@article{MTMT:34840288,
	title = {A Novel 2-Methoxyestradiol Derivative: Disrupting Mitosis-Inhibiting Cell Motility and Inducing Apoptosis in HeLa Cells In Vitro},
	url = {https://m2.mtmt.hu/api/publication/34840288},
	author = {Njangiru, Isaac Kinyua and Bózsity-Faragó, Noémi and Resch, Vivien Erzsébet and Paragi, Gábor and Nagyné Frank, Éva and Balogh, György Tibor and Zupkó, István and Minorics, Renáta},
	doi = {10.3390/pharmaceutics16050622},
	journal-iso = {PHARMACEUTICS},
	journal = {PHARMACEUTICS},
	volume = {16},
	unique-id = {34840288},
	issn = {1999-4923},
	abstract = {The clinical application of 2-methoxyestradiol (2ME) in cancer therapy has been limited by its low solubility and rapid metabolism. Derivatives of 2ME have been synthesised to enhance bioavailability and decrease hepatic metabolism. Compound 4a, an analog of 2ME, has demonstrated exceptional pharmacological activity, in addition to promising pharmacokinetic profile. Our study, therefore, aimed at exploring the anticancer effects of 4a on the cervical cancer cell line, HeLa. Compound 4a exhibited a significant and dose-dependent antimetastatic and antiinvasive impact on HeLa cells, as determined by wound-healing and Boyden chamber assays, respectively. Hoechst/Propidium iodide (HOPI) double staining showcased a substantial induction of apoptosis via 4a, with minimal necrotic effect. Flow cytometry revealed a significant G2/M phase arrest, accompanied by a noteworthy rise in the sub-G1 cell population, indicating apoptosis, 18 h post-treatment. Moreover, a cell-independent tubulin polymerisation assay illustrated compound 4a’s ability to stabilise microtubules by promoting tubulin polymerisation. Molecular modelling experiments depicted that 4a interacts with the colchicine-binding site, nestled between the α and β tubulin dimers. Furthermore, 4a displayed an affinity for binding to and activating ER-α, as demonstrated by the luciferase reporter assay. These findings underscore the potential of 4a in inhibiting HPV18+ cervical cancer proliferation and cellular motility.},
	year = {2024},
	eissn = {1999-4923},
	orcid-numbers = {Paragi, Gábor/0000-0001-5408-1748; Nagyné Frank, Éva/0000-0002-1332-0551; Balogh, György Tibor/0000-0003-3347-1880; Zupkó, István/0000-0003-3243-5300; Minorics, Renáta/0000-0001-9685-813X}
}

@article{MTMT:34601216,
	title = {Organometallic Ru(II), Rh(III) and Re(I) complexes of sterane-based bidentate ligands: Synthesis, solution speciation, interaction with biomolecules and anticancer activity},
	url = {https://m2.mtmt.hu/api/publication/34601216},
	author = {Pivarcsik, Tamás and Kiss, Márton Attila and Rapuš, Uroš and Kljun, Jakob and Spengler, Gabriella and Nagyné Frank, Éva and Turel, Iztok and Enyedy, Éva Anna},
	doi = {10.1039/D3DT04138G},
	journal-iso = {DALTON T},
	journal = {DALTON TRANSACTIONS},
	volume = {53},
	unique-id = {34601216},
	issn = {1477-9226},
	abstract = {In this study, we present the synthesis, characterization and in vitro cytotoxicity of six organometallic [Ru(II)(η6-p-cymene)(N,N)Cl]Cl, [Rh(III)(η5-C5Me5)(N,N)Cl]Cl and [Re(I)(CO)3(N,N)Cl] complexes, in which the (N,N) ligands are sterane-based 2,2’-bipyridine derivatives (4-Me-bpy-St-OH,...},
	year = {2024},
	eissn = {1477-9234},
	pages = {4984-5000},
	orcid-numbers = {Spengler, Gabriella/0000-0001-8085-0950; Nagyné Frank, Éva/0000-0002-1332-0551; Enyedy, Éva Anna/0000-0002-8058-8128}
}

@article{MTMT:34556458,
	title = {Comparative Solution Equilibrium Studies on Anticancer Estradiol-Based Conjugates and Their Copper Complexes},
	url = {https://m2.mtmt.hu/api/publication/34556458},
	author = {Enyedy, Éva Anna and Giricz, Anett and Petrasheuskaya, Tatsiana and Mészáros, János Péter and May, Nóra Veronika and Spengler, Gabriella and Kovács, Ferenc and Molnár, Barnabás and Nagyné Frank, Éva},
	doi = {10.3390/inorganics12020049},
	journal-iso = {INORGANICS},
	journal = {INORGANICS},
	volume = {12},
	unique-id = {34556458},
	abstract = {Steroids are often considered valuable molecular tools for the development of anticancer agents with improved pharmacological properties. Conjugation of metal chelating moieties with a lipophilic sterane backbone is a viable option to obtain novel anticancer compounds. In this work, two estradiol-based hybrid molecules (PMA-E2 and DMA-E2) with an (N,N,O) binding motif and their Cu(II) complexes were developed. The lipophilicity, solubility, and acid-base properties of the novel ligands were determined by the combined use of UV-visible spectrophotometry, pH-potentiometry, and 1H NMR spectroscopy. The solution speciation and redox activity of the Cu(II) complexes were also investigated by means of UV-visible and electron paramagnetic resonance spectroscopy. Two structurally analogous ligands (PMAP and DMAP) were also included in the studies for better interpretation of the solution chemical data obtained. Three pKa values were determined for all ligands, revealing the order of the deprotonation steps: pyridinium-NH+ or NH(CH3)2+, secondary NH2+, and OH. The dimethylamine derivatives (DMA-E2, DMAP) are found in their H2L+ forms in solution at pH 7.4, whereas the fraction of the neutral HL species is significant (34–37%) in the case of the pyridine nitrogen-containing derivatives (PMA-E2, PMAP). Both estradiol derivatives were moderately cytotoxic in human breast (MCF-7) and colon adenocarcinoma (Colo-205) cells (IC50 = 30–63 μM). They form highly stable complexes with Cu(II) ions capable of oxidizing ascorbate and glutathione. These Cu(II) complexes are somewhat more cytotoxic (IC50 = 15–45 μM) than their corresponding ligands and show a better selectivity profile.},
	year = {2024},
	eissn = {2304-6740},
	orcid-numbers = {Enyedy, Éva Anna/0000-0002-8058-8128; Mészáros, János Péter/0000-0001-6301-5259; May, Nóra Veronika/0000-0003-4770-4681; Spengler, Gabriella/0000-0001-8085-0950; Nagyné Frank, Éva/0000-0002-1332-0551}
}

@article{MTMT:34600758,
	title = {Short Lecture "Preparation and antitumor investigation of new nature- inspired estradiol-protoflavone hybrids"},
	url = {https://m2.mtmt.hu/api/publication/34600758},
	author = {Girst, Gabor and Molnar, Barnabas and Nagyné Frank, Éva and Minorics, Renáta and Zupko, Istvan and Wang, Hui-Chun and Hunyadi, Attila},
	doi = {10.1055/s-0043-1773817},
	journal-iso = {PLANTA MED},
	journal = {PLANTA MEDICA: NATURAL PRODUCTS AND MEDICINAL PLANT RESEARCH},
	volume = {89},
	unique-id = {34600758},
	issn = {0032-0943},
	year = {2023},
	eissn = {1439-0221},
	pages = {1278-1279},
	orcid-numbers = {Nagyné Frank, Éva/0000-0002-1332-0551; Minorics, Renáta/0000-0001-9685-813X}
}

@article{MTMT:34147665,
	title = {Medicinal Chemistry‐driven Approach to Novel 2‐Substituted Benzoxazole – Estradiol Chimeras: Synthesis, Anticancer Activity and Early ADME Profile},
	url = {https://m2.mtmt.hu/api/publication/34147665},
	author = {Kovács, Ferenc and Huliák, Ildikó and Árva, Hédi and Csontné Kiricsi, Mónika and Erdős, Dóra and Kocsis, Marianna and Takács, Gergely and Balogh, György Tibor and Nagyné Frank, Éva},
	doi = {10.1002/cmdc.202300352},
	journal-iso = {CHEMMEDCHEM},
	journal = {CHEMMEDCHEM},
	volume = {18},
	unique-id = {34147665},
	issn = {1860-7179},
	abstract = {The efficient synthesis of novel estradiol‐based A‐ring‐fused oxazole derivatives, which can be considered as benzoxazole‐steroid domain‐integrated hybrids containing a common benzene structural motif, is described. The target compounds were prepared from steroidal 2‐aminophenol precursors by heterocycle formation or functional group interconversion (FGI) strategies. According to 2D projection‐based t‐distributed stochastic neighbor embedding (t‐SNE), the novel molecules were proved to represent a new chemical space among steroid drugs. They were characterized based on critical physicochemical parameters using in silico and experimental data. The performance of the compounds to inhibit cell proliferation was tested on four human cancer cell lines and non‐cancerous cells. Further examinations were performed to reveal IC50 and lipophilic ligand efficiency (LLE) values, cancer cell selectivity, and apoptosis‐triggering features. Pharmacological tests and LLE metric revealed that some derivatives, especially the 2‐(4‐ethylpiperazin‐1‐yl)oxazole derivative exhibit strong anticancer activity and trigger the apoptosis of cancer cells with relatively low promiscuity risk similarly to the structurally most closely‐related and intensively studied anticancer agent, 2‐methoxy‐estradiol.},
	year = {2023},
	eissn = {1860-7187},
	orcid-numbers = {Csontné Kiricsi, Mónika/0000-0002-8416-2052; Balogh, György Tibor/0000-0003-3347-1880; Nagyné Frank, Éva/0000-0002-1332-0551}
}

@article{MTMT:34075504,
	title = {Dynamics of hydroxide-ion-driven reversible autocatalytic networks},
	url = {https://m2.mtmt.hu/api/publication/34075504},
	author = {Lantos, Emese and Mótyán, Gergő and Nagyné Frank, Éva and Eelkema, Rienk and van Esch, Jan and Horváth, Dezső and Tóth, Ágota},
	doi = {10.1039/D3RA04215D},
	journal-iso = {RSC ADV},
	journal = {RSC ADVANCES},
	volume = {13},
	unique-id = {34075504},
	issn = {2046-2069},
	abstract = {An autocatalytic reaction network is designed utilising the interplay of hydroxide concentration dependent reactions and acid–base equilibria of imine hydrolysis.},
	year = {2023},
	eissn = {2046-2069},
	pages = {20243-20247},
	orcid-numbers = {Mótyán, Gergő/0000-0002-0741-106X; Nagyné Frank, Éva/0000-0002-1332-0551; Eelkema, Rienk/0000-0002-2626-6371; Horváth, Dezső/0000-0003-3852-6879; Tóth, Ágota/0000-0001-8254-6354}
}

@article{MTMT:34070423,
	title = {P-01.1-10 Semi-synthetic dihydrotestosterone derivatives modulate inherent multidrug resistance and sensitize colon cancer cells to chemotherapy},
	url = {https://m2.mtmt.hu/api/publication/34070423},
	author = {Nagy, Ferenc István and Gopisetty, Mohana Krishna and Huliák, Ildikó and Nagyné Frank, Éva and Csontné Kiricsi, Mónika},
	doi = {10.1002/2211-5463.13646},
	journal-iso = {FEBS OPEN BIO},
	journal = {FEBS OPEN BIO},
	volume = {13},
	unique-id = {34070423},
	issn = {2211-5463},
	year = {2023},
	eissn = {2211-5463},
	pages = {66-66},
	orcid-numbers = {Gopisetty, Mohana Krishna/0000-0002-4310-3478; Nagyné Frank, Éva/0000-0002-1332-0551; Csontné Kiricsi, Mónika/0000-0002-8416-2052}
}

@article{MTMT:33766902,
	title = {Dihydrotestosterone-based A-ring-fused pyridines: microwave-assisted synthesis and biological evaluation in prostate cancer cells compared to structurally related quinolines},
	url = {https://m2.mtmt.hu/api/publication/33766902},
	author = {Kiss, Márton Attila and Peřina, Miroslav and Bereczki, Laura and Baji, Ádám and Bělíček, Jakub and Jorda, Radek and Nagyné Frank, Éva},
	doi = {10.1016/j.jsbmb.2023.106315},
	journal-iso = {J STEROID BIOCHEM MOL BIOL},
	journal = {JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY},
	volume = {231},
	unique-id = {33766902},
	issn = {0960-0760},
	year = {2023},
	eissn = {1879-1220},
	orcid-numbers = {Nagyné Frank, Éva/0000-0002-1332-0551}
}

@article{MTMT:33744665,
	title = {A comparative study on the metal complexes of an anticancer estradiol-hydroxamate conjugate and salicylhydroxamic acid},
	url = {https://m2.mtmt.hu/api/publication/33744665},
	author = {Mészáros, János Péter and Kovács, Hilda and Spengler, Gabriella and Kovács, Ferenc and Nagyné Frank, Éva and Enyedy, Éva Anna},
	doi = {10.1016/j.jinorgbio.2023.112223},
	journal-iso = {J INORG BIOCHEM},
	journal = {JOURNAL OF INORGANIC BIOCHEMISTRY},
	volume = {244},
	unique-id = {33744665},
	issn = {0162-0134},
	year = {2023},
	eissn = {1873-3344},
	orcid-numbers = {Mészáros, János Péter/0000-0001-6301-5259; Spengler, Gabriella/0000-0001-8085-0950; Nagyné Frank, Éva/0000-0002-1332-0551; Enyedy, Éva Anna/0000-0002-8058-8128}
}

@article{MTMT:33634274,
	title = {Semi-Synthetic Dihydrotestosterone Derivatives Modulate Inherent Multidrug Resistance and Sensitize Colon Cancer Cells to Chemotherapy},
	url = {https://m2.mtmt.hu/api/publication/33634274},
	author = {Nagy, Ferenc István and Adamecz, Dóra Izabella and Baji, Ádám and Kiricsi, Ágnes and Huliák, Ildikó and Rónavári, Andrea and Kónya, Zoltán and Nagyné Frank, Éva and Gopisetty, Mohana Krishna and Csontné Kiricsi, Mónika},
	doi = {10.3390/pharmaceutics15020584},
	journal-iso = {PHARMACEUTICS},
	journal = {PHARMACEUTICS},
	volume = {15},
	unique-id = {33634274},
	issn = {1999-4923},
	abstract = {Multidrug resistance (MDR) is a serious hurdle to successful cancer therapy. Here, we examined the efficiency of novel semi-synthetic dihydrotestosterone derivatives, more specifically androstano-arylpyrimidines in inhibiting the efflux activity of ATP-binding cassette (ABC) transporters and sensitizing inherently MDR colon cancer cells to various chemotherapy drugs. Using the Rhodamine123 accumulation assay, we evaluated the efflux activity of cancer cells following treatments with androstano-arylpyrimidines. We found that acetylated compounds were capable of attenuating the membrane efflux of inherently MDR cells; however, deacetylated counterparts were ineffective. To delineate the possible molecular mechanisms underlying these unique activities of androstano-arylpyrimidines, the degree of apoptosis induction was assessed by AnnexinV-based assays, both upon the individual as well as by steroid and chemotherapy agent combination treatments. Five dihydrotestosterone derivatives applied in combination with Doxorubicin or Epirubicin triggered massive apoptosis in MDR cells, and these combinations were more efficient than chemotherapy drugs together with Verapamil. Furthermore, our results revealed that androstano-arylpyrimidines induced significant endoplasmic reticulum stress (ER stress) but did not notably modulate ABC transporter expression. Therefore, ER stress triggered by acetylated androstano-arylpyrimidines is probably involved in the mechanism of efflux pump inhibition and drug sensitization which can be targeted in future drug developments to defeat inherently multidrug-resistant cancer.},
	year = {2023},
	eissn = {1999-4923},
	orcid-numbers = {Adamecz, Dóra Izabella/0000-0002-1883-9600; Rónavári, Andrea/0000-0001-7054-0975; Kónya, Zoltán/0000-0002-9406-8596; Nagyné Frank, Éva/0000-0002-1332-0551; Gopisetty, Mohana Krishna/0000-0002-4310-3478; Csontné Kiricsi, Mónika/0000-0002-8416-2052}
}