@article{MTMT:34131157, title = {Austalide derivative from marine-derived Aspergillus sp. and evaluation of its cytotoxic and ADME/TOPKAT properties}, url = {https://m2.mtmt.hu/api/publication/34131157}, author = {Elnaggar, Mohamed S. and Elissawy, Ahmed M. and Youssef, Fadia S. and Kicsák, Máté and Kurtán, Tibor and Singab, Abdel Nasser B. and Kalscheuer, Rainer}, doi = {10.1039/D3RA02632A}, journal-iso = {RSC ADV}, journal = {RSC ADVANCES}, volume = {13}, unique-id = {34131157}, issn = {2046-2069}, abstract = {In-depth chemical investigation of an ethyl acetate extract of Aspergillus sp. isolated from the soft coral Sinularia species resulted in the isolation of one new meroterpenoid, austalide Z (1), one known austalide W (2), six known prenylated indole diketopiperazine alkaloids (3–8), and phthalic acid and its ethyl derivative (9–10). The structures were established by means of 1D and 2D NMR (one- and twodimensional nuclear magnetic resonance) experiments supported by UV analysis and ESI-MS (electrospray ionization mass spectrometry). In vitro cytotoxic evaluation was performed against the Caco-2 cancer cell line using the MTT assay, which showed that the examined compounds had weak to moderate activities, with the new meroterpenoid austalide Z (1) displaying an IC50 value of 51.6 mg mL-1. ADME/TOPKAT (absorption, distribution, metabolism, excretion, and toxicity) predication performed in silico showed that most of the isolated compounds possessed reasonable pharmacokinetic, pharmacodynamic, and toxicity properties. Thus, it can be concluded that Aspergillus sp. could act as a source of drug leads for cancer prevention with promising pharmacokinetic and pharmacodynamic properties and thus could be incorporated in pharmaceutical dosage forms.}, year = {2023}, eissn = {2046-2069}, pages = {16480-16487}, orcid-numbers = {Elnaggar, Mohamed S./0000-0003-1967-6046; Elissawy, Ahmed M./0000-0003-1584-7653; Youssef, Fadia S./0000-0002-5871-2639} } @article{MTMT:31616449, title = {Synthesis and oligomerization of cysteinyl nucleosides}, url = {https://m2.mtmt.hu/api/publication/31616449}, author = {Bege, Miklós and Bakai-Bereczki, Ilona and Molnár, Dénes József and Kicsák, Máté and Pénzes-Daku, Krisztina and Bereczky, Zsuzsanna and Ferenc, Györgyi and Kovács, Lajos and Herczegh, Pál and Borbás, Anikó}, doi = {10.1039/d0ob01890b}, journal-iso = {ORG BIOMOL CHEM}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, volume = {18}, unique-id = {31616449}, issn = {1477-0520}, abstract = {Nucleoside and nucleic acid analogues are known to possess a considerable therapeutic potential. In this work, by coupling cysteine to nucleosides, we successfully synthesized compounds that may not only have interesting biological properties in their monomeric form, but can be used beyond that, for oligomerization, in order to produce new types of synthetic nucleic acids. We elaborated different strategies for the synthesis of cysteinyl nucleosides as monomers of cysteinyl nucleic acids using nucleophilic substitution or thiol–ene coupling as a synthetic tool, and utilised on two complementary nucleosides, uridine and adenosine. Dipeptidyl dinucleosides and pentameric cysteinyl uridine were prepared from the monomeric building blocks, which are the first members of a new class of peptide nucleic acids containing the entire ribofuranosyl nucleoside units bound to the peptide backbone.}, year = {2020}, eissn = {1477-0539}, pages = {8161-8178}, orcid-numbers = {Bakai-Bereczki, Ilona/0000-0003-4601-7257; Pénzes-Daku, Krisztina/0000-0003-0334-7571; Bereczky, Zsuzsanna/0000-0002-1483-3703; Ferenc, Györgyi/0000-0002-3456-319X; Kovács, Lajos/0000-0002-0331-3980; Borbás, Anikó/0000-0001-8462-4547} } @article{MTMT:30710099, title = {Synthesis and Cytostatic Effect of 3’-deoxy-3’-C-Sulfanylmethyl Nucleoside Derivatives with d-xylo Configuration}, url = {https://m2.mtmt.hu/api/publication/30710099}, author = {Bege, Miklós and Kiss, Alexandra and Kicsák, Máté and Bakai-Bereczki, Ilona and Baksa, Viktória and Király, Gábor and Szemán-Nagy, Gábor and Máthéné Szigeti, Zsuzsa and Herczegh, Pál and Borbás, Anikó}, doi = {10.3390/molecules24112173}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {24}, unique-id = {30710099}, issn = {1420-3049}, abstract = {A small library of 3’-deoxy-C3’-substituted xylofuranosyl-pyrimidine nucleoside analogues were prepared by photoinduced thiol-ene addition of various thiols, including normal and branched alkyl-, 2-hydroxyethyl, benzyl-, and sugar thiols, to 3’-exomethylene derivatives of 2’,5’-di-O-tert-butyldimethylsilyl-protected ribothymidine and uridine. The bioactivity of these derivatives was studied on tumorous SCC (mouse squamous carcinoma cell) and immortalized control HaCaT (human keratinocyte) cell lines. Several alkyl-substituted analogues elicited promising cytostatic activity in low micromolar concentrations with a slight selectivity toward tumor cells. Near-infrared live-cell imaging revealed SCC tumor cell-specific mitotic blockade via genotoxicity of analogue 10, bearing an n-butyl side chain. This analogue essentially affects the chromatin structure of SCC tumor cells, inducing a condensed nuclear material and micronuclei as also supported by fluorescent microscopy. The results highlight that thiol-ene chemistry represents an efficient strategy to discover novel nucleoside analogues with non-natural sugar structures as anticancer agents.}, year = {2019}, eissn = {1420-3049}, orcid-numbers = {Bakai-Bereczki, Ilona/0000-0003-4601-7257; Szemán-Nagy, Gábor/0000-0003-1906-0188; Borbás, Anikó/0000-0001-8462-4547} } @misc{MTMT:30623119, title = {Furanózgyűrűn módosított nukleozidszármazékok szintézise és citotoxicitási vizsgálata tumoros és nem tumoros sejtvonalakon}, url = {https://m2.mtmt.hu/api/publication/30623119}, author = {Bege, Miklós and Kicsák, Máté and Kiss, Alexandra and Nagy, Zsolt László and Keresztesi, Petra and Borbás, Anikó}, unique-id = {30623119}, year = {2019}, orcid-numbers = {Borbás, Anikó/0000-0001-8462-4547} } @article{MTMT:30605418, title = {New semisynthetic teicoplanin derivatives have comparable in vitro activity to that of oritavancin against clinical isolates of VRE}, url = {https://m2.mtmt.hu/api/publication/30605418}, author = {Szűcs, Zsolt and Ostorházi, Eszter and Kicsák, Máté and Nagy, Lajos and Borbás, Anikó and Herczegh, Pál}, doi = {10.1038/s41429-019-0164-1}, journal-iso = {J ANTIBIOT}, journal = {JOURNAL OF ANTIBIOTICS}, volume = {72}, unique-id = {30605418}, issn = {0021-8820}, abstract = {Ten analogues of a teicoplanin pseudoaglycon derivative have been synthesized with the aim of optimizing the in vitro activity of the compound against VanA type vancomycin resistant enterococci (VRE) isolated from hospitalized patients. Teicoplanin, vancomycin, and oritavancin were used as reference antibiotics for the antibacterial evaluations. One of the new derivatives exhibited far superior activity than the original compound. The in vitro MICs measured were comparable to that of oritavancin against the investigated VRE strains.}, year = {2019}, eissn = {1881-1469}, pages = {524-534}, orcid-numbers = {Ostorházi, Eszter/0000-0002-9459-7316; Borbás, Anikó/0000-0001-8462-4547} } @mastersthesis{MTMT:3381624, title = {Új heterotriciklust tartalmazó nukleozid analógok szintézise}, url = {https://m2.mtmt.hu/api/publication/3381624}, author = {Kicsák, Máté}, unique-id = {3381624}, year = {2018} } @article{MTMT:3294083, title = {Tricyclanos: conformationally constrained nucleoside analogues with a new heterotricycle obtained from a D-ribofuranose unit}, url = {https://m2.mtmt.hu/api/publication/3294083}, author = {Kicsák, Máté and Mándi, Attila and Szabolcs, Varga and Herczeg, Mihály and Batta, Gyula and Bényei, Attila Csaba and Borbás, Anikó and Herczegh, Pál}, doi = {10.1039/c7ob02296d}, journal-iso = {ORG BIOMOL CHEM}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, volume = {16}, unique-id = {3294083}, issn = {1477-0520}, year = {2018}, eissn = {1477-0539}, pages = {393-401}, orcid-numbers = {Herczeg, Mihály/0000-0002-7938-9789; Batta, Gyula/0000-0002-0442-1828; Borbás, Anikó/0000-0001-8462-4547} } @article{MTMT:3290295, title = {Low-temperature, photoinduced thiol-ene click reaction: a mild and efficient method for the synthesis of sugar-modified nucleosides}, url = {https://m2.mtmt.hu/api/publication/3290295}, author = {Bege, Miklós and Bakai-Bereczki, Ilona and Herczeg, Mihály and Kicsák, Máté and Eszenyi, Dániel and Herczegh, Pál and Borbás, Anikó}, doi = {10.1039/c7ob02184d}, journal-iso = {ORG BIOMOL CHEM}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, volume = {15}, unique-id = {3290295}, issn = {1477-0520}, year = {2017}, eissn = {1477-0539}, pages = {9226-9233}, orcid-numbers = {Bakai-Bereczki, Ilona/0000-0003-4601-7257; Herczeg, Mihály/0000-0002-7938-9789; Borbás, Anikó/0000-0001-8462-4547} } @article{MTMT:3017583, title = {A three-component reagent system for rapid and mild removal of O-, N- and S-trityl protecting groups}, url = {https://m2.mtmt.hu/api/publication/3017583}, author = {Kicsák, Máté and Bege, Miklós and Bakai-Bereczki, Ilona and Csávás, Magdolna and Herczeg, Mihály and Kupihár, Zoltán and Kovács, Lajos and Borbás, Anikó and Herczegh, Pál}, doi = {10.1039/C6OB00067C}, journal-iso = {ORG BIOMOL CHEM}, journal = {ORGANIC & BIOMOLECULAR CHEMISTRY}, volume = {14}, unique-id = {3017583}, issn = {1477-0520}, abstract = {A new reagent system consisting of a Lewis acid such as BF3·Et2O or Cu(OTf)2, the mild protic acid hexafluoroisopropanol and the reducing quenching agent triethylsilane was elaborated for O-, N- and S-detritylation of nucleoside, carbohydrate and amino acid derivatives. The method is compatible with acetyl, silyl, acetal and Fmoc groups.}, year = {2016}, eissn = {1477-0539}, pages = {3190-3192}, orcid-numbers = {Bakai-Bereczki, Ilona/0000-0003-4601-7257; Herczeg, Mihály/0000-0002-7938-9789; Kupihár, Zoltán/0000-0001-5499-7617; Kovács, Lajos/0000-0002-0331-3980; Borbás, Anikó/0000-0001-8462-4547} } @article{MTMT:2922308, title = {Gyógyhatású szénhidrátok - a véralvadásgátlástól a géncsendesítésig}, url = {https://m2.mtmt.hu/api/publication/2922308}, author = {Herczeg, Mihály and Csávás, Magdolna and Bakai-Bereczki, Ilona and Mező, Erika and Eszenyi, Dániel and Kicsák, Máté and Hadházi, Ádám and Tollas, Szilvia and Varga, Eszter and Szilágyi, Eszter and Molnár, J Dénes and Bege, Miklós and Pénzes, András and Herczegh, Pál and Borbás, Anikó}, journal-iso = {MAGY KÉM FOLY KÉM KÖZL}, journal = {MAGYAR KÉMIAI FOLYÓIRAT - KÉMIAI KÖZLEMÉNYEK (1997-)}, volume = {121}, unique-id = {2922308}, issn = {1418-9933}, abstract = {Synthesis of carbohydrate mimetics for potential pharmaceutical applications is one of our main research topics in the Department of Pharmaceutical Chemistry at the University of Debrecen. As therapeutical application of glycosides is hampered by their in vivo instability and their low binding affinity towards proteins, we focus on the design and synthesis of unnatural derivatives with an increased stability and with better binding properties. In this article, we summarized our recent results in the following topics: i) synthesis and biological evaluation of heparinoid pentasaccharide sulfonic acids; ii) preparation of thio-linked glycosides by photoinduced free radical hydrothiolation of endocyclic double bond of sugars and application of the thiol addition method in the synthesis of self-assembling multivalent thiomannobioside ligands of mannose-binding lectins; iii) synthesis of a cysteinyl uridine pentapeptide, the first member of a novel type of peptide nucleic acids.}, year = {2015}, eissn = {1418-8600}, pages = {13-21}, orcid-numbers = {Herczeg, Mihály/0000-0002-7938-9789; Bakai-Bereczki, Ilona/0000-0003-4601-7257; Mező, Erika/0000-0002-8329-6745; Borbás, Anikó/0000-0001-8462-4547} }