TY - JOUR AU - Martos, Diána AU - Lőrinczi, Bálint AU - Szatmári, István AU - Vécsei, László AU - Tanaka, Masaru TI - The Impact of C-3 Side Chain Modifications on Kynurenic Acid: A Behavioral Analysis of Its Analogs in the Motor Domain JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 25 PY - 2024 IS - 6 PG - 25 SN - 1661-6596 DO - 10.3390/ijms25063394 UR - https://m2.mtmt.hu/api/publication/34743321 ID - 34743321 N1 - HUN-REN-SZTE Neuroscience Research Group, Hungarian Research Network, University of Szeged, Danube Neuroscience Research Laboratory, Tisza Lajos krt. 113, Szeged, H-6725, Hungary Institute of Pharmaceutical Chemistry and HUN-REN–SZTE Stereochemistry Research Group, University of Szeged, Eötvös u. 6, Szeged, H-6720, Hungary Department of Neurology, Albert Szent-Györgyi Medical School, University of Szeged, Semmelweis u. 6, Szeged, H-6725, Hungary Export Date: 9 April 2024 Correspondence Address: Vécsei, L.; HUN-REN-SZTE Neuroscience Research Group, Tisza Lajos krt. 113, Hungary; email: vecsei.laszlo@med.u-szeged.hu Correspondence Address: Tanaka, M.; HUN-REN-SZTE Neuroscience Research Group, Tisza Lajos krt. 113, Hungary; email: tanaka.masaru.1@med.u-szeged.hu Chemicals/CAS: kynurenic acid, 492-27-3; Kynurenic Acid; Neuroprotective Agents AB - The central nervous system (CNS) is the final frontier in drug delivery because of the blood–brain barrier (BBB), which poses significant barriers to the access of most drugs to their targets. Kynurenic acid (KYNA), a tryptophan (Trp) metabolite, plays an important role in behavioral functions, and abnormal KYNA levels have been observed in neuropsychiatric conditions. The current challenge lies in delivering KYNA to the CNS owing to its polar side chain. Recently, C-3 side chain-modified KYNA analogs have been shown to cross the BBB; however, it is unclear whether they retain the biological functions of the parent molecule. This study examined the impact of KYNA analogs, specifically, SZR-72, SZR-104, and the newly developed SZRG-21, on behavior. The analogs were administered intracerebroventricularly (i.c.v.), and their effects on the motor domain were compared with those of KYNA. Specifically, open-field (OF) and rotarod (RR) tests were employed to assess motor activity and skills. SZR-104 increased horizontal exploratory activity in the OF test at a dose of 0.04 μmol/4 μL, while SZR-72 decreased vertical activity at doses of 0.04 and 0.1 μmol/4 μL. In the RR test, however, neither KYNA nor its analogs showed any significant differences in motor skills at either dose. Side chain modification affects affective motor performance and exploratory behavior, as the results show for the first time. In this study, we showed that KYNA analogs alter emotional components such as motor-associated curiosity and emotions. Consequently, drug design necessitates the development of precise strategies to traverse the BBB while paying close attention to modifications in their effects on behavior. LA - English DB - MTMT ER - TY - JOUR AU - Hu, Hao-Chun AU - Yu, Szu-Yin AU - Tsi, Yi-Hong AU - Hsieh, Pei-Wen AU - Wang, Hui-Chun AU - Chen, Yan-Ning AU - Chuang, Ya-Ting AU - Lee, Min-Yu AU - Chang, Hsueh-Wei AU - Hu, Hao-Chun AU - Wu, Yang-Chang AU - Chang, Fang-Rong AU - Szatmári, István AU - Fülöp, Ferenc TI - Synthesis of bioactive evodiamine and rutaecarpine analogues under a ball milling condition JF - ORGANIC & BIOMOLECULAR CHEMISTRY J2 - ORG BIOMOL CHEM VL - 22 PY - 2024 IS - 13 SP - 2620 EP - 2629 PG - 10 SN - 1477-0520 DO - 10.1039/D4OB00056K UR - https://m2.mtmt.hu/api/publication/34721105 ID - 34721105 AB - Mechanochemical reactions achieved by processes such as milling and grinding offer a promising alternative to traditional solution-based chemistry. This approach not only eliminates the need for large quantities of solvents,... LA - English DB - MTMT ER - TY - JOUR AU - Hegedűs, Dóra AU - Szemerédi, Nikoletta AU - Gábor, Maja AU - Sas, Judit AU - Belasri, Khadija AU - Szatmári, István AU - Spengler, Gabriella TI - Cyclic Amines Coupled to Indole Derivatives With Improved Efflux Pump Inhibiting Activity in Bacteria and Cancer Cells JF - ANTICANCER RESEARCH J2 - ANTICANCER RES VL - 44 PY - 2024 IS - 3 SP - 1149 EP - 1160 PG - 12 SN - 0250-7005 DO - 10.21873/anticanres.16910 UR - https://m2.mtmt.hu/api/publication/34715381 ID - 34715381 N1 - Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, Hungary Department of Medical Microbiology, Albert Szent-Györgyi Health Center, Albert Szent-Györgyi Medical School, University of Szeged, Szeged, Hungary HUN-REN–SZTE Stereochemistry Research Group, University of Szeged, Szeged, Hungary Department of Medical Microbiology, Albert Szent-Györgyi Health Center, Albert Szent-Györgyi Medical School, University of Szeged, Semmelweis utca 6, Szeged, 6725, Hungary Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, Szeged, H-6720, Hungary Export Date: 3 April 2024 CODEN: ANTRD Correspondence Address: Szatmári, I.; Institute of Pharmaceutical Chemistry, Hungary; email: szatmari.istvan@szte.hu Correspondence Address: Spengler, G.; Department of Medical Microbiology, Hungary; email: spengler.gabriella@med.u-szeged.hu Chemicals/CAS: doxorubicin, 23214-92-8, 25316-40-9; ethidium bromide, 1239-45-8; isoquinoline, 119-65-3; rhodamine 123, 62669-70-9; vemurafenib, 918504-65-1; adamantane, 281-23-2; Adamantane; Amines; Anti-Bacterial Agents; Antipsychotic Agents; Antiviral Agents Funding details: TKP-2021-EGA-32, ÚNKP-23-4-SZTE-347 Funding details: Hungarian Scientific Research Fund, OTKA, K-138871 Funding details: Magyar Tudományos Akadémia, MTA, ÚNKP-23-5-SZTE-677 Funding details: Nemzeti Kutatási, Fejlesztési és Innovaciós Alap, NKFIA, BO/00158/22/5 Funding details: Innovációs és Technológiai Minisztérium Funding text 1: The Authors thank the Hungarian Research Foundation (OTKA No. K-138871), the Ministry of Human Capacities, Hungary grant, TKP-2021-EGA-32. N. S. was supported by the ÚNKP-23-4-SZTE-347 New National Excellence Program of the Ministry for Innovation and Technology from the source of the National Research, Development and Innovation Fund. G.S. was supported by the János Bolyai Research Scholarship (BO/00158/22/5) of the Hungarian Academy of Sciences and by the ÚNKP-23-5-SZTE-677 New National Excellence Program of the Ministry for Culture and Innovation from the source of the National Research, Development and Innovation Fund. LA - English DB - MTMT ER - TY - JOUR AU - Gombár, Gyöngyi AU - Ungor, Ditta Anita AU - Szatmári, István AU - Juhász, Ádám AU - Csapó, Edit TI - Tryptophanhydroxamic Acid-Stabilized Ultrasmall Gold Nanoclusters: Tuning the Selectivity for Metal Ion Sensing JF - NANOMATERIALS J2 - NANOMATERIALS-BASEL VL - 14 PY - 2024 IS - 5 PG - 15 SN - 2079-4991 DO - 10.3390/nano14050434 UR - https://m2.mtmt.hu/api/publication/34689790 ID - 34689790 AB - Sub-nanometer-sized gold nanoclusters (Au NCs) were prepared via the spontaneous reduction of [AuCl4]−- ions with a hydroxamate derivative of L-tryptophan (Trp) natural amino acid (TrpHA). The prepared TrpHA-Au NCs possess intense blue emission (λem = 470 nm; λex = 380 nm) with a 2.13% absolute quantum yield and 1.47 ns average lifetime. The Trp-stabilized noble metal NCs are excellent metal ion sensors for Fe3+, but in this work, we highlighted that the incorporation of the hydroxamate functional group with an excellent metal ion binding capability can tune the selectivity and sensitivity of these NCs, which is a promising way to design novel strategies for the detection of other metal ions as well. Moreover, their simultaneous identification can also be realized. By decreasing the sensitivity of our nano-sensor for Fe3+ (limit of detection (LOD) ~11 µM), it was clearly demonstrated that the selectivity for Cu2+-ions can be significantly increased (LOD = 3.16 µM) in an acidic (pH = 3–4) condition. The surface-bounded TrpHA molecules can coordinate the Cu2+ confirmed by thermodynamic data, which strongly generates the linking of the NCs via the Cu2+ ions in acidic pH, and a parallel fluorescence quenching occurs. In the case of Fe3+, the degree of quenching strongly depends on the metal ion concentration, and it only occurs when the NCs are not able to bind more Fe3+ (~10 µM) on the surface, causing the NCs’ aggregation. LA - English DB - MTMT ER - TY - JOUR AU - Ibos, Katalin Eszter AU - Bodnár, Éva AU - Dinh, Hoa AU - Kis, Merse AU - Márványkövi, Fanni AU - Kovács, Zsuzsanna AU - Siska, Andrea AU - Földesi, Imre AU - Galla, Zsolt AU - Monostori, Péter AU - Szatmári, István AU - Simon, Péter AU - Sárközy, Márta AU - Csabafi, Krisztina TI - Chronic kidney disease may evoke anxiety by altering CRH expression in the amygdala and tryptophan metabolism in rats JF - PFLUGERS ARCHIV-EUROPEAN JOURNAL OF PHYSIOLOGY J2 - PFLUG ARCH EUR J PHY VL - 476 PY - 2024 IS - 2 SP - 179 EP - 196 PG - 18 SN - 0031-6768 DO - 10.1007/s00424-023-02884-y UR - https://m2.mtmt.hu/api/publication/34394136 ID - 34394136 AB - Chronic kidney disease (CKD) is associated with anxiety; however, its exact mechanism is not well understood. Therefore, the aim of the present study was to assess the effect of moderate CKD on anxiety in rats. 5/6 nephrectomy was performed in male Wistar rats. 7 weeks after, anxiety-like behavior was assessed by elevated plus maze (EPM), open field (OF), and marble burying (MB) tests. At weeks 8 and 9, urinalysis was performed, and blood and amygdala samples were collected, respectively. In the amygdala, the gene expression of Avp and the gene and protein expression of Crh , Crhr1 , and Crhr2 were analyzed. Furthermore, the plasma concentration of corticosterone, uremic toxins, and tryptophan metabolites was measured by UHPLC-MS/MS. Laboratory tests confirmed the development of CKD. In the CKD group, the closed arm time increased; the central time and the total number of entries decreased in the EPM. There was a reduction in rearing, central distance and time in the OF, and fewer interactions with marbles were detected during MB. CKD evoked an upregulation of gene expression of Crh , Crhr1 , and Crhr2 , but not Avp , in the amygdala. However, there was no alteration in protein expression. In the CKD group, plasma concentrations of p-cresyl-sulfate, indoxyl-sulfate, kynurenine, kynurenic acid, 3-hydroxykynurenine, anthranilic acid, xanthurenic acid, 5-hydroxyindoleacetic acid, picolinic acid, and quinolinic acid increased. However, the levels of tryptophan, tryptamine, 5-hydroxytryptophan, serotonin, and tyrosine decreased. In conclusion, moderate CKD evoked anxiety-like behavior that might be mediated by the accumulation of uremic toxins and metabolites of the kynurenine pathway, but the contribution of the amygdalar CRH system to the development of anxiety seems to be negligible at this stage. LA - English DB - MTMT ER - TY - JOUR AU - Spengler, Gabriella AU - Pivarcsik, Tamás AU - Gergő, Egri AU - Ugrai, Imre AU - Szatmári, István AU - Enyedy, Éva Anna TI - Organorhodium complexes of 8-hydroxyquinoline derivatives with antibacterial and antitumor effect JF - ACTA MICROBIOLOGICA ET IMMUNOLOGICA HUNGARICA J2 - ACTA MICROBIOL IMMUNOL HUNG VL - 70 PY - 2023 IS - Supplement 1 SP - 81 EP - 82 PG - 2 SN - 1217-8950 UR - https://m2.mtmt.hu/api/publication/34109620 ID - 34109620 LA - English DB - MTMT ER - TY - JOUR AU - Gombár, Gyöngyi AU - Simon, Péter AU - Ungor, Ditta Anita AU - Szatmári, István AU - Csapó, Edit TI - Histidinehydroxamic acid as new biomolecule to produce molecular-like fluorescent gold nanoclusters: Possible mechanisms for metal ion sensing JF - JOURNAL OF MOLECULAR LIQUIDS J2 - J MOL LIQ VL - 387 PY - 2023 PG - 9 SN - 0167-7322 DO - 10.1016/j.molliq.2023.122597 UR - https://m2.mtmt.hu/api/publication/34067503 ID - 34067503 N1 - Összes idézések száma a WoS-ban: 0 LA - English DB - MTMT ER - TY - JOUR AU - Szabó, Melinda AU - Biróné Lajkó, Noémi AU - Dulka, Karolina AU - Barczánfalvi, Gábor Attila AU - Lőrinczi, Bálint AU - Szatmári, István AU - Mihály, András AU - Vécsei, László AU - Gulya, Károly TI - The kynurenic acid analog SZR104 induces cytomorphological changes associated with the anti-inflammatory phenotype in cultured microglia JF - SCIENTIFIC REPORTS J2 - SCI REP VL - 13 PY - 2023 IS - 1 PG - 13 SN - 2045-2322 DO - 10.1038/s41598-023-38107-8 UR - https://m2.mtmt.hu/api/publication/34061805 ID - 34061805 N1 - Department of Cell Biology and Molecular Medicine, University of Szeged, Somogyi utca 4., Szeged, 6720, Hungary ELKH–SZTE Stereochemistry Research Group, Institute of Pharmaceutical Chemistry, University of Szeged, Szeged, 6720, Hungary Institute of Pharmaceutical Chemistry and Interdisciplinary Excellence Center, University of Szeged, Szeged, 6720, Hungary Department of Anatomy, University of Szeged, Szeged, 6724, Hungary Department of Neurology, University of Szeged, Szeged, 6725, Hungary ELKH–SZTE Neuroscience Research Group, Department of Neurology, Interdisciplinary Excellence Center, University of Szeged, Szeged, 6725, Hungary Cited By :2 Export Date: 7 March 2024 Correspondence Address: Gulya, K.; Department of Cell Biology and Molecular Medicine, Somogyi utca 4., Hungary; email: gulyak@bio.u-szeged.hu Funding details: Ministry of Natural Resources, 2.3.2-15-2016-00034, GINOP 2.3.2-15-2016-00030 Funding details: Szent-Györgyi Albert Orvostudományi Kar, Szegedi Tudományegyetem Funding text 1: This work was supported by a grant from the Ministry of National Resources (GINOP 2.3.2-15-2016-00030 and 2.3.2-15-2016-00034) through the European Union Cohesion Fund. At the time of the experiments, NL and GB were PhD students, partly supported by the Theoretical Medicine Doctoral School, Albert Szent-Györgyi Medical School, University of Szeged. The funders had no role in the study design, data collection and analysis, decision to publish or preparation of the manuscript. Open access was provided by the University of Szeged Open Access Fund (6098). AB - We previously showed the anti-inflammatory effects of kynurenic acid (KYNA) and its brain-penetrable analog N -(2-(dimethylamino)ethyl)-3-(morpholinomethyl)-4-hydroxyquinoline-2-carboxamide (SZR104) both in vivo and in vitro. Here, we identified the cytomorphological effects of KYNA and SZR104 in secondary microglial cultures established from newborn rat forebrains. We quantitatively analyzed selected morphological aspects of microglia in control (unchallenged), lipopolysaccharide (LPS)-treated (challenged), KYNA- or SZR104-treated, and LPS + KYNA or LPS + SZR104-treated cultures. Multicolor immunofluorescence labeling followed by morphometric analysis (area, perimeter, transformation index, lacunarity, density, span ratio, maximum span across the convex hull, hull circularity, hull area, hull perimeter, max/min radii, mean radius, diameter of bounding circle, fractal dimension, roughness, circularity) on binary (digital) silhouettes of the microglia revealed their morphological plasticity under experimental conditions. SZR104 and, to a lesser degree, KYNA inhibited proinflammatory phenotypic changes. For example, SZR104 treatment resulted in hypertrophied microglia characterized by a swollen cell body, enlarged perimeter, increased transformation index/decreased circularity, increased convex hull values (area, perimeter, mean radius, maximum span, diameter of the bounding circle and hull circularity), altered box-counting parameters (such as fractal dimension), and increased roughness/decreased density. Taken together, analysis of cytomorphological features could contribute to the characterization of the anti-inflammatory activity of SZR104 on cultured microglia. LA - English DB - MTMT ER - TY - JOUR AU - Faragó, Tünde AU - Remete, Attila Márió AU - Szatmári, István AU - Ambrus, Rita AU - Palkó, Márta TI - The synthesis of pharmacologically important oxindoles via the asymmetric aldol reaction of isatin and the investigation of the organocatalytic activity of new alicyclic β-amino acid derivatives JF - RSC ADVANCES J2 - RSC ADV VL - 13 PY - 2023 IS - 28 SP - 19356 EP - 19365 PG - 10 SN - 2046-2069 DO - 10.1039/D3RA03528J UR - https://m2.mtmt.hu/api/publication/34035454 ID - 34035454 N1 - Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, Szeged, H-6720, Hungary Stereochemistry Research Group, Eötvös Loránd Research Network, University of Szeged, Eötvös u. 6, Szeged, H-6720, Hungary Institute of Pharmaceutical Technology and Regulatory Affairs Faculty of Pharmacy, University of Szeged, Eötvös utca 6, Szeged, H-6720, Hungary Export Date: 24 July 2023 CODEN: RSCAC Correspondence Address: Palkó, M.; Institute of Pharmaceutical Chemistry, Eötvös utca 6, Hungary; email: palko.marta@szte.hu Funding details: ÚNKP-22-3-SZTE-150 Funding details: Hungarian Scientific Research Fund, OTKA, K-138871 Funding details: Nemzeti Kutatási, Fejlesztési és Innovaciós Alap, NKFIA, TKP2021-EGA-32 Funding details: Innovációs és Technológiai Minisztérium Funding text 1: The authors' thanks are due to the Hungarian Research Foundation (OTKA No. K-138871) and the Ministry of Human Capacities, Hungary grant, TKP-2021-EGA-32. T. F: was supported by the ÚNKP-22-3-SZTE-150 New National Excellence Program of the Ministry for Innovation and Technology from the source of the National Research, Development and Innovation Fund. The high-resolution mass spectrometric (HRMS) analysis was performed by Robert Berkecz. Project no. TKP2021-EGA-32 has been implemented with the support provided by the Ministry of Innovation and Technology of Hungary from the National Research, Development and Innovation Fund, financed under the TKP2021-EGA funding scheme. AB - This work involves the synthesis and subsequent development of a number of novel organocatalysts generated from β-amino acids bearing diendo and diexo norbornene skeletons to improve their catalytic characteristics. LA - English DB - MTMT ER - TY - JOUR AU - Simon, Péter AU - Lőrinczi, Bálint AU - Hetényi, Anasztázia AU - Szatmári, István TI - Novel Eco-friendly, One-Pot Method for the Synthesis of Kynurenic Acid Ethyl Esters JF - ACS OMEGA J2 - ACS OMEGA VL - 8 PY - 2023 IS - 20 SP - 17966 EP - 17975 PG - 10 SN - 2470-1343 DO - 10.1021/acsomega.3c01170 UR - https://m2.mtmt.hu/api/publication/33811528 ID - 33811528 LA - English DB - MTMT ER -