@article{MTMT:35201147, title = {Synthesis of Tumor Selective Indole and 8-Hydroxyquinoline Skeleton Containing Di-, or Triarylmethanes with Improved Cytotoxic Activity}, url = {https://m2.mtmt.hu/api/publication/35201147}, author = {Hegedűs, Dóra and Szemerédi, Nikoletta and Petrinca, Krisztina and Berkecz, Róbert and Spengler, Gabriella and Szatmári, István}, doi = {10.3390/molecules29174176}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {29}, unique-id = {35201147}, issn = {1420-3049}, abstract = {The reaction between glycine-type aminonaphthol derivatives substituted with 2- or 1-naphthol and indole or 7-azaindole has been tested. Starting from 2-naphthol as a precursor, the reaction led to the formation of ring-closed products, while in the case of a 1-naphthol-type precursor, the desired biaryl ester was isolated. The synthesis of a bifunctional precursor starting from 5-chloro-8-hydroxyquinoline, morpholine, and ethyl glyoxylate via modified Mannich reaction is reported. The formed Mannich base 10 was subjected to give bioconjugates with indole and 7-azaindole. The effect of the aldehyde component and the amine part of the Mannich base on the synthetic pathway was also investigated. In favor of having a preliminary overview of the structure-activity relationships, the derivatives have been tested on cancer and normal cell lines. In the case of bioconjugate 16, as the most powerful scaffold in the series bearing indole and a 5-chloro-8-hydroxyquinoline skeleton, a potent toxic activity against the resistant Colo320 colon adenocarcinoma cell line was observed. Furthermore, this derivative was selective towards cancer cell lines showing no toxicity on non-tumor fibroblast cells.}, year = {2024}, eissn = {1420-3049}, orcid-numbers = {Berkecz, Róbert/0000-0002-9076-2177; Spengler, Gabriella/0000-0001-8085-0950; Szatmári, István/0000-0002-8571-5229} } @article{MTMT:35156158, title = {Phytochemical Investigation of Carex praecox Schreb. and ACE-Inhibitory Activity of Oligomer Stilbenes of the Plant}, url = {https://m2.mtmt.hu/api/publication/35156158}, author = {Dávid, Csilla Zsuzsanna and Kúsz, Norbert and Agbadua, Orinamhe Godwin and Berkecz, Róbert and Kincses, Annamária and Spengler, Gabriella and Hunyadi, Attila and Hohmann, Judit and Vasas, Andrea}, doi = {10.3390/molecules29143427}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {29}, unique-id = {35156158}, issn = {1420-3049}, abstract = {Phenolic compounds are the main special metabolites of Cyperaceae species from phytochemical, pharmacological, and chemotaxonomical points of view. The present study focused on the isolation, structure determination, and pharmacological investigation of constituents from Carex praecox. Twenty-six compounds, including lignans, stilbenes, flavonoids, megastigmanes, chromenes, and phenylpropanoids, were identified from the methanol extract of the plant. Five of these compounds, namely, carexines A–E, are previously undescribed natural products. All compounds were isolated for the first time from C. praecox. The ACE-inhibitory activity of seven stilbenoid compounds was tested, and (–)-hopeaphenol proved to be the most active (IC50 7.7 ± 0.9 μM). The enzyme–kinetic studies revealed a mixed-type inhibition; therefore, domain-specific studies were also conducted. The in silico docking of (–)-hopeaphenol to the ACE affirmed some favorable interactions. In addition, the antiproliferative and antibacterial effects of some compounds were also evaluated.}, year = {2024}, eissn = {1420-3049}, orcid-numbers = {Kúsz, Norbert/0000-0002-9973-6442; Berkecz, Róbert/0000-0002-9076-2177; Kincses, Annamária/0000-0002-1591-1419; Spengler, Gabriella/0000-0001-8085-0950; Hunyadi, Attila/0000-0003-0074-3472; Hohmann, Judit/0000-0002-2887-6392; Vasas, Andrea/0000-0002-1818-7702} } @article{MTMT:35135372, title = {pH-Triggered Hydrogel Nanoparticles for Efficient Anticancer Drug Delivery and Bioimaging Applications}, url = {https://m2.mtmt.hu/api/publication/35135372}, author = {Amin, Keristina and Imre-Deák, Ágota and Csanády, Miklós ifj. and Szemerédi, Nikoletta and Szabó, Diána and Turcsányi, Árpád and Ungor, Ditta Anita and Spengler, Gabriella and Rovó, László and Janovák, László}, doi = {10.3390/pharmaceutics16070931}, journal-iso = {PHARMACEUTICS}, journal = {PHARMACEUTICS}, volume = {16}, unique-id = {35135372}, issn = {1999-4923}, abstract = {In this work, we developed multifunctional hydrogel nanoparticles (NPs) that can encapsulate anticancer drugs and imaging contrast agents as well. Mitomycin C (MMC) and rhodamine B (RB) were selected as models for anticancer drugs and imaging contrasting agents, respectively. Both MMC and RB were linked to the succinated polyvinyl alcohol polymer (PVA-SA). The selected labeled hydrogel NPs ((0.5% RB)-PVA-SA NPs and (1.5% RB)-PVA-SA NPs) improved the RB quantum yield from 29.8% to a minimum of 42.7%. Moreover, they showed higher emission stability compared to free RB when they were repeatedly excited at 554 nm for 2 h. Furthermore, the dye polymeric interactions significantly increased the RB fluorescence lifetime by approximately twofold. All these optical properties pave the way for our labeled hydrogel NPs to be used in imaging-guided therapy. For the labeled MMC-loaded NPs, the MMC-binding efficiency was found to be exceedingly high in all synthesized samples: a minimum of 92% was achieved. In addition, the obtained pH-dependent drug release profiles as well as the cytotoxicity evaluation demonstrated the high potential of releasing MMC under acidic cancerous conditions. Moreover, the in vitro cellular uptake experiment confirmed the accumulation of MMC NPs throughout the cytoplasm.}, year = {2024}, eissn = {1999-4923}, orcid-numbers = {Imre-Deák, Ágota/0000-0002-6781-1727; Ungor, Ditta Anita/0000-0002-7659-0428; Spengler, Gabriella/0000-0001-8085-0950; Rovó, László/0000-0003-1782-1756; Janovák, László/0000-0002-2066-319X} } @article{MTMT:35084516, title = {Impact of V9302, a Competitive Antagonist of Transmembrane Glutamine Flux on Reversal of Resistance in Breast Cancer Cell Lines}, url = {https://m2.mtmt.hu/api/publication/35084516}, author = {Szemerédi, Nikoletta and Schelz, Zsuzsanna and Horváth, Dária Antónia and Rácz, Bálint and Szatmári, András G. and Abdallah, Hiba Faroug Muddather and Bózsity-Faragó, Noémi and Zupkó, István and Spengler, Gabriella}, doi = {10.3390/pharmaceutics16070877}, journal-iso = {PHARMACEUTICS}, journal = {PHARMACEUTICS}, volume = {16}, unique-id = {35084516}, issn = {1999-4923}, abstract = {Chemotherapy is a known treatment modality that improves the long-term survival of breast cancer patients. However, due to the resistance to numerous anticancer drugs, alternative chemotherapeutic strategies are required. Regarding antimetabolic drugs, several compounds have proven anticancer properties, such as statins. The present study aimed to investigate the in vitro effects of V9302, a competitive antagonist of glutamine flux, on different subtypes of breast cancers (estrogen, progesterone, and HER2 receptor-positive or negative, and Pgp-negative and Pgp-overexpressing). The interactions of V9302 with standard chemotherapeutic drugs (doxorubicin and cisplatin) were also determined by MTT staining on breast cancer cell lines. Furthermore, the influence of V9302 on the cell cycle of MCF-7 and its Pgp-overexpressing counterpart KCR was monitored by flow cytometry. It was shown that V9302 exerted synergistic interactions with doxorubicin in all breast cancer cell lines. In cell cycle analysis, the KCR cell line was more sensitive to V9302. After 48 h, cell proliferation was completely blocked, and elevated G1, suppressed S, and decreased G2/M could be detected. Inhibition of glutamate transport can be assumed to block resistance related to Pgp.}, year = {2024}, eissn = {1999-4923}, orcid-numbers = {Schelz, Zsuzsanna/0000-0002-8519-4830; Rácz, Bálint/0000-0003-0088-3408; Abdallah, Hiba Faroug Muddather/0000-0001-8472-330X; Zupkó, István/0000-0003-3243-5300; Spengler, Gabriella/0000-0001-8085-0950} } @article{MTMT:35078258, title = {Preparation of dearomatized p‐coumaric acid derivatives as DNA damage response inhibitors with potent in vitro antitumor effect}, url = {https://m2.mtmt.hu/api/publication/35078258}, author = {Fási, Laura and Gonda, Tímea and Crul-Tóth, Noémi and Vass, Máté and Gyovai, András and Nagy, Viktória and Ocsovszki, Imre and Zupkó, István and Kúsz, Norbert and Nové, Márta and Spengler, Gabriella and Berkecz, Róbert and Wang, Hui-Chun and Chang, Fang-Rong and Hunyadi, Attila}, doi = {10.1002/cmdc.202300675}, journal-iso = {CHEMMEDCHEM}, journal = {CHEMMEDCHEM}, unique-id = {35078258}, issn = {1860-7179}, abstract = {Our research group previously identified graviquinone (1) as a promising antitumor metabolite that is formed in situ when the antioxidant methyl caffeate scavenges free radicals. Furthermore, it exerted a DNA damaging effect on cancer cells and a DNA protective effect on normal keratinocytes. To expand and explore chemical space around qraviquinone, in the current work we synthesized 9 new alkyl‐substituted derivatives and tested their in vitro antitumor potential. All new compounds bypassed ABCB1‐mediated multidrug resistance and showed highly different cell line specificity compared with 1. All compounds were more potent in MDA‐MB‐231 than on MCF‐7 cells. The n‐butyl‐substituted derivatives 2 and 8 modulated the cell cycle and inhibited the ATR‐mediated phosphorylation of checkpoint kinase‐1 in MCF‐7 cells. As a significant expansion of our previous findings, our results highlight the potential antitumor value of alkyl‐substituted graviquinone derivatives.}, year = {2024}, eissn = {1860-7187}, orcid-numbers = {Gyovai, András/0000-0003-2316-2160; Ocsovszki, Imre/0000-0003-1290-996X; Zupkó, István/0000-0003-3243-5300; Kúsz, Norbert/0000-0002-9973-6442; Spengler, Gabriella/0000-0001-8085-0950; Berkecz, Róbert/0000-0002-9076-2177; Hunyadi, Attila/0000-0003-0074-3472} } @article{MTMT:35073455, title = {Leptochelins A–C, Cytotoxic Metallophores Produced by Geographically Dispersed Leptothoe Strains of Marine Cyanobacteria}, url = {https://m2.mtmt.hu/api/publication/35073455}, author = {Avalon, Nicole E. and Reis, Mariana A. and Thornburg, Christopher C. and Williamson, R. Thomas and Petras, Daniel and Aron, Allegra T. and Neuhaus, George F. and Al-Hindy, Momen and Mitrevska, Jana and Ferreira, Leonor and Morais, João and El Abiead, Yasin and Glukhov, Evgenia and Alexander, Kelsey L. and Vulpanovici, F. Alexandra and Bertin, Matthew J. and Whitner, Syrena and Choi, Hyukjae and Spengler, Gabriella and Blinov, Kirill and Almohammadi, Ameen M. and Shaala, Lamiaa A. and Kew, William R. and Paša-Tolić, Ljiljana and Youssef, Diaa T. A. and Dorrestein, Pieter C. and Vasconcelos, Vitor and Gerwick, Lena and McPhail, Kerry L. and Gerwick, William H.}, doi = {10.1021/jacs.4c05399}, journal-iso = {J AM CHEM SOC}, journal = {JOURNAL OF THE AMERICAN CHEMICAL SOCIETY}, volume = {146}, unique-id = {35073455}, issn = {0002-7863}, year = {2024}, eissn = {1520-5126}, pages = {18626-18638}, orcid-numbers = {Avalon, Nicole E./0000-0003-3588-892X; Thornburg, Christopher C./0000-0002-4657-6895; Williamson, R. Thomas/0000-0001-7450-3135; Petras, Daniel/0000-0002-6561-3022; Neuhaus, George F./0000-0003-2303-365X; El Abiead, Yasin/0000-0003-4392-7706; Alexander, Kelsey L./0000-0002-4727-5349; Bertin, Matthew J./0000-0002-2200-0277; Spengler, Gabriella/0000-0001-8085-0950; Kew, William R./0000-0002-4281-4630; Dorrestein, Pieter C./0000-0002-3003-1030; Gerwick, Lena/0000-0001-6108-9000; McPhail, Kerry L./0000-0003-2076-1002; Gerwick, William H./0000-0003-1403-4458} } @CONFERENCE{MTMT:34895923, title = {Ethnobotanical Survey, Antibacterial and Antitumor Screening of Indonesian Euphorbiaceae Species and Phytochemical Investigation of Euphorbia atoto}, url = {https://m2.mtmt.hu/api/publication/34895923}, author = {Wirasisya, Dyke Gita and Kincses, Annamária and Nikolett, Szemerédi and Spengler, Gabriella and Barta, Anita and I, Gde Mertha and Hohmann, Judit}, booktitle = {Congressus Pharmaceuticus Hungaricus XVII. and EUFEPS Annual Meeting 2024}, unique-id = {34895923}, year = {2024}, pages = {447-448}, orcid-numbers = {Kincses, Annamária/0000-0002-1591-1419; Spengler, Gabriella/0000-0001-8085-0950; Hohmann, Judit/0000-0002-2887-6392} } @article{MTMT:34889220, title = {Synthesis and Antibacterial Evaluation of Novel Small-Molecule Antibacterials of a Reduced Acridine Structure in S. aureus StrainsIncluding MRSA}, url = {https://m2.mtmt.hu/api/publication/34889220}, author = {Werner, Peter and Kreutzer, David and Szemerédi, Nikoletta and Spengler, Gabriella and Hilgeroth, Andreas}, doi = {10.2174/0115734064302048240424045239}, journal-iso = {MED CHEM}, journal = {MEDICINAL CHEMISTRY}, volume = {20}, unique-id = {34889220}, issn = {1573-4064}, year = {2024}, eissn = {1875-6638}, pages = {831-838}, orcid-numbers = {Spengler, Gabriella/0000-0001-8085-0950} } @article{MTMT:34889201, title = {Evaluation of Novel Benzo-annelated 1,4-dihydropyridines as MDR Modulators in Cancer Cells}, url = {https://m2.mtmt.hu/api/publication/34889201}, author = {Werner, Peter and Szemerédi, Nikoletta and Spengler, Gabriella and Hilgeroth, Andreas}, doi = {10.2174/0118715206314406240502054139}, journal-iso = {ANTI-CANCER AGENT ME}, journal = {ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY}, volume = {24}, unique-id = {34889201}, issn = {1871-5206}, year = {2024}, eissn = {1875-5992}, pages = {1047-1055}, orcid-numbers = {Spengler, Gabriella/0000-0001-8085-0950} } @article{MTMT:34753868, title = {Nitrogen-containing andrographolide derivatives with multidrug resistance reversal effects in cancer cells}, url = {https://m2.mtmt.hu/api/publication/34753868}, author = {Ribeiro, Joana R. L. and Szemerédi, Nikoletta and Gonçalves, Bruno M. F. and Spengler, Gabriella and Afonso, Carlos A. M. and Ferreira, Maria-José U.}, doi = {10.1039/D3MD00711A}, journal-iso = {RSC MED CHEM}, journal = {RSC MEDICINAL CHEMISTRY}, volume = {15}, unique-id = {34753868}, abstract = {A set of twenty-three new andrographolide derivatives, bearing a nitrogen-containing moiety, is reported. Several derivatives were found to be promising leads for reversing cancer multidrug resistance.}, year = {2024}, eissn = {2632-8682}, pages = {1348-1361}, orcid-numbers = {Gonçalves, Bruno M. F./0000-0002-3137-5329; Spengler, Gabriella/0000-0001-8085-0950; Afonso, Carlos A. M./0000-0002-7284-5948; Ferreira, Maria-José U./0000-0002-8742-1486} }