TY - JOUR AU - Szilágyi, Bence AU - Kovacs, P AU - Ferenczy, György AU - Rácz, Anita AU - Németh, Krisztina AU - Benéné Visy, Júlia AU - Szabó, Pál Tamás AU - Ilas, J AU - Balogh, György Tibor AU - Monostory, Katalin AU - Vincze, István AU - Tábi, Tamás AU - Szökő, Éva AU - Keserű, György Miklós TI - Discovery of isatin and 1H-indazol-3-ol derivatives as d-amino acid oxidase (DAAO) inhibitors JF - BIOORGANIC & MEDICINAL CHEMISTRY J2 - BIOORGAN MED CHEM VL - 26 ET - 0 PY - 2018 IS - 8 SP - 1579 EP - 1587 PG - 9 SN - 0968-0896 DO - 10.1016/j.bmc.2018.02.004 UR - https://m2.mtmt.hu/api/publication/3344151 ID - 3344151 N1 - Megjegyzés-27393542 N1 Funding details: KTIA NAP_13 N1 Funding text: This study was supported by the National Brain Research Program grant (project KTIA NAP_13). Celesztina Domonkos is acknowledged for help in biological measurements, Katalin Tóth and Máté Déri for performing in vitro pharmacokinetic studies and Judit Müller for the performing PAMPA tests. A AB - d-Amino acid oxidase (DAAO) is a potential target in the treatment of schizophrenia as its inhibition increases brain d-serine level and thus contributes to NMDA receptor activation. Inhibitors of DAAO were sought testing [6+5] type heterocycles and identified isatin derivatives as micromolar DAAO inhibitors. A pharmacophore and structure-activity relationship analysis of isatins and reported DAAO inhibitors led us to investigate 1H-indazol-3-ol derivatives and nanomolar inhibitors were identified. The series was further characterized by pKa and isothermal titration calorimetry measurements. Representative compounds exhibited beneficial properties in in vitro metabolic stability and PAMPA assays. 6-fluoro-1H-indazol-3-ol (37) significantly increased plasma d-serine level in an in vivo study on mice. These results show that the 1H-indazol-3-ol series represents a novel class of DAAO inhibitors with the potential to develop drug candidates. LA - English DB - MTMT ER - TY - JOUR AU - Domonkos, Celesztina Diána AU - Zsila, Ferenc AU - Fitos, Ilona AU - Benéné Visy, Júlia AU - Kassai, Rudolf AU - Bálint, Balázs Károly AU - Kotschy, András TI - Synthesis and serum protein binding of novel ring-substituted harmine derivatives JF - RSC ADVANCES J2 - RSC ADV VL - 5 PY - 2015 IS - 66 SP - 53809 EP - 53818 PG - 10 SN - 2046-2069 DO - 10.1039/C5RA06426K UR - https://m2.mtmt.hu/api/publication/2904364 ID - 2904364 AB - A series of new derivatives of the natural β-carboline alkaloid harmine, introducing hydrophobic substituents into positions 7 and 9 were synthetized as potential anticancer agents. Their binding affinities for human serum albumin (HSA) and α1-acid glycoprotein (AAG) were investigated by affinity chromatography combined with fluorescence, circular dichroism (CD) and UV absorption spectroscopy. The weak binding of harmine to both proteins (Ka ~ 3 × 104 M-1) was highly increased by aromatic substitutions (Ka ~ 105-106 M-1). Derivatives having a substituted benzyl group in the N9-position of the β-carboline nucleus showed about tenfold and hundredfold affinity enhancement for HSA and AAG, respectively. Such a strong plasma protein interaction would be of pharmacokinetic relevance for these potential drug candidates. Induced CD spectra indicated the variant selective, dimeric binding of the 7-pyridylethoxy derivative to AAG. Absorbance and fluorescence spectra refer to the binding preference of the neutral form of the studied β-carbolines for both proteins. LA - English DB - MTMT ER - TY - JOUR AU - Kardos, Julianna AU - Jemnitz, Katalin AU - Jablonkai, István AU - Bóta, Attila AU - Varga, Zoltán AU - Benéné Visy, Júlia AU - Héja, László TI - The Janus facet of nanomaterials JF - BIOMED RESEARCH INTERNATIONAL J2 - BIOMED RES INT VL - 2015 PY - 2015 PG - 10 SN - 2314-6133 DO - 10.1155/2015/317184 UR - https://m2.mtmt.hu/api/publication/2826747 ID - 2826747 N1 - Megjegyzés-24992972 N1 Funding Details: 102166, OTKA, Országos Tudományos Kutatási Alapprogramok Megjegyzés-24993007 N1 Funding Details: 102166, OTKA, Országos Tudományos Kutatási Alapprogramok Group of Functional Pharmacology, Institute of Cognitive Neuroscience and Psychology, Hungarian Academy of Sciences, Magyar Tudósok körútja 2, Budapest, 1117, Hungary Group of Biological Nanochemistry, Institute of Materials and Environmental Chemistry, Hungarian Academy of Sciences, Budapest, 1117, Hungary Group of Chemical Biology, Institute of Organic Chemistry, Hungarian Academy of Sciences, Budapest, 1117, Hungary Cited By :6 Export Date: 7 April 2021 Correspondence Address: Kardos, J.; Group of Functional Pharmacology, Magyar Tudósok körútja 2, Hungary LA - English DB - MTMT ER - TY - JOUR AU - Németh, Krisztina AU - Domonkos, Celesztina Diána AU - Virág, Sarnyai AU - Szemán, Julianna AU - László, Jicsinszky AU - Szente, Lajos AU - Benéné Visy, Júlia TI - Cationic permethylated 6-monoamino-6-monodeoxy-beta-cyclodextrin as chiral selector of dansylated amino acids in capillary electrophoresis JF - JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS J2 - J PHARMACEUT BIOMED ANAL VL - 99 PY - 2014 SP - 16 EP - 21 PG - 6 SN - 0731-7085 DO - 10.1016/j.jpba.2014.06.028 UR - https://m2.mtmt.hu/api/publication/2792054 ID - 2792054 LA - English DB - MTMT ER - TY - JOUR AU - Domonkos, Celesztina Diána AU - Fitos, Ilona AU - Benéné Visy, Júlia AU - Zsila, Ferenc TI - Role of the conformational flexibility of evodiamine in its binding to protein hosts: a comparative spectroscopic and molecular modeling evaluation with rutaecarpine JF - PHYSICAL CHEMISTRY CHEMICAL PHYSICS J2 - PHYS CHEM CHEM PHYS VL - 16 PY - 2014 IS - 41 SP - 22632 EP - 22642 PG - 11 SN - 1463-9076 DO - 10.1039/C4CP02483D UR - https://m2.mtmt.hu/api/publication/2735829 ID - 2735829 N1 - WoS:hiba:000342766500024 2019-03-03 14:29 DOI azonosító nem egyezik AB - Spectroscopic studies combined with computational analysis indicate the inherent conformational flexibility of the [small beta]-carbolin derivative evodiamine (EVD) featured with diverse pharmacological activities. Qualitative evaluation of the circular dichroism (CD) spectra of EVD enantiomers complemented with quantum chemical calculations reveals a chiral exciton signature that can be assigned to the folded, L-shaped conformation of the molecule. Changes of the exciton couplet measured in different solvents and the near-UV CD profile upon binding to human serum albumin (HSA) refer to the structural adaptability of EVD. The enantioselectivity of EVD-HSA interaction is demonstrated showing the binding preference of the (R)-enantiomer. Comparison of experimental and calculated CD spectra of various conformers of EVD as well as the results of molecular docking data suggest that the (R)-antipode is accomodated within the IIA subdomain of HSA in ridge-tile conformation. Rutaecarpine (RTC), the close congener of EVD, forms much tighter association complexes both with HSA and [small alpha]1-acid glycoprotein. In contrast to EVD, the nearly planar geometry of the indoloquinazoline ring system of RTC allows its stacked dimeric binding to the HSA. LA - English DB - MTMT ER - TY - JOUR AU - Söptei, Balázs AU - Mihály, Judith AU - Benéné Visy, Júlia AU - Wacha, András Ferenc AU - Bóta, Attila TI - Intercalation of Bovine Serum Albumin Coated Gold Clusters Between Phospholipid Bilayers: Temperature-Dependent Behavior of Lipid-AuQC@BSA Assemblies with Red Emission and Superlattice Structure JF - JOURNAL OF PHYSICAL CHEMISTRY B J2 - J PHYS CHEM B VL - 118 PY - 2014 IS - 14 SP - 3887 EP - 3892 PG - 6 SN - 1520-6106 DO - 10.1021/jp4124138 UR - https://m2.mtmt.hu/api/publication/2571740 ID - 2571740 AB - A method has been developed to encapsulate bovine serum albumin (BSA)-coated gold quantum clusters (AuQC@BSA) in a multilamellar system of dipalmitoylphosphatidylcholine (DPPC). Results have shown that intercalation of AuQC@BSA particles into lipid bilayers occurs in the presence of CaCl2. Intense red photoluminescence emission was observed after encapsulation of the clusters. A well-defined structure was found with periodic distances drastically larger than that in the pure DPPC/water system. Although Ca2+ ions can change the dipole characteristics of the lipid bilayer surface, leading to unbinding between the bilayers of multilamellar DPPC/water system, the repulsion is shielded in the presence of AuQC@BSA particles. A coherent superlattice structure evolves due to mixed Ca2+-DPPC and Ca2+-AuQC@BSA interactions. Studies at different temperatures have suggested a correlation between the luminescence properties of the clusters and phase transition of the lipid layers. The temperature-dependent behavior assumes the connection between the coating and the lipid bilayer surface. Temperature-dependent features of lipid intercalated Au clusters provide new opportunities in their application. LA - English DB - MTMT ER - TY - JOUR AU - Bobály, Balázs AU - Tóth, Eszter AU - Drahos, László AU - Zsila, Ferenc AU - Benéné Visy, Júlia AU - Fekete, Jenő AU - Vékey, Károly TI - Influence of acid-induced conformational variability on protein separation in reversed phase high performance liquid chromatography JF - JOURNAL OF CHROMATOGRAPHY A J2 - J CHROMATOGR A VL - 1325 PY - 2014 SP - 155 EP - 162 PG - 8 SN - 0021-9673 DO - 10.1016/j.chroma.2013.12.022 UR - https://m2.mtmt.hu/api/publication/2482487 ID - 2482487 N1 - WoS:hiba:000330256200020 2020-08-26 03:17 cikkazonosító nem egyezik LA - English DB - MTMT ER - TY - JOUR AU - Németh, Krisztina AU - Palkó, Roberta AU - Kovács, Péter AU - Benéné Visy, Júlia TI - Development of novel chiral capillary electrophoresis methods for the serotonin receptor (5-HT2A) antagonist MDL 100,907 (volinanserin) and for its key intermediate compound JF - JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS J2 - J PHARMACEUT BIOMED ANAL VL - 88 PY - 2014 SP - 579 EP - 583 PG - 5 SN - 0731-7085 DO - 10.1016/j.jpba.2013.10.017 UR - https://m2.mtmt.hu/api/publication/2452779 ID - 2452779 LA - English DB - MTMT ER - TY - CHAP AU - Domonkos, Celesztina Diána AU - Zsila, F AU - Fitos, Ilona AU - Benéné Visy, Júlia ED - Magyar, Kémikusok Egyesülete TI - Evodiamin szérumfehérje kötődésének vizsgálata T2 - Vegyészkonferencia 2013 PB - Magyar Kémikusok Egyesülete (MKE) CY - Budapest SN - 9789639970366 PY - 2013 UR - https://m2.mtmt.hu/api/publication/2595161 ID - 2595161 LA - Hungarian DB - MTMT ER - TY - CHAP AU - Németh, K AU - Domonkos, Celesztina Diána AU - Szemán, Julianna AU - Mallareddy, J R AU - Sarnyai, V AU - Tóth, G AU - Jicsinszky, L AU - Szente, Lajos AU - Péter, Antal AU - Benéné Visy, Júlia ED - Kilár, Ferenc ED - Nagy, Laura ED - Kiss, Ibolya TI - Stereoselective analysis of amino acids and endomorphin analogue tetrapeptides by CE T2 - CECE 2013 10th International Interdisciplinary Meeting on Bioanalysis PB - University of Pécs CY - Pécs SN - 9789636425173 PY - 2013 SP - 80 EP - 80 PG - 1 UR - https://m2.mtmt.hu/api/publication/2594314 ID - 2594314 LA - English DB - MTMT ER -