TY - JOUR AU - Tánczos, Bence AU - Vass, Virág AU - Szabó, Erzsébet AU - Lovas, Miklós AU - Kattoub, Rasha Ghanem AU - Bakai-Bereczki, Ilona AU - Borbás, Anikó AU - Herczegh, Pál AU - Tósaki, Árpád TI - Effects of H2S-donor ascorbic acid derivative and ischemia/reperfusion-induced injury in isolated rat hearts JF - EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES J2 - EUR J PHARM SCI VL - 195 PY - 2024 IS - - SP - 106721 SN - 0928-0987 DO - 10.1016/j.ejps.2024.106721 UR - https://m2.mtmt.hu/api/publication/34572686 ID - 34572686 LA - English DB - MTMT ER - TY - JOUR AU - Lőrincz, Eszter Boglárka AU - Herczeg, Mihály AU - Houser, Josef AU - Rievajová, Martina AU - Kuki, Ákos AU - Malinovská, Lenka AU - Naesens, Lieve AU - Wimmerová, Michaela AU - Borbás, Anikó AU - Herczegh, Pál AU - Bakai-Bereczki, Ilona TI - Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 24 PG - 23 SN - 1661-6596 DO - 10.3390/ijms242417268 UR - https://m2.mtmt.hu/api/publication/34427826 ID - 34427826 AB - 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. LA - English DB - MTMT ER - TY - JOUR AU - Lőrincz, Eszter Boglárka AU - Tóth, Gergely AU - Spolárics, Júlia AU - Herczeg, Mihály AU - Hodek, Jan AU - Zupkó, István AU - Minorics, Renáta AU - Ádám, Dorottya AU - Oláh, Attila AU - Zouboulis, Christos C. AU - Weber, Jan AU - Nagy, Lajos AU - Ostorházi, Eszter AU - Bácskay, Ildikó AU - Borbás, Anikó AU - Herczegh, Pál AU - Bakai-Bereczki, Ilona TI - Mannich-type modifications of (−)-cannabidiol and (−)-cannabigerol leading to new, bioactive derivatives JF - SCIENTIFIC REPORTS J2 - SCI REP VL - 13 PY - 2023 IS - 1 PG - 20 SN - 2045-2322 DO - 10.1038/s41598-023-45565-7 UR - https://m2.mtmt.hu/api/publication/34316518 ID - 34316518 AB - (−)-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. LA - English DB - MTMT ER - TY - JOUR AU - Szőke, Kitti AU - Kajtár, Richárd AU - Gyöngyösi, Alexandra AU - Czompa, Attila AU - Fésüs, Adina AU - Lőrincz, Eszter Boglárka AU - Petróczi, Ferenc Dániel AU - Herczegh, Pál AU - Bak, István AU - Borbás, Anikó AU - Bakai-Bereczki, Ilona AU - Lekli, István TI - Pharmacological Evaluation of Newly Synthesized Cannabidiol Derivates on H9c2 Cells JF - ANTIOXIDANTS J2 - ANTIOXIDANTS-BASEL VL - 12 PY - 2023 IS - 9 PG - 15 SN - 2076-3921 DO - 10.3390/antiox12091714 UR - https://m2.mtmt.hu/api/publication/34125145 ID - 34125145 LA - English DB - MTMT ER - TY - JOUR AU - Bege, Miklós AU - Singh, Vigyasa AU - Sharma, Neha AU - Debreczeni, Nóra AU - Bakai-Bereczki, Ilona AU - Nam, Poo AU - Herczegh, Pál AU - Rathi, Brijesh AU - Singh, Shailja AU - Borbás, Anikó TI - In vitro and in vivo antiplasmodial evaluation of sugar-modified nucleoside analogues JF - SCIENTIFIC REPORTS J2 - SCI REP VL - 13 PY - 2023 IS - 1 PG - 16 SN - 2045-2322 DO - 10.1038/s41598-023-39541-4 UR - https://m2.mtmt.hu/api/publication/34081319 ID - 34081319 AB - 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. LA - English DB - MTMT ER - TY - JOUR AU - Vass, Virág AU - Szabó, Erzsébet AU - Bakai-Bereczki, Ilona AU - Debreczeni, Nóra AU - Borbás, Anikó AU - Herczegh, Pál AU - Tósaki, Árpád TI - Reperfusion-induced injury and the effects of the dithioacetate type hydrogen sulfide donor ibuprofen derivative, BM-88, in isolated rat hearts JF - EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES J2 - EUR J PHARM SCI VL - 185 PY - 2023 SN - 0928-0987 DO - 10.1016/j.ejps.2023.106449 UR - https://m2.mtmt.hu/api/publication/33768628 ID - 33768628 N1 - Export Date: 11 October 2023 CODEN: EPSCE LA - English DB - MTMT ER - TY - JOUR AU - Bege, Miklós AU - Herczeg, Mihály AU - Bakai-Bereczki, Ilona AU - Debreczeni, Nóra AU - Bényei, Attila Csaba AU - Herczegh, Pál AU - Borbás, Anikó TI - Triaza-tricyclanos – synthesis of a new class of tricyclic nucleoside analogues by stereoselective cascade cyclocondensation JF - ORGANIC & BIOMOLECULAR CHEMISTRY J2 - ORG BIOMOL CHEM VL - 21 PY - 2023 IS - 10 SP - 2213 EP - 2219 PG - 7 SN - 1477-0520 DO - 10.1039/D3OB00154G UR - https://m2.mtmt.hu/api/publication/33657380 ID - 33657380 AB - Conformationally constrained tricyclic morpholino-nucleosides containing three new chirality centers were prepared with full stereoselectivity, through two consecutive hemiaminal-imidazolidine cascade reactions. LA - English DB - MTMT ER - TY - JOUR AU - Debreczeni, Nóra AU - Hotzi, Judit AU - Bege, Miklós AU - Lovas, Miklós AU - Mező, Erika AU - Bakai-Bereczki, Ilona AU - Herczegh, Pál AU - Kiss, Loránd AU - Borbás, Anikó TI - N‐Fluoroalkylated Morpholinos – a New Class of Nucleoside Analogues JF - CHEMISTRY-A EUROPEAN JOURNAL J2 - CHEM-EUR J VL - 29 PY - 2023 IS - 11 PG - 15 SN - 0947-6539 DO - 10.1002/chem.202203248 UR - https://m2.mtmt.hu/api/publication/33297309 ID - 33297309 N1 - Funding details: RRF‐2.3.1‐21‐2022‐00010 Funding details: European Regional Development Fund, ERDF, GINOP‐2.3.4‐15‐2020‐00008 Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFIH, K‐142266, NKFIH/OTKA K‐132870 Funding details: Nemzeti Kutatási, Fejlesztési és Innovaciós Alap, NKFIA Funding text 1: The authors gratefully acknowledge financial support from the National Research, Development and Innovation Office of Hungary (NKFIH/OTKA K‐132870 and K‐142266). N. D. acknowledges the support of the ÚNKP‐22‐4 New National Excellence Program of the Ministry for Culture and Innovation from the source of the National Research, Development and Innovation Fund. The research was supported by the EU and co‐financed by the European Regional Development Fund under the project GINOP‐2.3.4‐15‐2020‐00008. This work was also supported by the National Laboratory of Virology, project no. RRF‐2.3.1‐21‐2022‐00010. The authors gratefully thank Prof. Gyula Batta for his help in the F NMR measurements. 19 LA - English DB - MTMT ER - TY - JOUR AU - Bakai-Bereczki, Ilona TI - Glikopeptid antibiotikumok újragondolva - antivirális terápiás lehetőségek JF - GYÓGYSZERÉSZET J2 - GYÓGYSZERÉSZET VL - 66 PY - 2022 SP - 1 EP - 5 PG - 5 SN - 0017-6036 UR - https://m2.mtmt.hu/api/publication/33702177 ID - 33702177 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Szűcs, Zsolt AU - Bakai-Bereczki, Ilona AU - Fenyvesi, Ferenc AU - Herczegh, Pál AU - Ostorházi, Eszter AU - Borbás, Anikó TI - Synthesis of an amphiphilic vancomycin aglycone derivative inspired by polymyxins: overcoming glycopeptide resistance in Gram-positive and Gram-negative bacteria in synergy with teicoplanin in vitro JF - SCIENTIFIC REPORTS J2 - SCI REP VL - 12 PY - 2022 IS - 1 PG - 14 SN - 2045-2322 DO - 10.1038/s41598-022-24807-0 UR - https://m2.mtmt.hu/api/publication/33299485 ID - 33299485 AB - Gram-negative bacteria possess intrinsic resistance to glycopeptide antibiotics so these important antibacterial medications are only suitable for the treatment of Gram-positive bacterial infections. At the same time, polymyxins are peptide antibiotics, structurally related to glycopeptides, with remarkable activity against Gram-negative bacteria. With the aim of breaking the intrinsic resistance of Gram-negative bacteria against glycopeptides, a polycationic vancomycin aglycone derivative carrying an n -decanoyl side chain and five aminoethyl groups, which resembles the structure of polymyxins, was prepared. Although the compound by itself was not active against the Gram-negative bacteria tested, it synergized with teicoplanin against Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii , and it was able to potentiate vancomycin against these Gram-negative strains. Moreover, it proved to be active against vancomycin- and teicoplanin-resistant Gram-positive bacteria. LA - English DB - MTMT ER -