Dormán, György and Szalai, Zsuzsanna and Keglevich, György}, doi = {10.1002/cmdc.202400370}, journal-iso = {CHEMMEDCHEM}, journal = {CHEMMEDCHEM}, unique-id = {35088316}, issn = {1860-7179}, abstract = {Phosphorus containing small molecules (particularly α-aminophosphonates, α-hydroxyphosphonates and bisphosphonates) represent a unique chemical space among the biologically active compounds. We selected 35 diverse compounds that showed remarkable cytotoxicity effects on various cancer cell lines. However, the exact mechanism of action often requires further investigations, in vitro or in silico target identification even though many target-based activity data were gathered for the above cluster of compounds. In our conceptual account, we offer a systematic in silico analysis between the cytotoxicity, cell lines, their (over)expressed protein targets associated with malignant diseases, and the activity data on protein targets already reported for those compounds in the hope that we gain better understanding and explanation, what is behind their cytotoxic behavior. © 2024 The Authors. ChemMedChem published by Wiley-VCH GmbH.}, year = {2024}, eissn = {1860-7187}, orcid-numbers = {Dormán, György/0000-0001-7702-2206} } @article{MTMT:35087940, title = {Synthesis of Mesylated and Tosylated α-Hydroxy-Benzylphosphonates; Their Reactivity and Cytostatic Activity}, url = {https://m2.mtmt.hu/api/publication/35087940}, author = {Szalai, Zsuzsanna and Debrei, Márton and Ábrányi-Balogh, Péter and Bősze, Szilvia and Szabó, Rita (Oláhné) and Karaghiosoff, Konstantin and Drahos, László and Keglevich, György}, doi = {10.1021/acsomega.4c04382}, journal-iso = {ACS OMEGA}, journal = {ACS OMEGA}, volume = {9}, unique-id = {35087940}, issn = {2470-1343}, year = {2024}, eissn = {2470-1343}, pages = {31043-31055}, orcid-numbers = {Bősze, Szilvia/0000-0001-9555-699X; Karaghiosoff, Konstantin/0000-0002-8855-730X; Drahos, László/0000-0001-9589-6652} } @article{MTMT:35056234, title = {Chlorine-free synthesis of phosphinic derivatives by change in the P-function}, url = {https://m2.mtmt.hu/api/publication/35056234}, author = {Keglevich, György and Harsági, Nikoletta and Szöllősi, Betti and Drahos, László}, doi = {10.1515/gps-2024-0014}, journal-iso = {GREEN PROCESS SYNTH}, journal = {GREEN PROCESSING AND SYNTHESIS}, volume = {13}, unique-id = {35056234}, issn = {2191-9542}, abstract = {To replace the traditional synthesis of phosphinic amides and phosphinates involving the reaction of phosphinic chlorides with amines and alcohols, respectively, a new chlorine-free approach was aimed at utilizing aminolysis of the phosphinate and alcoholysis of the phosphinic amide. Under microwave conditions, in the presence of [bmim][PF 6 ] catalyst, alkyl diphenylphosphinates were converted to the corresponding phosphinic amides by reaction with primary amines. The reversed transformations involving the alcoholysis of the diphenylphosphinic amides under similar but somewhat more forcing conditions led to phosphinates. The reactivity of the starting phosphinic derivatives, as well as that of the primary amines and alcohols, was evaluated. The work-up included the removal of the excess of the nucleophiles (amine or alcohol) in vacuum followed by flash chromatography. The regenerated nucleophiles could be recycled and reused.}, year = {2024}, eissn = {2191-9550}, orcid-numbers = {Drahos, László/0000-0001-9589-6652} } @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, László and Karaghiosoff, Konstantin}, doi = {10.1039/d4ob00243a}, journal-iso = {ORG BIOMOL CHEM}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, volume = {22}, 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}, pages = {3940-3950}, orcid-numbers = {Bősze, Szilvia/0000-0001-9555-699X; Drahos, László/0000-0001-9589-6652} } @article{MTMT:34676094, title = {Preface}, url = {https://m2.mtmt.hu/api/publication/34676094}, author = {Keglevich, György}, doi = {10.2174/138527282801240128032337}, journal-iso = {CURR ORG CHEM}, journal = {CURRENT ORGANIC CHEMISTRY}, volume = {28}, unique-id = {34676094}, issn = {1385-2728}, year = {2024}, eissn = {1875-5348}, pages = {1-1} } @article{MTMT:34498269, title = {Preface}, url = {https://m2.mtmt.hu/api/publication/34498269}, author = {Keglevich, György}, doi = {10.2174/221334611101231125003031}, journal-iso = {CURR GREEN CHEM}, journal = {CURRENT GREEN CHEMISTRY}, volume = {11}, unique-id = {34498269}, issn = {2213-3461}, keywords = {Chemistry, Multidisciplinary}, year = {2024}, eissn = {2213-347X}, pages = {1-1} } @article{MTMT:34066236, title = {Efficient Synthesis of Diethyl, Dialkyl α-Hydroxy-propylene-bisphosphonates and Related 5-Phosphonoyl-1,2-oxaphospholane 2-Oxides}, url = {https://m2.mtmt.hu/api/publication/34066236}, author = {Varga, Petra Regina and Belovics, Alexandra and Karaghiosoff, Konstantin and Szabó, Rita (Oláhné) and Bősze, Szilvia and Drahos, László and Keglevich, György}, doi = {10.1055/a-2122-4178}, journal-iso = {SYNTHESIS-STUTTGART}, journal = {SYNTHESIS-STUTTGART}, volume = {56}, unique-id = {34066236}, issn = {0039-7881}, abstract = {A series of new dialkyl alfa-diethylphosphonoylethyl-alfa-hydroxy-ethylphosphonates were prepared using the Pudovik reaction of the corresponding gamma-oxophosphonate with dialkyl phosphites performed on the surface of Al2O3/KF. The adducts revealed unexpected reactivity in the attempted O-acylation reaction, and provided the corresponding 5-phosphonoyl-1,2-oxaphospholane 2-oxides. On treatment with Cs2CO3, instead of the expected rearrangement a cyclization reaction leading to the same ring products took place. Three of the phosphonoylethyl-alfa-hydroxy-ethylphosphonates, along with two phosphonoylmethyl analogues revealed significant and selective anticancer effect on A431 cells, and occasionally, on PC-3 and MDA-MB 231 cells.}, year = {2024}, eissn = {1437-210X}, pages = {561-566}, orcid-numbers = {Bősze, Szilvia/0000-0001-9555-699X; Drahos, László/0000-0001-9589-6652} } @article{MTMT:34693220, title = {Legyenek nyerő Páros!. Beszélgetés Keglevich György és Lente Gábor professzorral}, url = {https://m2.mtmt.hu/api/publication/34693220}, author = {Silberer, Vera}, journal-iso = {MAGY KEM LAP}, journal = {MAGYAR KÉMIKUSOK LAPJA}, volume = {78}, unique-id = {34693220}, issn = {0025-0163}, year = {2023}, eissn = {1588-1199}, pages = {250-253} }