TY - JOUR AU - Bérczi, Bálint AU - Borbásné Farkas, Kornélia AU - Hegyi, Péter AU - Tóth, Barbara AU - Csupor, Dezső AU - Németh, Balázs AU - Lukács, Anita AU - Czumbel, László Márk AU - Kerémi, Beáta AU - Kiss, István AU - Szabó, Andrea AU - Varga, Gábor AU - Gerber, Gábor AU - Gyöngyi, Zoltán TI - Aromatase Inhibitors and Plasma Lipid Changes in Postmenopausal Women with Breast Cancer: A Systematic Review and Meta-Analysis JF - JOURNAL OF CLINICAL MEDICINE J2 - J CLIN MED VL - 13 PY - 2024 IS - 6 PG - 20 SN - 2077-0383 DO - 10.3390/jcm13061818 UR - https://m2.mtmt.hu/api/publication/34760472 ID - 34760472 N1 - Journal Article; Review AB - Background: Women are typically diagnosed with estrogen receptor-positive breast cancer around the postmenopausal period when declining estrogen levels initiate changes in lipid profiles. Aromatase inhibitors (AI) are used to prevent the progression of cancer; however, a further reduction in estrogen levels may have detrimental effects on lipid levels, which was our working hypothesis. Methods: Our meta-analysis was conducted on the lipid profiles of postmenopausal breast cancer patients at baseline and at different treatment time points. Results: We identified 15 studies, including 1708 patients. Studies using anastrozole (ANA), exemestane (EXE), letrozole (LET), and tamoxifen (TMX) were involved. Subgroup analyses revealed that 3- and 12-month administrations of LET and EXE lead to negative changes in lipid profiles that tend to alter the lipid profile undesirably, unlike ANA and TMX. Conclusions: Our results suggest that, despite statistically significant results, EXE and LET may not be sufficient to cause severe dyslipidemia in patients without cardiovascular comorbidities according to the AHA/ACC Guideline on the Management of Blood Cholesterol. However, the results may raise the question of monitoring the effects of AIs in patients, especially those with pre-existing cardiovascular risk factors such as dyslipidemia. LA - English DB - MTMT ER - TY - CHAP AU - Sávai, Gergő AU - Kartali, Tünde AU - Benci, Dániel Attila AU - Patai, Roland AU - Lipinszki, Zoltán AU - Vágvölgyi, Csaba AU - Papp, Tamás TI - Mikovírusok azonosítása Rhizopus fajokban T2 - Biotechnológiai Szakmai Nap Absztraktfüzet PB - Doktoranduszok Országos Szövetsége (DOSZ) CY - Budapest SN - 9786156457448 PY - 2024 UR - https://m2.mtmt.hu/api/publication/34723493 ID - 34723493 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Vágvölgyi, Máté AU - Laczkó, Dávid AU - Santa Maria, Anaraquel AU - Vigh, Judit Piroska AU - Walter, Fruzsina AU - Berkecz, Róbert AU - Deli, Mária Anna AU - Tóth, Gábor AU - Hunyadi, Attila TI - 17-Oxime ethers of oxidized ecdysteroid derivatives modulate oxidative stress in human brain endothelial cells and dose-dependently might protect or damage the blood-brain barrier JF - PLOS ONE J2 - PLOS ONE VL - 19 PY - 2024 IS - 2 PG - 15 SN - 1932-6203 DO - 10.1371/journal.pone.0290526 UR - https://m2.mtmt.hu/api/publication/34691003 ID - 34691003 N1 - Institute of Pharmacognosy, University of Szeged, Szeged, Hungary Institute of Biophysics, HUN-REN Biological Research Centre, Szeged, Hungary Wyss Institute for Biologically Inspired Engineering, Harvard University, Boston, MA, United States Doctoral School of Biology, University of Szeged, Szeged, Hungary Institute of Pharmaceutical Analysis, University of Szeged, Szeged, Hungary NMR Group, Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Budapest, Hungary Interdisciplinary Centre of Natural Products, University of Szeged, Szeged, Hungary HUN-REN-SZTE Biologically Active Natural Products Research Group, Szeged, Hungary Export Date: 18 March 2024 CODEN: POLNC Correspondence Address: Hunyadi, A.; Institute of Pharmacognosy, Hungary; email: hunyadi.attila@szte.hu AB - 20-Hydroxyecdysone and several of its oxidized derivatives exert cytoprotective effect in mammals including humans. Inspired by this bioactivity of ecdysteroids, in the current study it was our aim to prepare a set of sidechain-modified derivatives and to evaluate their potential to protect the blood-brain barrier (BBB) from oxidative stress. Six novel ecdysteroids, including an oxime and five oxime ethers, were obtained through regioselective synthesis from a sidechain-cleaved calonysterone derivative 2 and fully characterized by comprehensive NMR techniques revealing their complete 1 H and 13 C signal assignments. Surprisingly, several compounds sensitized hCMEC/D3 brain microvascular endothelial cells to tert -butyl hydroperoxide (tBHP)-induced oxidative damage as recorded by impedance measurements. Compound 8 , containing a benzyloxime ether moiety in its sidechain, was the only one that exerted a protective effect at a higher, 10 μM concentration, while at lower (10 nM– 1 μM) concentrations it promoted tBHP-induced cellular damage. Brain endothelial cells were protected from tBHP-induced barrier integrity decrease by treatment with 10 μM of compound 8 , which also mitigated the intracellular reactive oxygen species production elevated by tBHP. Based on our results, 17-oxime ethers of oxidized ecdysteroids modulate oxidative stress of the BBB in a way that may point towards unexpected toxicity. Further studies are needed to evaluate any possible risk connected to dietary ecdysteroid consumption and CNS pathologies in which BBB damage plays an important role. LA - English DB - MTMT ER - TY - JOUR AU - Ozsvár, Dániel AU - Bózsity-Faragó, Noémi AU - Zupkó, István AU - Szakonyi, Zsolt TI - Synthesis and Study of the Structure–Activity Relationship of Antiproliferative N-Substituted Isosteviol-Based 1,3-Aminoalcohols JF - PHARMACEUTICALS J2 - PHARMACEUTICALS-BASE VL - 17 PY - 2024 IS - 2 PG - 18 SN - 1424-8247 DO - 10.3390/ph17020262 UR - https://m2.mtmt.hu/api/publication/34666945 ID - 34666945 AB - Starting from isosteviol, a series of diterpenoid 1,3-aminoalcohol derivatives were prepared via stereoselective transformations. The acid-catalysed hydrolysis and rearrangement of natural stevioside produced isosteviol, which was transformed into the key intermediate methyl ester. In the next step, an 1,3-aminoalcohol library was prepared by the reductive amination of the intermediate 3-hydroxyaldehyde obtained from isosteviol in a two-step synthesis. To study the effect of the carboxylate ester function at position 4, the free carboxylic acid, benzyl ester and acryloyl ester analogues were prepared as elongated derivatives in comparison with our earlier results in this field. The antiproliferative activity of compounds against human tumour cell lines (A2780, HeLa, MCF-7 and MDA-MB-231) was investigated. In our preliminary study, the 1,3-aminoalcohol function with N-benzyl or (1H-imidazol-1-yl)-propyl substitution and benzyl ester moiety seemed essential for the reliable antiproliferative activity. The results obtained could be a good starting point to further functionalisation towards more efficient antiproliferative diterpenes. LA - English DB - MTMT ER - TY - JOUR AU - Bai, Dorottya AU - Schelz, Zsuzsanna AU - Boncz, Mária Fanni AU - Zupkó, István AU - Szakonyi, Zsolt TI - Stereoselective Synthesis and Antiproliferative Activity of Steviol-Based Diterpene 1,3-Aminoalcohol Regioisomers JF - MOLECULES J2 - MOLECULES VL - 28 PY - 2023 IS - 24 PG - 22 SN - 1420-3049 DO - 10.3390/molecules28247962 UR - https://m2.mtmt.hu/api/publication/34417276 ID - 34417276 N1 - Interdisciplinary Excellence Center, Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, Szeged, H-6720, Hungary Institute of Pharmacodynamics and Biopharmacy, University of Szeged, Eötvös utca 6, Szeged, H-6720, Hungary Interdisciplinary Centre of Natural Products, University of Szeged, Eötvös utca 6, Szeged, H-6720, Hungary Export Date: 8 January 2024 CODEN: MOLEF Correspondence Address: Szakonyi, Z.; Interdisciplinary Excellence Center, Eötvös utca 6, Hungary; email: schelz.zsuzsanna@szte.hu Chemicals/CAS: steviol, 471-80-7; Amino Alcohols; steviol Funding details: Nemzeti Kutatási Fejlesztési és Innovációs Hivatal, NKFI, K138871, TKP2021-EGA-32 Funding details: Nemzeti Kutatási, Fejlesztési és Innovaciós Alap, NKFIA Funding text 1: We are grateful for financial support from the Hungarian Research Foundation (NKFI K138871). 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 - A series of novel diterpene-type 1,3-aminoalcohols and their regioisomers have been synthesised from natural stevioside in a stereoselective manner. The key intermediate β-keto alcohol was prepared using Wagner–Meerwein rearrangement of the epoxide derived from steviol methyl ester. The primary aminoalcohol was formed via Raney-nickel-catalysed hydrogenation of an oxime, and a versatile library of aminoalcohols was synthesised using a Schiff base with the primary amines. The aminoalcohol regioisomers were prepared from the mesylate of the β-keto alcohols. The corresponding primary aminoalcohol was formed via the palladium-catalysed hydrogenation of hydroxyl-azide, and click reactions of the latter were also carried out. The new compounds were characterised using 1D- and 2D-NMR techniques and HRMS measurements. The in vitro investigations showed high inhibition of cell growth in human cancer cell lines (HeLa, SiHa, A2780, MCF-7 and MDA-MB-231) in the case of naphthalic N-substituted derivatives. The antiproliferative effects were assayed using the MTT method. 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 - Najem, Ayoub AU - Campos, Othon S. AU - Girst, Gábor AU - Mounir, Raji AU - Hunyadi, Attila AU - García-Antón, José AU - Bellaouchou, Abdelkbir AU - Amin, Hatem M. A. AU - Boudalia, Maria TI - Experimental and DFT Atomistic Insights into the Mechanism of Corrosion Protection of Low-Carbon Steel in an Acidic Medium by Polymethoxyflavones from Citrus Peel Waste JF - JOURNAL OF THE ELECTROCHEMICAL SOCIETY J2 - J ELECTROCHEM SOC VL - 170 PY - 2023 IS - 9 PG - 14 SN - 0013-4651 DO - 10.1149/1945-7111/acfa69 UR - https://m2.mtmt.hu/api/publication/34167387 ID - 34167387 AB - Developing green anticorrosive films is gaining great attention in science and engineering. Citrus fruit peels are mainly discarded as waste, although they can be an excellent repository of phytochemicals, that can be exploited as mitigating agents for corrosion. Herein, we report the high anticorrosion activity of a citrus extract for low-carbon steel in 1 M HCl solution at different temperatures. The main extract constituents were identified by MS and NMR. Two polymethoxyflavones (PMFs), namely nobiletin and heptamethoxyflavone, were identified as major constituents of the extract and the crude PMFs-based extract was investigated for corrosion protection. Using potentiodynamic polarization, weight loss and electrochemical impedance spectroscopy (EIS) methods, this extract revealed improved inhibition efficiency of 94%. The inhibition mechanism was elucidated by considering electrochemical kinetics and adsorption thermodynamics. SEM and UV–vis supported the electrochemical results. PMFs-based extract acted as a mixed-type inhibitor with a Langmuir model of adsorption. Importantly, DFT simulations provided atomic-level insights into the inhibition mechanism and unraveled donor-acceptor interactions between the methoxy groups of PMFs and iron atoms, facilitating the formation of a stable inhibition adsorption layer, and thus supporting the experimental findings. In addition to the physical barrier effect of PMF inhibitor, π -back bonding effect between PMF and steel was suggested. LA - English DB - MTMT ER - TY - JOUR AU - Abu Ghazal, Tasneem AU - Veres, Katalin AU - Vidács, Lívia Melinda AU - Szemerédi, Nikoletta AU - Spengler, Gabriella AU - Berkecz, Róbert AU - Hohmann, Judit TI - Furanonaphthoquinones, Diterpenes, and Flavonoids from Sweet Marjoram and Investigation of Antimicrobial, Bacterial Efflux, and Biofilm Formation Inhibitory Activities JF - ACS OMEGA J2 - ACS OMEGA VL - 8 PY - 2023 IS - 38 SP - 34816 EP - 34825 PG - 10 SN - 2470-1343 DO - 10.1021/acsomega.3c03982 UR - https://m2.mtmt.hu/api/publication/34147029 ID - 34147029 N1 - Funding Agency and Grant Number: National Research,Development and Innovation Fund (NKFI), Hungary [K135845]; Ministry of Innovation and Technology of Hungary [TKP2021-EGA-32] Funding text: This research was supported by the National Research,Development and Innovation Fund (NKFI), Hungary (grant number K135845),and by the Ministry of Innovation and Technology of Hungary (grantnumber TKP2021-EGA-32). LA - English DB - MTMT ER - TY - JOUR AU - Senobar Tahaei, Seyyed Ashkan AU - Kulmány, Ágnes Erika AU - Minorics, Renáta AU - Kiss, Anita AU - Szabó, Zoltán AU - Germán, Péter AU - Szebeni, Gábor AU - Gémes, Nikolett AU - Mernyák, Erzsébet AU - Zupkó, István TI - Antiproliferative and Antimetastatic Properties of 16-Azidomethyl Substituted 3-O-Benzyl Estrone Analogs JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES J2 - INT J MOL SCI VL - 24 PY - 2023 IS - 18 PG - 16 SN - 1661-6596 DO - 10.3390/ijms241813749 UR - https://m2.mtmt.hu/api/publication/34131836 ID - 34131836 N1 - Funding Agency and Grant Number: The authors thank Dora Bokor, PharmD, for proofreading the manuscript. Funding text: The authors thank Dora Bokor, PharmD, for proofreading the manuscript. AB - Four diastereomers of 16-azidomethyl substituted 3-O-benzyl estradiol (1–4) and their two estrone analogs (16AABE and 16BABE) were tested for their antiproliferative properties against human gynecological cancer cell lines. The estrones were selected for additional experiments based on their outstanding cell growth-inhibiting activities. Both compounds increased hypodiploid populations of breast cancer cells, and 16AABE elicited cell cycle disturbance as evidenced by flow cytometry. The two analogs substantially increased the rate of tubulin polymerization in vitro. 16AABE and 16BABE inhibited breast cancer cells’ migration and invasive ability, as evidenced by wound healing and Boyden chamber assays. Since both estrone analogs exerted remarkable estrogenic activities, as documented by a luciferase reporter gene assay, they can be considered as promising drug candidates for hormone-independent malignancies. LA - English DB - MTMT ER - TY - PAT AU - Balogh, György Tibor AU - Katona, Gábor AU - Csóka, Ildikó AU - Zupkó, István AU - Nagy, Zoltán Zsolt AU - Kiss, Huba AU - Takács, Ágnes AU - Csorba, Anita TI - Eye drop formulation. An ocular formulation comprising L-Ascorbic 6-palmitate (ASP) is provided. The formulation is useful in situation wherein the maintenance of corneal transparency is at risk e..g. during or after corneal surgeries TS - An ocular formulation comprising L-Ascorbic 6-palmitate (ASP) is provided. The formulation is useful in situation wherein the maintenance of corneal transparency is at risk e..g. during or after corneal surgeries PY - 2023 PG - 30 UR - https://m2.mtmt.hu/api/publication/34066167 ID - 34066167 LA - English DB - MTMT ER -