@article{MTMT:34833060, title = {Synthesis of phenolic acids esters of carotenoids}, url = {https://m2.mtmt.hu/api/publication/34833060}, author = {Linzembold, I. and Gulyás, Gergely and Deli, József and Agócs, Attila and Nagy, Veronika}, journal-iso = {CAROTENOID SCI}, journal = {CAROTENOID SCIENCE}, volume = {25}, unique-id = {34833060}, issn = {1880-5671}, year = {2023}, pages = {156-156}, orcid-numbers = {Deli, József/0000-0002-0625-6117; Nagy, Veronika/0000-0002-9019-7980} } @article{MTMT:34274821, title = {Carotenoid Composition of Calendula officinalis Flowers with Identification of the Configuration of 5,8-Epoxy-carotenoids}, url = {https://m2.mtmt.hu/api/publication/34274821}, author = {Balázs, Viktória Lilla and Gulyás, Gergely and Nagy, Veronika and Zubay, Péter and Szabó, Krisztina and Sándor, Viktor and Agócs, Attila and Deli, József}, doi = {10.1021/acsagscitech.3c00367}, journal-iso = {ACS AGRIC SCI TECHNOL}, journal = {ACS AGRICULTURAL SCIENCE & TECHNOLOGY}, volume = {3}, unique-id = {34274821}, year = {2023}, eissn = {2692-1952}, pages = {1092-1102}, orcid-numbers = {Nagy, Veronika/0000-0002-9019-7980; Deli, József/0000-0002-0625-6117} } @article{MTMT:33597596, title = {Lutein Isomers: Preparation, Separation, Structure Elucidation, and Occurrence in 20 Medicinal Plants}, url = {https://m2.mtmt.hu/api/publication/33597596}, author = {Nagy, Veronika and Agócs, Attila and Balázs, Viktória Lilla and Purger, Dragica and Filep, Rita and Sándor, Viktor and Turcsi, Erika Margit and Gulyás, Gergely and Deli, József}, doi = {10.3390/molecules28031187}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {28}, unique-id = {33597596}, issn = {1420-3049}, abstract = {Lutein and its cis-isomers occur in a lot of plants, including a variety of flowers. In this study, lutein isomers were produced via iodine-catalyzed isomerization, and four cis-isomers (9Z-, 9′Z-, 13Z-, and 13Z′) were isolated by means of column chromatography and semipreparative HPLC. The structures of the 9′Z- and 13′Z-isomers were elucidated via NMR measurements. These compounds were used as standards for the HPLC-DAD-MS determination of the carotenoid composition of the flowers of 20 plant species, in which lutein and its geometrical isomers are the main components. The flowers showed great variation in their cis- and trans-lutein content, and also in the presence or absence of other carotenoids, such as violaxanthin, neoxanthin, β-cryptoxanthin, and β-carotene. Some of the investigated flowers were found to be rich sources of lutein without zeaxanthin.}, year = {2023}, eissn = {1420-3049}, orcid-numbers = {Nagy, Veronika/0000-0002-9019-7980; Purger, Dragica/0000-0003-2480-0777; Deli, József/0000-0002-0625-6117} } @article{MTMT:33546311, title = {Synthesis and evaluation of a new class of MIF-inhibitors in activated macrophage cells and in experimental septic shock in mice}, url = {https://m2.mtmt.hu/api/publication/33546311}, author = {Garai, János and Radnai, Balázs and Vámos, Eszter and Kovács, Dominika and Bagóné Vántus, Viola and Rumbus, Zoltán and Pákai, Eszter and Garami, András and Gulyás, Gergely and Agócs, Attila and Krekó, Marcell and Zaman, K. and Prókai, L. and Őrfi, László and Jakus, Péter and Lóránd, Tamás}, doi = {10.1016/j.ejmech.2022.115050}, journal-iso = {EUR J MED CHEM}, journal = {EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY}, volume = {247}, unique-id = {33546311}, issn = {0223-5234}, year = {2023}, eissn = {1768-3254}, orcid-numbers = {Vámos, Eszter/0000-0003-0622-442X; Garami, András/0000-0003-2493-0571; Krekó, Marcell/0000-0002-4972-972X; Őrfi, László/0000-0001-6149-2385} } @article{MTMT:32779076, title = {Novel cyclic C5-curcuminoids penetrating the blood-brain barrier: design, synthesis and antiproliferative activity against astrocytoma and neuroblastoma cells}, url = {https://m2.mtmt.hu/api/publication/32779076}, author = {Huber, Imre and Pandur, Edina and Sipos, Katalin and Barna, Lilla and Harazin, András and Deli, Mária Anna and Tyukodi, Levente and Gulyás, Gergely and Kulcsár, Győző and Rozmer, Zsuzsanna}, doi = {10.1016/j.ejps.2022.106184}, journal-iso = {EUR J PHARM SCI}, journal = {EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES}, volume = {173}, unique-id = {32779076}, issn = {0928-0987}, abstract = {Novel series of cyclic C5-curcuminoids 17a-j and 19-22 were prepared as cytotoxic agents and evaluated against human neuroblastoma (SH-SY5Y) or human grade IV astrocytoma (CCF-STTG1) cell lines in low (∼0.1 nM - 10 nM) concentrations. Among the tested 21 derivatives, 16 displayed potent antiproliferative activity with IC50 values in the low nanomolar to picomolar range (IC50 = 7.483-0.139 nM). Highly active compounds like N-monocarboxylic derivative 19b with IC50 = 0.139 nM value against neuroblastoma and N-alkyl substituted 11 with IC50 = 0.257 nM against astrocytoma proved some degree of selectivity toward non-cancerous astrocytes and kidney cells. This potent anticancer activity did not show a strong correlation with experimental logPTLC values, but the most potent antiproliferative molecules 11-13 and 19-22 are belonging to discrete subgroups of the cyclic C5-curcuminoids. Compounds 12, 17c and 19b were subjected to blood-brain barrier (BBB) penetration studies, too. The BBB was revealed to be permeable for all of them but, as the apparent permeability coefficient (Papp) values mirrored, in different ratios. Lower toxicity of 12, 17c and 19b was observed toward primary rat brain endothelial cells of the BBB model, which means they remained undamaged under 10 µM concentrations. Penetration depends, at least in part, on albumin binding of 12, 17c and 19b and the presence of monocarboxylic acid transporters in the case of 19b. Permeation through the BBB and albumin binding, we described here, is the first example of cyclic C5-curcuminoids as to our knowledge.}, year = {2022}, eissn = {1879-0720}, orcid-numbers = {Huber, Imre/0000-0003-0217-0188; Pandur, Edina/0000-0001-5012-3242; Sipos, Katalin/0000-0002-6706-2682; Harazin, András/0000-0002-0904-5606; Deli, Mária Anna/0000-0001-6084-6524; Tyukodi, Levente/0000-0002-8983-1876; Kulcsár, Győző/0000-0002-4098-1072} } @article{MTMT:31823277, title = {Analyzing the Carotenoid Composition of Melilot (Melilotus officinalis (L.) Pall.) Extracts and the Effects of Isolated (All-E)-lutein-5,6-epoxide on Primary Sensory Neurons and Macrophages}, url = {https://m2.mtmt.hu/api/publication/31823277}, author = {Horváth, Györgyi and Csikós, Eszter and Andres, Eichertné Violetta and Bencsik, Tímea and Takátsy, Anikó and Gulyás, Gergely and Turcsi, Erika Margit and Deli, József and Szőke, Éva and Kemény, Ágnes and Payrits, Maja and Szente, Lajos and Kocsis, Marianna and Molnár, Péter and Helyes, Zsuzsanna}, doi = {10.3390/molecules26020503}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {26}, unique-id = {31823277}, issn = {1420-3049}, year = {2021}, eissn = {1420-3049}, orcid-numbers = {Horváth, Györgyi/0000-0001-5344-0294; Csikós, Eszter/0000-0002-5368-9492; Deli, József/0000-0002-0625-6117; Szőke, Éva/0000-0003-3433-8459; Kemény, Ágnes/0000-0002-4523-3938} } @article{MTMT:31155279, title = {Study on the Synthesis, Antioxidant Properties, and Self-Assembly of Carotenoid–Flavonoid Conjugates}, url = {https://m2.mtmt.hu/api/publication/31155279}, author = {Linzembold, Ildikó Erzsébet and Czett, Dalma and Böddi, Katalin and Kurtán, Tibor and Király, Sándor Balázs and Gulyás, Gergely and Takátsy, Anikó and Lóránd, Tamás and Deli, József and Agócs, Attila and Nagy, Veronika}, doi = {10.3390/molecules25030636}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {25}, unique-id = {31155279}, issn = {1420-3049}, abstract = {Flavonoids and carotenoids possess beneficial physiological effects, such as high antioxidant capacity, anticarcinogenic, immunomodulatory, and anti-inflammatory properties, as well as protective effects against UV light. The covalent coupling of hydrophobic carotenoids with hydrophilic flavonoids, such as daidzein and chrysin, was achieved, resulting in new amphipathic structures. 7-Azidohexyl ethers of daidzein and chrysin were prepared in five steps, and their azide-alkyne [4 + 2] cycloaddition with pentynoates of 80-apo-β-carotenol, zeaxanthin, and capsanthin afforded carotenoid–flavonoid conjugates. The trolox-equivalent antioxidant capacity against ABTS•+ radical cation and self-assembly of the final products were examined. The 1:1 flavonoid–carotenoid hybrids generally showed higher antioxidant activity than their parent flavonoids but lower than that of the corresponding carotenoids. The diflavonoid hybrids of zeaxanthin and capsanthin, however, were found to exhibit a synergistic enhancement in antioxidant capacities. ECD (electronic circular dichroism) and UV-vis analysis of zeaxanthin–flavonoid conjugates revealed that they form different optically active J-aggregates in acetone/water and tetrahydrofuran/water mixtures depending on the solvent ratio and type of the applied aprotic polar solvent, while the capsanthin derivatives showed no self-assembly. The zeaxanthin bis-triazole conjugates with daidzein and with chrysin, differing only in the position of a phenolic hydroxyl group, showed significantly different aggregation profile upon the addition of water.}, keywords = {Flavonoids; carotenoids; antioxidant capacity; Electronic circular dichroism; Click-reaction; supramolecular chirality; zeaxanthin–flavonoid conjugates}, year = {2020}, eissn = {1420-3049}, orcid-numbers = {Deli, József/0000-0002-0625-6117; Nagy, Veronika/0000-0002-9019-7980} } @article{MTMT:30931345, title = {Syntheses of Pyrazine-, Quinoxaline-, and Imidazole-Fused Pyrroline Nitroxides}, url = {https://m2.mtmt.hu/api/publication/30931345}, author = {Isbera, Mostafa and Bognár, Balázs and Gulyás, Gergely and Kish, K. and Kálai, Tamás}, doi = {10.1055/s-0039-1690678}, journal-iso = {SYNTHESIS-STUTTGART}, journal = {SYNTHESIS-STUTTGART}, volume = {51}, unique-id = {30931345}, issn = {0039-7881}, year = {2019}, eissn = {1437-210X}, pages = {4463-4472} } @article{MTMT:30758489, title = {Novel cell wall antifungals reveal a special synergistic activity in pbr1 mutants resistant to the glucan synthesis antifungals papulacandins and echinocandins}, url = {https://m2.mtmt.hu/api/publication/30758489}, author = {Berzaghi, R. and Agócs, Attila and Gulyás, Gergely and Kocsis, Béla and Ribas, J.C. and Lóránd, Tamás}, doi = {10.3389/fmicb.2019.01692}, journal-iso = {FRONT MICROBIOL}, journal = {FRONTIERS IN MICROBIOLOGY}, volume = {10}, unique-id = {30758489}, issn = {1664-302X}, year = {2019}, eissn = {1664-302X} } @article{MTMT:30705043, title = {A novel cluster of C5-curcuminoids: design, synthesis, in vitro antiproliferative activity and DNA binding of bis(arylidene)-4-cyclanone derivatives based on 4-hydroxycyclohexanone scaffold}, url = {https://m2.mtmt.hu/api/publication/30705043}, author = {Huber, Imre and Zupkó, István and Gyovai, András and Horváth, Péter and Kiss, Eszter and Gulyás, Gergely and Schmidt, János and Perjési, Pál}, doi = {10.1007/s11164-019-03859-4}, journal-iso = {RES CHEM INTERMEDIAT}, journal = {RESEARCH ON CHEMICAL INTERMEDIATES}, volume = {45}, unique-id = {30705043}, issn = {0922-6168}, year = {2019}, eissn = {1568-5675}, pages = {4711-4735}, orcid-numbers = {Huber, Imre/0000-0003-0217-0188; Zupkó, István/0000-0003-3243-5300; Gyovai, András/0000-0003-2316-2160; Horváth, Péter/0000-0001-7149-4173; Kiss, Eszter/0000-0001-7953-9348; Perjési, Pál/0000-0002-1057-9664} }