@article{MTMT:34572686,
	title = {Effects of H2S-donor ascorbic acid derivative and ischemia/reperfusion-induced injury in isolated rat hearts},
	url = {https://m2.mtmt.hu/api/publication/34572686},
	author = {Tánczos, Bence and Vass, Virág and Szabó, Erzsébet and Lovas, Miklós and Kattoub, Rasha Ghanem and Bakai-Bereczki, Ilona and Borbás, Anikó and Herczegh, Pál and Tósaki, Árpád},
	doi = {10.1016/j.ejps.2024.106721},
	journal-iso = {EUR J PHARM SCI},
	journal = {EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES},
	volume = {195},
	unique-id = {34572686},
	issn = {0928-0987},
	year = {2024},
	eissn = {1879-0720},
	pages = {106721},
	orcid-numbers = {Bakai-Bereczki, Ilona/0000-0003-4601-7257; Borbás, Anikó/0000-0001-8462-4547}
}

@article{MTMT:34567562,
	title = {Saturation Transfer Difference NMR and Molecular Docking Interaction Study of Aralkyl-Thiodigalactosides as Potential Inhibitors of the Human-Galectin-3 Protein},
	url = {https://m2.mtmt.hu/api/publication/34567562},
	author = {Hőgye, Fanni and Farkas, László Bence and Balogh, Álex Kálmán and Szilágyi, László and Alnukari, Samar and Bajza, István and Borbás, Anikó and Fehér, Krisztina and Tóthné Illyés, Tünde Zita and Timári, István},
	doi = {10.3390/ijms25031742},
	journal-iso = {INT J MOL SCI},
	journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES},
	volume = {25},
	unique-id = {34567562},
	issn = {1661-6596},
	abstract = {Human Galectin-3 (hGal-3) is a protein that selectively binds to β-galactosides and holds diverse roles in both normal and pathological circumstances. Therefore, targeting hGal-3 has become a vibrant area of research in the pharmaceutical chemistry. As a step towards the development of novel hGal-3 inhibitors, we synthesized and investigated derivatives of thiodigalactoside (TDG) modified with different aromatic substituents. Specifically, we describe a high-yielding synthetic route of thiodigalactoside (TDG); an optimized procedure for the synthesis of the novel 3,3′-di-O-(quinoline-2-yl)methyl)-TDG and three other known, symmetric 3,3′-di-O-TDG derivatives ((naphthalene-2yl)methyl, benzyl, (7-methoxy-2H-1-benzopyran-2-on-4-yl)methyl). In the present study, using competition Saturation Transfer Difference (STD) NMR spectroscopy, we determined the dissociation constant (Kd) of the former three TDG derivatives produced to characterize the strength of the interaction with the target protein (hGal-3). Based on the Kd values determined, the (naphthalen-2-yl)methyl, the (quinolin-2-yl)methyl and the benzyl derivatives bind to hGal-3 94, 30 and 24 times more strongly than TDG. Then, we studied the binding modes of the derivatives in silico by molecular docking calculations. Docking poses similar to the canonical binding modes of well-known hGal-3 inhibitors have been found. However, additional binding forces, cation–π interactions between the arginine residues in the binding pocket of the protein and the aromatic groups of the ligands, have been established as significant features. Our results offer a molecular-level understanding of the varying affinities observed among the synthesized thiodigalactoside derivatives, which can be a key aspect in the future development of more effective ligands of hGal-3.},
	keywords = {lectin; NMR spectroscopy; Galectin-3; Molecular docking; STD NMR; thiodigalactosides},
	year = {2024},
	eissn = {1422-0067},
	orcid-numbers = {Borbás, Anikó/0000-0001-8462-4547}
}

@article{MTMT:34557141,
	title = {The Design, Synthesis and Mechanism of Action of Paxlovid, a Protease Inhibitor Drug Combination for the Treatment of COVID-19},
	url = {https://m2.mtmt.hu/api/publication/34557141},
	author = {Bege, Miklós and Borbás, Anikó},
	doi = {10.3390/pharmaceutics16020217},
	journal-iso = {PHARMACEUTICS},
	journal = {PHARMACEUTICS},
	volume = {16},
	unique-id = {34557141},
	issn = {1999-4923},
	abstract = {The COVID-19 pandemic, caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), has presented an enormous challenge to health care systems and medicine. As a result of global research efforts aimed at preventing and effectively treating SARS-CoV-2 infection, vaccines with fundamentally new mechanisms of action and some small-molecule antiviral drugs targeting key proteins in the viral cycle have been developed. The most effective small-molecule drug approved to date for the treatment of COVID-19 is PaxlovidTM, which is a combination of two protease inhibitors, nirmatrelvir and ritonavir. Nirmatrelvir is a reversible covalent peptidomimetic inhibitor of the main protease (Mpro) of SARS-CoV-2, which enzyme plays a crucial role in viral reproduction. In this combination, ritonavir serves as a pharmacokinetic enhancer, it irreversibly inhibits the cytochrome CYP3A4 enzyme responsible for the rapid metabolism of nirmatrelvir, thereby increasing the half-life and bioavailability of nirmatrelvir. In this tutorial review, we summarize the development and pharmaceutical chemistry aspects of Paxlovid, covering the evolution of protease inhibitors, the warhead design, synthesis and the mechanism of action of nirmatrelvir, as well as the synthesis of ritonavir and its CYP3A4 inhibition mechanism. The efficacy of Paxlovid to novel virus mutants is also overviewed.},
	year = {2024},
	eissn = {1999-4923},
	orcid-numbers = {Borbás, Anikó/0000-0001-8462-4547}
}

@article{MTMT:34502650,
	title = {Block Synthesis and Step-Growth Polymerization of C-6-Sulfonatomethyl-Containing Sulfated Malto-Oligosaccharides and Their Biological Profiling},
	url = {https://m2.mtmt.hu/api/publication/34502650},
	author = {Herczeg, Mihály and Demeter, Fruzsina and Nagy, Tibor and Rusznyák, Ágnes and Hodek, Jan and Sipos, Éva and Lekli, István and Fenyvesi, Ferenc and Weber, Jan and Kéki, Sándor and Borbás, Anikó},
	doi = {10.3390/ijms25010677},
	journal-iso = {INT J MOL SCI},
	journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES},
	volume = {25},
	unique-id = {34502650},
	issn = {1661-6596},
	abstract = {Highly sulfated malto-oligomers, similar to heparin and heparan-sulfate, have good antiviral, antimetastatic, anti-inflammatory and cell growth inhibitory effects. Due to their broad biological activities and simple structure, sulfated malto-oligomer derivatives have a great therapeutic potential, therefore, the development of efficient synthesis methods for their production is of utmost importance. In this work, preparation of α-(1→4)-linked oligoglucosides containing a sulfonatomethyl moiety at position C-6 of each glucose unit was studied by different approaches. Malto-oligomeric sulfonic acid derivatives up to dodecasaccharides were prepared by polymerization using different protecting groups, and the composition of the product mixtures was analyzed by MALDI-MS methods and size-exclusion chromatography. Synthesis of lower oligomers was also accomplished by stepwise and block synthetic methods, and then the oligosaccharide products were persulfated. The antiviral, anti-inflammatory and cell growth inhibitory activity of the fully sulfated malto-oligosaccharide sulfonic acids were determined by in vitro tests. Four tested di- and trisaccharide sulfonic acids effectively inhibited the activation of the TNF-α-mediated inflammatory pathway without showing cytotoxicity.},
	year = {2024},
	eissn = {1422-0067},
	orcid-numbers = {Herczeg, Mihály/0000-0002-7938-9789; Nagy, Tibor/0000-0001-8568-914X; Sipos, Éva/0009-0001-9561-2450; Borbás, Anikó/0000-0001-8462-4547}
}

@article{MTMT:34427826,
	title = {Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase},
	url = {https://m2.mtmt.hu/api/publication/34427826},
	author = {Lőrincz, Eszter Boglárka and Herczeg, Mihály and Houser, Josef and Rievajová, Martina and Kuki, Ákos and Malinovská, Lenka and Naesens, Lieve and Wimmerová, Michaela and Borbás, Anikó and Herczegh, Pál and Bakai-Bereczki, Ilona},
	doi = {10.3390/ijms242417268},
	journal-iso = {INT J MOL SCI},
	journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES},
	volume = {24},
	unique-id = {34427826},
	issn = {1661-6596},
	abstract = {In the shadow of SARS-CoV-2, influenza seems to be an innocent virus, although new zoonotic influenza viruses evolved by mutations may lead to severe pandemics. According to WHO, there is an urgent need for better antiviral drugs. Blocking viral hemagglutinin with multivalent N-acetylneuraminic acid derivatives is a promising approach to prevent influenza infection. Moreover, dual inhibition of both hemagglutinin and neuraminidase may result in a more powerful effect. Since both viral glycoproteins can bind to neuraminic acid, we have prepared three series of amphiphilic self-assembling 2-thio-neuraminic acid derivatives constituting aggregates in aqueous medium to take advantage of their multivalent effect. One of the series was prepared by the azide-alkyne click reaction, and the other two by the thio-click reaction to yield neuraminic acid derivatives containing lipophilic tails of different sizes and an enzymatically stable thioglycosidic bond. Two of the three bis-octyl derivatives produced proved to be active against influenza viruses, while all three octyl derivatives bound to hemagglutinin and neuraminidase from H1N1 and H3N2 influenza types.},
	year = {2023},
	eissn = {1422-0067},
	orcid-numbers = {Herczeg, Mihály/0000-0002-7938-9789; Houser, Josef/0000-0003-4504-3891; Naesens, Lieve/0000-0001-9742-9302; Wimmerová, Michaela/0000-0002-7108-4198; Borbás, Anikó/0000-0001-8462-4547; Bakai-Bereczki, Ilona/0000-0003-4601-7257}
}

@article{MTMT:34316518,
	title = {Mannich-type modifications of (−)-cannabidiol and (−)-cannabigerol leading to new, bioactive derivatives},
	url = {https://m2.mtmt.hu/api/publication/34316518},
	author = {Lőrincz, Eszter Boglárka and Tóth, Gergely and Spolárics, Júlia and Herczeg, Mihály and Hodek, Jan and Zupkó, István and Minorics, Renáta and Ádám, Dorottya and Oláh, Attila and Zouboulis, Christos C. and Weber, Jan and Nagy, Lajos and Ostorházi, Eszter and Bácskay, Ildikó and Borbás, Anikó and Herczegh, Pál and Bakai-Bereczki, Ilona},
	doi = {10.1038/s41598-023-45565-7},
	journal-iso = {SCI REP},
	journal = {SCIENTIFIC REPORTS},
	volume = {13},
	unique-id = {34316518},
	issn = {2045-2322},
	abstract = {(−)-Cannabidiol (CBD) and (−)-cannabigerol (CBG) are two major non-psychotropic phytocannabinoids that have many beneficial biological properties. However, due to their low water solubility and prominent first-pass metabolism, their oral bioavailability is moderate, which is unfavorable for medicinal use. Therefore, there is a great need for appropriate chemical modifications to improve their physicochemical and biological properties. In this study, Mannich-type reaction was used for the synthetic modification of CBD and CBG for the first time, and thus fifteen new cannabinoid derivatives containing one or two tertiary amino groups were prepared. Thereafter the antiviral, antiproliferative and antibacterial properties of the derivatives and their effects on certain skin cells were investigated. Some modified CBD derivatives showed remarkable antiviral activity against SARS-CoV-2 without cytotoxic effect, while synthetic modifications on CBG resulted in a significant increase in antiproliferative activity in some cases compared to the parent compound.},
	year = {2023},
	eissn = {2045-2322},
	orcid-numbers = {Herczeg, Mihály/0000-0002-7938-9789; Zupkó, István/0000-0003-3243-5300; Minorics, Renáta/0000-0001-9685-813X; Oláh, Attila/0000-0003-4122-5639; Ostorházi, Eszter/0000-0002-9459-7316; Borbás, Anikó/0000-0001-8462-4547; Bakai-Bereczki, Ilona/0000-0003-4601-7257}
}

@article{MTMT:34125145,
	title = {Pharmacological Evaluation of Newly Synthesized Cannabidiol Derivates on H9c2 Cells},
	url = {https://m2.mtmt.hu/api/publication/34125145},
	author = {Szőke, Kitti and Kajtár, Richárd and Gyöngyösi, Alexandra and Czompa, Attila and Fésüs, Adina and Lőrincz, Eszter Boglárka and Petróczi, Ferenc Dániel and Herczegh, Pál and Bak, István and Borbás, Anikó and Bakai-Bereczki, Ilona and Lekli, István},
	doi = {10.3390/antiox12091714},
	journal-iso = {ANTIOXIDANTS-BASEL},
	journal = {ANTIOXIDANTS},
	volume = {12},
	unique-id = {34125145},
	year = {2023},
	eissn = {2076-3921},
	orcid-numbers = {Fésüs, Adina/0000-0002-6351-7715; Borbás, Anikó/0000-0001-8462-4547; Bakai-Bereczki, Ilona/0000-0003-4601-7257}
}

@article{MTMT:34081319,
	title = {In vitro and in vivo antiplasmodial evaluation of sugar-modified nucleoside analogues},
	url = {https://m2.mtmt.hu/api/publication/34081319},
	author = {Bege, Miklós and Singh, Vigyasa and Sharma, Neha and Debreczeni, Nóra and Bakai-Bereczki, Ilona and Nam, Poo and Herczegh, Pál and Rathi, Brijesh and Singh, Shailja and Borbás, Anikó},
	doi = {10.1038/s41598-023-39541-4},
	journal-iso = {SCI REP},
	journal = {SCIENTIFIC REPORTS},
	volume = {13},
	unique-id = {34081319},
	issn = {2045-2322},
	abstract = {Drug-resistant Plasmodium falciparum ( Pf ) infections are a major burden on the population and the healthcare system. The establishment of Pf resistance to most existing antimalarial therapies has complicated the problem, and the emergence of resistance to artemisinin derivatives is even more concerning. It is increasingly difficult to cure malaria patients due to the limited availability of effective antimalarial drugs, resulting in an urgent need for more efficacious and affordable treatments to eradicate this disease. Herein, new nucleoside analogues including morpholino-nucleoside hybrids and thio-substituted nucleoside derivatives were prepared and evaluated for in vitro and in vivo antiparasitic activity that led a few hits especially nucleoside-thiopyranoside conjugates, which are highly effective against Pf 3D7 and Pf RKL-9 strains in submicromolar concentration. One adenosine derivative and four pyrimidine nucleoside analogues significantly reduced the parasite burden in mouse models infected with Plasmodium berghei ANKA. Importantly, no significant hemolysis and cytotoxicity towards human cell line (RAW) was observed for the hits, suggesting their safety profile. Preliminary research suggested that these thiosugar-nucleoside conjugates could be used to accelerate the antimalarial drug development pipeline and thus deserve further investigation.},
	year = {2023},
	eissn = {2045-2322},
	orcid-numbers = {Bakai-Bereczki, Ilona/0000-0003-4601-7257; Borbás, Anikó/0000-0001-8462-4547}
}

@article{MTMT:33802561,
	title = {Allosteric regulation and crystallographic fragment screening of SARS-CoV-2 NSP15 endoribonuclease},
	url = {https://m2.mtmt.hu/api/publication/33802561},
	author = {Godoy, Andre Schutzer and Nakamura, Aline Minalli and Douangamath, Alice and Song, Yun and Noske, Gabriela Dias and Gawriljuk, Victor Oliveira and Fernandes, Rafaela Sachetto and Pereira, Humberto D Muniz and Oliveira, Ketllyn Irene Zagato and Fearon, Daren and Dias, Alexandre and Krojer, Tobias and Fairhead, Michael and Powell, Alisa and Dunnet, Louise and Brandao-Neto, Jose and Skyner, Rachael and Chalk, Rod and Bajusz, Dávid and Bege, Miklós and Borbás, Anikó and Keserű, György Miklós and von Delft, Frank and Oliva, Glaucius},
	doi = {10.1093/nar/gkad314},
	journal-iso = {NUCLEIC ACIDS RES},
	journal = {NUCLEIC ACIDS RESEARCH},
	volume = {51},
	unique-id = {33802561},
	issn = {0305-1048},
	abstract = {Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) is the causative agent of coronavirus disease 2019 (COVID-19). The NSP15 endoribonuclease enzyme, known as NendoU, is highly conserved and plays a critical role in the ability of the virus to evade the immune system. NendoU is a promising target for the development of new antiviral drugs. However, the complexity of the enzyme's structure and kinetics, along with the broad range of recognition sequences and lack of structural complexes, hampers the development of inhibitors. Here, we performed enzymatic characterization of NendoU in its monomeric and hexameric form, showing that hexamers are allosteric enzymes with a positive cooperative index, and with no influence of manganese on enzymatic activity. Through combining cryo-electron microscopy at different pHs, X-ray crystallography and biochemical and structural analysis, we showed that NendoU can shift between open and closed forms, which probably correspond to active and inactive states, respectively. We also explored the possibility of NendoU assembling into larger supramolecular structures and proposed a mechanism for allosteric regulation. In addition, we conducted a large fragment screening campaign against NendoU and identified several new allosteric sites that could be targeted for the development of new inhibitors. Overall, our findings provide insights into the complex structure and function of NendoU and offer new opportunities for the development of inhibitors.},
	year = {2023},
	eissn = {1362-4962},
	pages = {5255-5270},
	orcid-numbers = {Godoy, Andre Schutzer/0000-0002-0613-9164; Bajusz, Dávid/0000-0003-4277-9481; Borbás, Anikó/0000-0001-8462-4547; von Delft, Frank/0000-0003-0378-0017}
}

@article{MTMT:33768628,
	title = {Reperfusion-induced injury and the effects of the dithioacetate type hydrogen sulfide donor ibuprofen derivative, BM-88, in isolated rat hearts},
	url = {https://m2.mtmt.hu/api/publication/33768628},
	author = {Vass, Virág and Szabó, Erzsébet and Bakai-Bereczki, Ilona and Debreczeni, Nóra and Borbás, Anikó and Herczegh, Pál and Tósaki, Árpád},
	doi = {10.1016/j.ejps.2023.106449},
	journal-iso = {EUR J PHARM SCI},
	journal = {EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES},
	volume = {185},
	unique-id = {33768628},
	issn = {0928-0987},
	year = {2023},
	eissn = {1879-0720},
	orcid-numbers = {Bakai-Bereczki, Ilona/0000-0003-4601-7257; Borbás, Anikó/0000-0001-8462-4547}
}