@article{MTMT:31881424, title = {Synthesis, characterization and cytotoxicity studies of Co(III)-flavonolato complexes}, url = {https://m2.mtmt.hu/api/publication/31881424}, author = {Kozsup, Máté and Zhou, XueQuan and Farkas, Etelka and Bényei, Attila Csaba and Bonnet, Sylvestre and Patonay, Tamás and Kónya, Krisztina and Buglyó, Péter}, doi = {10.1016/j.jinorgbio.2021.111382}, journal-iso = {J INORG BIOCHEM}, journal = {JOURNAL OF INORGANIC BIOCHEMISTRY}, volume = {217}, unique-id = {31881424}, issn = {0162-0134}, abstract = {Hypoxia activated Co(III) complexes as prodrugs may provide with a selective delivery of cytotoxic or antibacterial compounds. Whithin this field sixteen novel Co(III) ternary complexes with the general formula [Co (4N)(flav)](ClO4)2, where 4N = tris(2-aminoethyl)amine (tren) or tris(2-pyridylmethyl)amine (tpa) and flav = deprotonated form of differently substituted flavonols have been synthesized, characterized, and their cytotoxicity assayed under both normoxic and hypoxic conditions. Molecular structures of two free flavonols and seven complexes are also reported. In all the complexes the bioligands exhibited the expected (O,O) coordination mode and the complexes showed a slightly distorted octahedral geometry. Cyclic voltammetric studies revealed that both the substituents of the flavonoles and the type of 4N donor ligands had an impact on the reduction potential of the complex. The ones containing tren demonstrated significantly higher stability than the tpa analogues, making these former compounds promising candidates for the development of hypoxia-activated prodrug complexes. Tpa complexes showed higher activity against both selected human cancer cell lines (A549, A431) than their free ligand flavonols, indicating that the anticancer activity of the bioligand can be enhanced upon complexation. However, slight hypoxia-selectivity was found only for a tren complex (11) with moderate cytotoxicity.}, keywords = {X-ray structures; Anticancer; Redox behavior; Co-III complexes; Flavonoles; Hypoxia activation}, year = {2021}, eissn = {1873-3344}, orcid-numbers = {Buglyó, Péter/0000-0002-6714-7598} } @article{MTMT:30322588, title = {Synthesis of Benzopyran-Fused Flavone Derivatives via Microwave-Assisted Intramolecular C–H Activation}, url = {https://m2.mtmt.hu/api/publication/30322588}, author = {Sipos, Zoltán and Kónya, Krisztina}, doi = {10.1055/s-0036-1591773}, journal-iso = {SYNTHESIS-STUTTGART}, journal = {SYNTHESIS-STUTTGART}, volume = {50}, unique-id = {30322588}, issn = {0039-7881}, abstract = {A microwave-assisted intramolecular direct arylation method for the synthesis of benzopyran-fused flavone derivatives containing natural flavone backbones is described. Different polyalkoxy flavones were synthesized and functionalized with 2-bromobenzyl bromide. The resulting compounds were subjected to palladium-catalyzed intramolecular direct arylation reactions supported by microwave irradiation to produce fused tetracyclic flavones. In the case of the 7-substituted chrysin derivative, the regioselectivity of the coupling was also examined.}, keywords = {PALLADIUM; flavones; Microwave chemistry; C–H bond activation; intramolecular direct arylation}, year = {2018}, eissn = {1437-210X}, pages = {1610-1620} } @article{MTMT:30322288, title = {Synthesis of 1,3-Azol-2-yl O-Heterocycles by Microwave-Irradiation-Assisted Direct C–H Functionalization}, url = {https://m2.mtmt.hu/api/publication/30322288}, author = {Sipos, Zoltán and Kónya, Krisztina}, doi = {10.1055/s-0037-1611012}, journal-iso = {SYNLETT}, journal = {SYNLETT}, volume = {29}, unique-id = {30322288}, issn = {0936-5214}, abstract = {A microwave-irradiation-assisted synthesis of novel 1,3-azol-2-yl-substituted O-heterocycles, namely flavones, chromones, coumarins, and chromanones, is reported. Starting from the appropriate bromo derivatives and 1,3-azoles, this palladium and copper co-catalyzed method provides moderate to good yields and excellent regioselectivity. The ligand- and base-free method can be a useful, generally applicable synthetic tool in the formation of new O-heterocycles.}, keywords = {arylation; microwave heating; Palladium catalysis; O-Heterocycles; azoles; copper catalysis}, year = {2018}, eissn = {1437-2096}, pages = {2412-2416} } @article{MTMT:34113149, title = {Synthesis and properties of 5,7-disubstituted 5,7-dihydropyrido[2,3-b:6,5-b]diindoles}, url = {https://m2.mtmt.hu/api/publication/34113149}, author = {Ohlendorf, Lars and Velandia, John E. Diaz and Kónya, Krisztina and Ehlers, Peter and Villinger, Alexander and Langer, Peter}, doi = {10.1002/adsc.201601390}, journal-iso = {ADV SYNTH CATAL}, journal = {ADVANCED SYNTHESIS & CATALYSIS}, volume = {359}, unique-id = {34113149}, issn = {1615-4150}, abstract = {A new and efficient two-step procedure for the preparation of 5,7-disubstituted 5,7-dihydropyrido[2,3-b:6,5-b]diindoles, containing aryl-, benzyl- as well as alkyl-substituents has been developed. This methodology consists of a chemo-selective double Suzuki-Miyaura cross-coupling reaction followed by a fourfold Buchwald-Hartwig amination reaction. UV/VIS absorption and fluorescence measurements have been carried out for a selected series of compounds. The results are summarized and compared with those of the isomeric 5,7-disubstituted 5-7-dihydropyrido[3,2-b:5,6-b]diindoles.}, keywords = {PALLADIUM; HETEROCYCLES; PYRIDINE; CYCLIZATION; regioselectivity}, year = {2017}, eissn = {1615-4169}, pages = {1758-1769}, orcid-numbers = {Villinger, Alexander/0000-0002-0868-9987} } @article{MTMT:26755248, title = {Synthesis of 6,7-Dibromoflavone and Its Regioselective Diversification via Suzuki-Miyaura Reactions}, url = {https://m2.mtmt.hu/api/publication/26755248}, author = {Jordán, Sándor and Pajtás, Dávid and Patonay, Tamás and Langer, Peter and Kónya, Krisztina}, doi = {10.1055/s-0036-1588376}, journal-iso = {SYNTHESIS-STUTTGART}, journal = {SYNTHESIS-STUTTGART}, volume = {49}, unique-id = {26755248}, issn = {0039-7881}, abstract = {The first synthesis pathway to 6,7-dibromoflavone and its transformations to 7-aryl-6-bromo- and 6,7-diarylflavones by Suzuki-Miyaura reactions are presented. Due to the different electronic effects of bromo substituents, the first attack proceeded with good site selectivity at position 7.}, keywords = {PALLADIUM; CATALYSIS; regioselectivity; flavones; Suzuki-Miyaura reaction}, year = {2017}, eissn = {1437-210X}, pages = {1983-1992} } @article{MTMT:3245969, title = {Optimization of the Synthesis of Flavone–Amino Acid and Flavone–Dipeptide Hybrids via Buchwald–Hartwig Reaction}, url = {https://m2.mtmt.hu/api/publication/3245969}, author = {Pajtás, Dávid and Kónya, Krisztina and Kiss, Attila and Džubák, Petr and Pethő, Zoltán Dénes and Varga, Zoltán and Panyi, György and Patonay, Tamás}, doi = {10.1021/acs.joc.7b00124}, journal-iso = {J ORG CHEM}, journal = {JOURNAL OF ORGANIC CHEMISTRY}, volume = {82}, unique-id = {3245969}, issn = {0022-3263}, abstract = {The article describes the development of Buchwald–Hartwig amination of different bromoflavones with amino acid and peptide derivatives as nitrogen source giving unique structures. The previously observed racemization, which occurred during the synthesis of flavone-amino acid hybrids, was successfully prevented in most cases. The biological assays of these novel structures showed cytotoxic effects on different cancer cell lines.}, year = {2017}, eissn = {1520-6904}, pages = {4578-4587}, orcid-numbers = {Kiss, Attila/0000-0003-3601-5143; Panyi, György/0000-0001-6227-3301} } @article{MTMT:3196723, title = {Application of Carbohydrates with Methylene or Vinyl Groups in Heck-Mizoroki Cross-Coupling Reactions with O-Heterocycles}, url = {https://m2.mtmt.hu/api/publication/3196723}, author = {Kondor, Zoltán and Herczeg, Mihály and Borbás, Anikó and Patonay, Tamás and Kónya, Krisztina}, doi = {10.1055/s-0036-1588591}, journal-iso = {SYNLETT}, journal = {SYNLETT}, volume = {27}, unique-id = {3196723}, issn = {0936-5214}, abstract = {Structurally novel carbohydrate-O-heterocycle derivatives linked by various unsaturated carbon bridges were synthesized by palladium-catalyzed cross-coupling reactions.}, keywords = {Chromones; flavones; Palladium catalysis; aurones; Heck-Mizoroki reaction; carbohydrate-heterocycle conjugates}, year = {2016}, eissn = {1437-2096}, pages = {2709-2715}, orcid-numbers = {Herczeg, Mihály/0000-0002-7938-9789; Borbás, Anikó/0000-0001-8462-4547} } @book{MTMT:3130871, title = {Synthesis and Modification of Heterocycles by Metal-Catalyzed Cross-coupling Reactions}, url = {https://m2.mtmt.hu/api/publication/3130871}, isbn = {9783319326085}, doi = {10.1007/978-3-319-32610-8}, editor = {Patonay, Tamás and Kónya, Krisztina}, publisher = {Springer Netherlands}, unique-id = {3130871}, year = {2016} } @article{MTMT:3035601, title = {Regioselective Suzuki–Miyaura Reactions of the Bis(triflate) of 6,7-Dihydroxy-2,2-dimethylchroman-4-one}, url = {https://m2.mtmt.hu/api/publication/3035601}, author = {Pajtás, Dávid and Károly, Dihen and Kónya, Krisztina and Peter, Langer}, doi = {10.1055/s-0035-1561265}, journal-iso = {SYNLETT}, journal = {SYNLETT}, volume = {27}, unique-id = {3035601}, issn = {0936-5214}, abstract = {6,7-Diarylchromanone derivatives were prepared by Suzuki–Miyaura reactions of the bis(triflate) of 6,7-dihydroxy-2,2-dimethylchroman-4-one. Due to electronic factors the first attack proceeded with very good site selectivity at position 7.}, keywords = {PALLADIUM; CATALYSIS; HETEROCYCLES; regioselectivity; Suzuki-Miyaura reaction}, year = {2016}, eissn = {1437-2096}, pages = {1073-1076} } @article{MTMT:2988368, title = {Regioselective Suzuki–Miyaura Cross-Coupling Reactions of the Bis(triflate) of 1,4-Dihydroxy-9H-fluoren-9-one}, url = {https://m2.mtmt.hu/api/publication/2988368}, author = {Marcel, Sonneck and David, Kuhrt and Kónya, Krisztina and Patonay, Tamás and Alexander, Villinger and Peter, Langer}, doi = {10.1055/s-0035-1560211}, journal-iso = {SYNLETT}, journal = {SYNLETT}, volume = {27}, unique-id = {2988368}, issn = {0936-5214}, abstract = {1,4-Diaryl-9H-fluoren-9-ones were prepared by regioselective Suzuki–Miyaura cross-coupling reaction of the bis(triflate) of 1,4-dihydroxy-9H-fluoren-9-one. The reactions proceeded with excellent site selectivity. The first attack occurs at position 1, due to electronic reasons.}, keywords = {PALLADIUM; CATALYSIS; HETEROCYCLES; regioselectivity; Suzuki-Miyaura reaction}, year = {2016}, eissn = {1437-2096}, pages = {75-79} }