TY - JOUR AU - Tóth, Balázs István AU - Bahar, Bazeli AU - Annelies, Janssens AU - Lisztes, Erika AU - Racskó, Márk AU - Kelemen, Balázs AU - Herczeg, Mihály AU - Nagy, Tamás Milán AU - E Kövér, Katalin AU - Argha, Mitra AU - Attila, Borics AU - Bíró, Tamás AU - Thomas, Voets TI - Direct modulation of TRPM8 ion channels by rapamycin and analog macrolide immunosuppressants JF - ELIFE J2 - ELIFE PY - 2024 SN - 2050-084X UR - https://m2.mtmt.hu/api/publication/34722559 ID - 34722559 N1 - preprint DOI-ja: 10.1101/2024.02.01.578392 LA - English DB - MTMT ER - 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 - Herczeg, Mihály AU - Demeter, Fruzsina AU - Nagy, Tibor AU - Rusznyák, Ágnes AU - Hodek, Jan AU - Sipos, Éva AU - Lekli, István AU - Fenyvesi, Ferenc AU - Weber, Jan AU - Kéki, Sándor AU - Borbás, Anikó TI - Block Synthesis and Step-Growth Polymerization of C-6-Sulfonatomethyl-Containing Sulfated Malto-Oligosaccharides and Their Biological Profiling JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 25 PY - 2024 IS - 1 SN - 1661-6596 DO - 10.3390/ijms25010677 UR - https://m2.mtmt.hu/api/publication/34502650 ID - 34502650 AB - 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. 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 - Farkas, Gergely AU - Császár, Zsófia AU - Farsang, Evelin AU - Bényei, Attila Csaba AU - Bakos, József TI - Application of alkane-diyl based chiral phosphine-aminophosphine (P-NP) and thioether-aminophosphine (S-NP) ligands in Rh-catalyzed asymmetric hydrogenation JF - JOURNAL OF ORGANOMETALLIC CHEMISTRY J2 - J ORGANOMET CHEM VL - 994 PY - 2023 SN - 0022-328X DO - 10.1016/j.jorganchem.2023.122723 UR - https://m2.mtmt.hu/api/publication/33785458 ID - 33785458 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 - Le Khanh, Ha Pham AU - Haimhoffer, Ádám AU - Nemes, Dániel AU - Józsa, Liza AU - Vasvári, Gábor AU - Budai, István AU - Bényei, Attila Csaba AU - Ujhelyi, Zoltán AU - Siposné Fehér, Pálma AU - Bácskay, Ildikó TI - Effect of Molecular Weight on the Dissolution Profiles of PEG Solid Dispersions Containing Ketoprofen JF - POLYMERS J2 - POLYMERS-BASEL VL - 15 PY - 2023 IS - 7 SP - 1 EP - 15 PG - 15 SN - 2073-4360 DO - 10.3390/polym15071758 UR - https://m2.mtmt.hu/api/publication/33727451 ID - 33727451 AB - Solid dispersions are typically binary systems with a hydrophilic matrix polymer and a lipophilic active substance. During formulation, the drug undergoes a crystalline to amorphous phase transition, which leads to a supersaturated solution providing enhanced bioavailability. The interaction of the active substance and the polymer is unique and influences the level of supersaturation. We aimed to investigate the relationship between low molecular weight polyethylene glycol derivates PEG 1000, 1500, and 2000 and ketoprofen regarding the effect of molecular weight. The physicochemical properties of solid dispersions prepared with hot melt homogenization and their respective physical mixtures were investigated with Fourier transform infrared spectroscopy, powder X-ray diffraction and scanning electron microscopy techniques. A phase solubility study was carried out in hydrochloric acid media which showed no difference between the three polymers, but the dissolution curves differed considerably. PEG 1000 had higher percentage of released drug than PEG 1500 and 2000, which had similar results. These results indicate that when multiple low molecular weight PEGs are suitable as matrix polymers of solid dispersions, the molecular weight has only limited impact on physicochemical characteristics and interactions and further investigation is needed to select the most applicable candidate. LA - English DB - MTMT ER -