@article{MTMT:33709440, title = {Preparation and Evaluation of 6-Gingerol Derivatives as Novel Antioxidants and Antiplatelet Agents}, url = {https://m2.mtmt.hu/api/publication/33709440}, author = {AHMED, Sara Hassan Hassan and Gonda, Tímea and Agbadua, Orinamhe Godwin and Girst, Gábor and Berkecz, Róbert and Kúsz, Norbert and Tsai, Meng-Chun and Wu, Chin-Chung and Balogh, György Tibor and Hunyadi, Attila}, doi = {10.3390/antiox12030744}, journal-iso = {ANTIOXIDANTS-BASEL}, journal = {ANTIOXIDANTS}, volume = {12}, unique-id = {33709440}, abstract = {Ginger (Zingiber officinale) is widely used as a spice and a traditional medicine. Many bioactivities have been reported for its extracts and the isolated compounds, including cardiovascular protective effects. Different pathways were suggested to contribute to these effects, like the inhibition of platelet aggregation. In this study, we synthesised fourteen 6-gingerol derivatives, including eight new compounds, and studied their antiplatelet, COX-1 inhibitor, and antioxidant activities. In silico docking of selected compounds to h-COX-1 enzyme revealed favourable interactions. The investigated 6-gingerol derivatives were also characterised by in silico and experimental physicochemical and blood–brain barrier-related parameters for lead and preclinical candidate selection. 6-Shogaol (2) was identified as the best overall antiplatelet lead, along with compounds 3 and 11 and the new compound 17, which require formulation to optimize their water solubility. Compound 5 was identified as the most potent antioxidant that is also promising for use in the central nervous system (CNS).}, year = {2023}, eissn = {2076-3921}, orcid-numbers = {Berkecz, Róbert/0000-0002-9076-2177; Kúsz, Norbert/0000-0002-9973-6442; Balogh, György Tibor/0000-0003-3347-1880; Hunyadi, Attila/0000-0003-0074-3472} } @CONFERENCE{MTMT:33963414, title = {Phytochemical investigation of a Hungarian sedge, Carex morrowii}, url = {https://m2.mtmt.hu/api/publication/33963414}, author = {Dávid, Csilla Zsuzsanna and Juhász, András and Kúsz, Norbert and Hohmann, Judit and Vasas, Andrea}, booktitle = {4th Symposium of Young Researchers on Pharmacognosy}, doi = {10.14232/syrmpnpr.2023.5}, unique-id = {33963414}, year = {2023}, pages = {11-11}, orcid-numbers = {Kúsz, Norbert/0000-0002-9973-6442; Hohmann, Judit/0000-0002-2887-6392; Vasas, Andrea/0000-0002-1818-7702} } @article{MTMT:33742452, title = {Isolation of compounds from the roots of Ambrosia artemisiifolia and their effects on human cancer cell lines}, url = {https://m2.mtmt.hu/api/publication/33742452}, author = {Ferencz, Elek and Spengler, Gabriella and Zupkó, István and Vollár, Martin and Zomborszki, Zoltán Péter and Kúsz, Norbert and Hohmann, Judit and Kovács, Balázs and Csupor, Dezső and Laczkó-Zöld, Eszter and Csupor-Löffler, Boglárka}, doi = {10.1515/znc-2022-0239}, journal-iso = {Z NATURFORSCH C}, journal = {ZEITSCHRIFT FÜR NATURFORSCHUNG C-A JOURNAL OF BIOSCIENCES}, volume = {78}, unique-id = {33742452}, issn = {0939-5075}, abstract = {Common ragweed (Ambrosia artemisiifolia L.) is an invasive plant in Europe with spreading use in the contemporary folk medicine. The chemical composition of the above-ground parts is extensively studied, however, the metabolites of the roots are less discovered. By multiple chromatographic purification of the root extracts, we isolated thiophene A (1), n-dodecene (2), taraxerol-3-O-acetate (3), α-linoleic acid (4), (+)-pinoresinol (5), and thiophene E (7,10-epithio-7,9-tridecadiene-3,5,11-triyne-1,2-diol) (6). The 1H NMR data published earlier for 1 were supplemented together with the assignment of 13C NMR data. Thiophene E (6), which is reported for the first time from this species, exerted cytotoxic and antiproliferative effects on A-431 epidermoid skin cancer cells, whereas taraxerol-3-O-acetate (3) and α-linoleic acid (4) had slight antiproliferative effect on gynecological cancer cell lines. Thiophene E (6) and taraxerol-3-O-acetate (3) displayed antiproliferative and cytotoxic effects on MRC-5 fibroblast cells. Thiophene E (6) exerted weak antibacterial activity (MIC 25 μg/mL) on MRSA ATCC 43300, on Staphylococcus aureus ATCC 25923, Escherichia coli AG100 and E. coli ATCC 25922 both thiophenes were inactive. Although the isolated compounds exerted no remarkable cytotoxic or antiproliferative activities, the effects on MRC-5 fibroblast cells highlight the necessity of further studies to support the safety of ragweed root.}, keywords = {lignan; RAGWEED; Thiophene; Ambrosia artemisiifolia; sterol}, year = {2023}, eissn = {1865-7125}, pages = {299-305}, orcid-numbers = {Spengler, Gabriella/0000-0001-8085-0950; Zupkó, István/0000-0003-3243-5300; Zomborszki, Zoltán Péter/0000-0002-7412-9793; Kúsz, Norbert/0000-0002-9973-6442; Hohmann, Judit/0000-0002-2887-6392; Csupor, Dezső/0000-0002-4088-3333} } @article{MTMT:34261677, title = {Hybrid molecules of protoflavones and spirooxindole derivatives with selective cytotoxicity against triple-negative breast cancer cells}, url = {https://m2.mtmt.hu/api/publication/34261677}, author = {Girst, Gábor and Lopes, Elizabeth A. and Goncalves, Lidia M. and Espadinha, Margarida and Kúsz, Norbert and Wang, Hui-Chun and Santos, Maria M. M. and Hunyadi, Attila}, doi = {10.1039/d3md00251a}, journal-iso = {RSC MED CHEM}, journal = {RSC MEDICINAL CHEMISTRY}, volume = {14}, unique-id = {34261677}, abstract = {The combination of compounds with complementary bioactivities into hybrid molecules is an emerging concept in drug discovery. In this study, we aimed to synthesize new hybrid compounds based on p53-MDM2/X protein-protein interaction spiropyrazoline oxindole-based inhibitors and ataxia telangiectasia and Rad3-related (ATR) protoflavone-based inhibitors through copper(i) catalysed azide-alkyne cycloaddition. Five new hybrids were prepared along with three representative reference fragments. The compounds were tested against human breast cancer cell lines MCF-7 (hormone-dependent, wild-type p53) and MDA-MB-231 (triple-negative, mutant p53). Most of the new hybrids were more cytotoxic than their reference fragments and several showed 2-4 times selective toxicity against MDA-MB-231 cells. Relevant pharmacological benefit gained from the hybrid coupling was further confirmed by virtual combination index calculations using the Chou method. Compound 13 modulated doxorubicin-induced DNA damage response through inhibiting the ATR-dependent activation of Chk-1, while increasing the activation of Chk-2. Our results suggest that the new hybrids may serve as new leads against triple negative breast cancer.}, year = {2023}, eissn = {2632-8682}, pages = {1778-1786}, orcid-numbers = {Kúsz, Norbert/0000-0002-9973-6442; Hunyadi, Attila/0000-0003-0074-3472} } @article{MTMT:33708328, title = {Isolation and NMR Scaling Factors for the Structure Determination of Lobatolide H, a Flexible Sesquiterpene from Neurolaena lobata}, url = {https://m2.mtmt.hu/api/publication/33708328}, author = {Kovács, Tibor and Lajter, Ildikó and Kúsz, Norbert and Schelz, Zsuzsanna and Bózsity-Faragó, Noémi and Borbás, Anikó and Zupkó, István and Krupitza, Georg and Frisch, Richard and Hohmann, Judit and Vasas, Andrea and Mándi, Attila}, doi = {10.3390/ijms24065841}, journal-iso = {INT J MOL SCI}, journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES}, volume = {24}, unique-id = {33708328}, issn = {1661-6596}, abstract = {A new flexible germacranolide (1, lobatolide H) was isolated from the aerial parts of Neurolaena lobata. The structure elucidation was performed by classical NMR experiments and DFT NMR calculations. Altogether, 80 theoretical level combinations with existing 13C NMR scaling factors were tested, and the best performing ones were applied on 1. 1H and 13C NMR scaling factors were also developed for two combinations utilizing known exomethylene containing derivatives, and the results were complemented by homonuclear coupling constant (JHH) and TDDFT-ECD calculations to elucidate the stereochemistry of 1. Lobatolide H possessed remarkable antiproliferative activity against human cervical tumor cell lines with different HPV status (SiHa and C33A), induced cell cycle disturbance and exhibited a substantial antimigratory effect in SiHa cells.}, keywords = {STEREOCHEMISTRY; ANTIPROLIFERATIVE ACTIVITY; natural product; DFT calculations; ECD calculations; antimigratory effect; NMR shift parameter development}, year = {2023}, eissn = {1422-0067}, orcid-numbers = {Kúsz, Norbert/0000-0002-9973-6442; Schelz, Zsuzsanna/0000-0002-8519-4830; Borbás, Anikó/0000-0001-8462-4547; Zupkó, István/0000-0003-3243-5300; Hohmann, Judit/0000-0002-2887-6392; Vasas, Andrea/0000-0002-1818-7702} } @article{MTMT:33696310, title = {Three novel constituents from the roots of Rhaponticum carthamoides}, url = {https://m2.mtmt.hu/api/publication/33696310}, author = {Zomborszki, Zoltán Péter and Kúsz, Norbert and Hohmann, Judit and Csupor, Dezső}, doi = {10.33892/aph.2023.93.9-14}, journal-iso = {ACTA PHARM HUNG}, journal = {ACTA PHARMACEUTICA HUNGARICA}, volume = {93}, unique-id = {33696310}, issn = {0001-6659}, year = {2023}, eissn = {1587-1495}, pages = {9-14}, orcid-numbers = {Zomborszki, Zoltán Péter/0000-0002-7412-9793; Kúsz, Norbert/0000-0002-9973-6442; Hohmann, Judit/0000-0002-2887-6392; Csupor, Dezső/0000-0002-4088-3333} } @article{MTMT:33100245, title = {Oxidized Resveratrol Metabolites as Potent Antioxidants and Xanthine Oxidase Inhibitors}, url = {https://m2.mtmt.hu/api/publication/33100245}, author = {Agbadua, Orinamhe Godwin and Kúsz, Norbert and Berkecz, Róbert and Gáti, Tamás and Tóth, Gábor and Hunyadi, Attila}, doi = {10.3390/antiox11091832}, journal-iso = {ANTIOXIDANTS-BASEL}, journal = {ANTIOXIDANTS}, volume = {11}, unique-id = {33100245}, abstract = {Resveratrol is a well-known natural polyphenol with a plethora of pharmacological activities. As a potent antioxidant, resveratrol is highly oxidizable and readily reacts with reactive oxygen species (ROS). Such a reaction not only leads to a decrease in ROS levels in a biological environment but may also generate a wide range of metabolites with altered bioactivities. Inspired by this notion, in the current study, our aim was to take a diversity-oriented chemical approach to study the chemical space of oxidized resveratrol metabolites. Chemical oxidation of resveratrol and a bioactivity-guided isolation strategy using xanthine oxidase (XO) and radical scavenging activities led to the isolation of a diverse group of compounds, including a chlorine-substituted compound (2), two iodine-substituted compounds (3 and 4), two viniferins (5 and 6), an ethoxy-substituted compound (7), and two ethoxy-substitute,0d dimers (8 and 9). Compounds 4, 7, 8, and 9 are reported here for the first time. All compounds without ethoxy substitution exerted stronger XO inhibition than their parent compound, resveratrol. By enzyme kinetic and in silico docking studies, compounds 2 and 4 were identified as potent competitive inhibitors of the enzyme, while compound 2 and the viniferins acted as mixed-type inhibitors. Further, compounds 2 and 9 had better DPPH scavenging activity and oxygen radical absorbing capacity than resveratrol. Our results suggest that the antioxidant activity of resveratrol is modulated by the effect of a cascade of chemically stable oxidized metabolites, several of which have significantly altered target specificity as compared to their parent compound.}, year = {2022}, eissn = {2076-3921}, orcid-numbers = {Kúsz, Norbert/0000-0002-9973-6442; Berkecz, Róbert/0000-0002-9076-2177; Hunyadi, Attila/0000-0003-0074-3472} } @article{MTMT:33686916, title = {6-Gingerol Derivatives as Promising Antiplatelet Leads}, url = {https://m2.mtmt.hu/api/publication/33686916}, author = {Ahmed, SHH and Gonda, Tímea and Agbadua, Orinamhe Godwin and Girst, Gábor and Berkecz, Róbert and Kúsz, Norbert and Tsai, M-C and Wu, C-C and Balogh, György Tibor and Hunyadi, Attila}, doi = {10.1055/s-0042-1759193}, journal-iso = {PLANTA MED}, journal = {PLANTA MEDICA: NATURAL PRODUCTS AND MEDICINAL PLANT RESEARCH}, volume = {88}, unique-id = {33686916}, issn = {0032-0943}, year = {2022}, eissn = {1439-0221}, pages = {1514}, orcid-numbers = {Berkecz, Róbert/0000-0002-9076-2177; Kúsz, Norbert/0000-0002-9973-6442; Balogh, György Tibor/0000-0003-3347-1880; Hunyadi, Attila/0000-0003-0074-3472} } @article{MTMT:32779416, title = {Jacaranone Derivatives with Antiproliferative Activity from Crepis pulchra and Relevance of This Group of Plant Metabolites}, url = {https://m2.mtmt.hu/api/publication/32779416}, author = {Dávid, Csilla Zsuzsanna and Kúsz, Norbert and Pinke, Gyula and Kulmány, Ágnes Erika and Zupkó, István and Hohmann, Judit and Vasas, Andrea}, doi = {10.3390/plants11060782}, journal-iso = {PLANTS-BASEL}, journal = {PLANTS-BASEL}, volume = {11}, unique-id = {32779416}, year = {2022}, eissn = {2223-7747}, orcid-numbers = {Kúsz, Norbert/0000-0002-9973-6442; Pinke, Gyula/0000-0002-9956-1363; Zupkó, István/0000-0003-3243-5300; Hohmann, Judit/0000-0002-2887-6392; Vasas, Andrea/0000-0002-1818-7702} } @article{MTMT:33686911, title = {Screening of the antioxidant capacity of Cyperaceae species and isolation of stilbenoids and other phenolic compounds from Carex praecox}, url = {https://m2.mtmt.hu/api/publication/33686911}, author = {Dávid, Csilla Zsuzsanna and Kúsz, Norbert and Stefkó, Dóra and Papp, L and Hohmann, Judit and Vasas, Andrea}, doi = {10.1055/s-0042-1759267}, journal-iso = {PLANTA MED}, journal = {PLANTA MEDICA: NATURAL PRODUCTS AND MEDICINAL PLANT RESEARCH}, volume = {88}, unique-id = {33686911}, issn = {0032-0943}, year = {2022}, eissn = {1439-0221}, pages = {1542}, orcid-numbers = {Kúsz, Norbert/0000-0002-9973-6442; Stefkó, Dóra/0000-0002-5435-546X; Hohmann, Judit/0000-0002-2887-6392; Vasas, Andrea/0000-0002-1818-7702} }