@article{MTMT:34131836,
	title = {Antiproliferative and Antimetastatic Properties of 16-Azidomethyl Substituted 3-O-Benzyl Estrone Analogs},
	url = {https://m2.mtmt.hu/api/publication/34131836},
	author = {Senobar Tahaei, Seyyed Ashkan and Kulmány, Ágnes Erika and Minorics, Renáta and Kiss, Anita and Szabó, Zoltán and Germán, Péter and Szebeni, Gábor and Gémes, Nikolett and Mernyák, Erzsébet and Zupkó, István},
	doi = {10.3390/ijms241813749},
	journal-iso = {INT J MOL SCI},
	journal = {INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES},
	volume = {24},
	unique-id = {34131836},
	issn = {1661-6596},
	abstract = {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.},
	year = {2023},
	eissn = {1422-0067},
	orcid-numbers = {Minorics, Renáta/0000-0001-9685-813X; Kiss, Anita/0000-0003-3352-0996; Szabó, Zoltán/0000-0001-8278-8038; Szebeni, Gábor/0000-0002-6998-5632; Mernyák, Erzsébet/0000-0003-4494-1817; Zupkó, István/0000-0003-3243-5300}
}

@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}
}

@mastersthesis{MTMT:32737754,
	title = {Characterization of antiproliferative and antimetastatic properties of novel androstane derivatives [Új androsztán származékok antiproliferatív és antimetasztatikus tulajdonságainak vizsgálata]},
	url = {https://m2.mtmt.hu/api/publication/32737754},
	author = {Kulmány, Ágnes Erika},
	doi = {10.14232/phd.11033},
	publisher = {SZTE},
	unique-id = {32737754},
	year = {2022}
}

@article{MTMT:32196015,
	title = {Heterocyclic androstane and estrane D-ring modified steroids. Microwave-assisted synthesis, steroid-converting enzyme inhibition, apoptosis induction, and effects on genes encoding estrogen inactivating enzymes},
	url = {https://m2.mtmt.hu/api/publication/32196015},
	author = {Kulmány, Ágnes Erika and Herman, Bianka Edina and Zupkó, István and Sinreih, Masa and Rižner, Tea Lanišnik and Savić, Marina and Oklješa, Aleksandar and Nikolić, Andrea and Nagy, Viktória and Ocsovszki, Imre and Szécsi, Mihály and Jovanović-Šanta, Suzana},
	doi = {10.1016/j.jsbmb.2021.105997},
	journal-iso = {J STEROID BIOCHEM MOL BIOL},
	journal = {JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY},
	volume = {214},
	unique-id = {32196015},
	issn = {0960-0760},
	year = {2021},
	eissn = {1879-1220},
	orcid-numbers = {Zupkó, István/0000-0003-3243-5300; Savić, Marina/0000-0002-1019-3673; Ocsovszki, Imre/0000-0003-1290-996X; Szécsi, Mihály/0000-0002-4272-1362; Jovanović-Šanta, Suzana/0000-0002-4579-5762}
}

@article{MTMT:32170331,
	title = {Biological Evaluation of Antiproliferative and Anti-Invasive Properties of an Androstadiene Derivative on Human Cervical Cancer Cell Lines},
	url = {https://m2.mtmt.hu/api/publication/32170331},
	author = {Kulmány, Ágnes Erika and Nagyné Frank, Éva and Papp, Dóra Anna and Szekeres, András and Szebeni, Gábor and Zupkó, István},
	doi = {10.1016/j.jsbmb.2021.105990},
	journal-iso = {J STEROID BIOCHEM MOL BIOL},
	journal = {JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY},
	volume = {214},
	unique-id = {32170331},
	issn = {0960-0760},
	year = {2021},
	eissn = {1879-1220},
	orcid-numbers = {Nagyné Frank, Éva/0000-0002-1332-0551; Szekeres, András/0000-0003-1651-4623; Szebeni, Gábor/0000-0002-6998-5632; Zupkó, István/0000-0003-3243-5300}
}

@article{MTMT:32023977,
	title = {Antiproliferative and antimetastatic characterization of an exo-heterocyclic androstane derivative against human breast cancer cell lines},
	url = {https://m2.mtmt.hu/api/publication/32023977},
	author = {Kulmány, Ágnes Erika and Nagyné Frank, Éva and Kovács, Dóra and Kirisits, Kerstin and Krupitza, Georg and Neuperger, Patricia and Alföldi, Róbert and Puskás, László and Szebeni, Gábor and Zupkó, István},
	doi = {10.1016/j.biopha.2021.111728},
	journal-iso = {BIOMED PHARMACOTHER},
	journal = {BIOMEDICINE & PHARMACOTHERAPY},
	volume = {140},
	unique-id = {32023977},
	issn = {0753-3322},
	abstract = {Cancer in general, and specifically gynaecological neoplasms, represents a major public health issue worldwide. Based on the effect of sex hormones on breast tumorigenesis and prognosis, as well as on the development of breast cancer metastases, modification of the steroid skeleton is a hotspot of research for novel anticancer agents. Numerous recent studies support that minor modifications of the androstane skeleton yield potent antiproliferative and antimetastatic drug candidates. The aim of the present study was to assess the antitumor and antimetastatic properties, as well as the mechanism of action of a D-ring-modified exo-heterocyclic androstadiene derivative named 17APAD. The test compound was found to be highly selective towards human breast cancerderived cell lines (MCF-7, T47D, MDA-MB-361, MDA-MB-231) compared to non-cancerous fibroblast cells (NIH/ 3T3), and exerted superior effect compared to the clinically applied reference drug cisplatin. Changes in MCF-7and MDA-MB-231 cell morphology and membrane integrity induced by the test substance were assessed by fluorescent double staining. Cell cycle disturbances were analyzed by flow cytometry, and concentrationdependent alterations were detected on breast cancer cell lines. Mitochondrial apoptosis induced by the test compound was demonstrated by JC-1 staining. Inhibitory effects on metastasis formation, including the inhibition of migration, invasion and intravasation were investigated in 2D and 3D models. Significant antimigratory and anti-invasive effects on MCF-7 and MDA-MB-231 cells were detected after 24 h exposure in 2D wound healing and Boyden-chamber assays. The anti-intravasative properties of 17APAD were evident after 4 h of incubation in a co-culture 3D circular chemorepellent-induced defects (CCID) assay, and the level of inhibition at concentrations >= 2 mu M was comparable to that exerted by the focal adhesion kinase inhibitor defactinib. Single cell mass cytometry revealed that chemosensitive subpopulations of MDA-MB-231 cells engaged to apoptosis were less positive for EGFR, CD274, and CD326, while the percentage of cells positive for GLUT1, MCT4, PanKeratin, CD66(a,c,e), Galectin-3 and TMEM45A increased in response to 17APAD treatment. Finally, the novel androstane analogue 17APAD had an outstanding inhibitory effect on tumour growth in the 4T1 orthotopic murine breast cancer model in vivo after 2 weeks of intraperitoneal administration. These findings support that substitution of the androsta-5,16-diene framework with a N-containing heterocyclic moiety at C17 position yields a molecular entity rational to be considered for design and synthesis of novel, effective antitumor agents, and 17APAD is worth further investigation as a promising anticancer drug candidate.},
	keywords = {breast cancer; Antiproliferative; androstane; Antimetastatic; Single-cell drug effect},
	year = {2021},
	eissn = {1950-6007},
	orcid-numbers = {Nagyné Frank, Éva/0000-0002-1332-0551; Szebeni, Gábor/0000-0002-6998-5632; Zupkó, István/0000-0003-3243-5300}
}

@{MTMT:32005238,
	title = {In vitro antimetastatic properties of estrane and androstane analogs on human cancer cells},
	url = {https://m2.mtmt.hu/api/publication/32005238},
	author = {Zupkó, István and Schelz, Zsuzsanna and Nagyné Frank, Éva and Mernyák, Erzsébet and Kulmány, Ágnes Erika and Bózsity-Faragó, Noémi and Minorics, Renáta},
	booktitle = {3rd International Conference on Pharmaceutical and Medical Sciences: conference book},
	unique-id = {32005238},
	year = {2020},
	pages = {52-53},
	orcid-numbers = {Zupkó, István/0000-0003-3243-5300; Schelz, Zsuzsanna/0000-0002-8519-4830; Nagyné Frank, Éva/0000-0002-1332-0551; Mernyák, Erzsébet/0000-0003-4494-1817; Minorics, Renáta/0000-0001-9685-813X}
}

@article{MTMT:31634602,
	title = {Oxidized Juncuenin B Analogues with Increased Antiproliferative Activity on Human Adherent Cell Lines: Semisynthesis and Biological Evaluation},
	url = {https://m2.mtmt.hu/api/publication/31634602},
	author = {Bús, Csaba and Kulmány, Ágnes Erika and Kúsz, Norbert and Gonda, Tímea and Zupkó, István and Mándi, Attila and Kurtán, Tibor and Tóth, Barbara and Hohmann, Judit and Hunyadi, Attila and Vasas, Andrea},
	doi = {10.1021/acs.jnatprod.0c00499},
	journal-iso = {J NAT PROD},
	journal = {JOURNAL OF NATURAL PRODUCTS},
	volume = {83},
	unique-id = {31634602},
	issn = {0163-3864},
	abstract = {Phenanthrenes have become the subject of intensive research during the past decades because of their structural diversity and wide range of pharmacological activities. Earlier studies demonstrated that semisynthetic derivatization of these natural compounds could result in more active agents, and oxidative transformations are particularly promising in this regard. In our work, a natural phenanthrene, juncuenin B, was transformed by hypervalent iodine(III) reagents using a diversity-oriented approach. Eleven racemic semisynthetic compounds were produced, the majority containing an alkyl substituted p-quinol ring. Purification of the compounds was carried out by chromatographic techniques, and their structures were elucidated by 1D and 2D NMR spectroscopic methods. Stereoisomers of the bioactive derivatives were separated by chiral-phase HPLC and the absolute configurations of the active compounds, 2,6-dioxo-1,8a-dimethoxy-1,7-dimethyl-8-vinyl-9,10-dihydrophenanthrenes (1a-d), and 8a-ethoxy-1,7-dimethyl-6-oxo-8-vinyl-9,10-dihydrophenanthrene-2-ols (7a,b) were determined by ECD measurements and TDDFT-ECD calculations. The antiproliferative  activities of the compounds were tested on different (MCF-7, T47D, HeLa, SiHa, C33A, A2780) human gynecological cancer cell lines. Compounds 1a-d, 4a, 6a, and 7a possessed higher activity than juncuenin B on several tumor cell lines. The structure-activity relationship studies suggested that the p-quinol (2,5-cyclohexadien-4-hydroxy-1-one) moiety has a considerable effect on the antiproliferative properties, and substantial differences could be identified in the activities of the stereoisomers.},
	year = {2020},
	eissn = {1520-6025},
	pages = {3250-3261},
	orcid-numbers = {Bús, Csaba/0000-0002-4515-8317; Kulmány, Ágnes Erika/0000-0003-3243-5300; Kúsz, Norbert/0000-0002-9973-6442; Zupkó, István/0000-0003-3243-5300; Tóth, Barbara/0000-0002-6086-8819; Hohmann, Judit/0000-0002-2887-6392; Hunyadi, Attila/0000-0003-0074-3472; Vasas, Andrea/0000-0002-1818-7702}
}

@article{MTMT:30926948,
	title = {Structural modification of ellipticine derivatives with alkyl groups of varying length is influential on their effects on human DNA topoisomerase II: a combined experimental and computational study},
	url = {https://m2.mtmt.hu/api/publication/30926948},
	author = {Kuskucu, M. and Akyildiz, V. and Kulmány, Ágnes Erika and Ergün, Y. and Zencir, S. and Zupkó, István and Durdagi, S. and Zaka, M. and Sahin, K. and Orhan, H. and Topcu, Z.},
	doi = {10.1007/s00044-019-02472-9},
	journal-iso = {MED CHEM RES},
	journal = {MEDICINAL CHEMISTRY RESEARCH},
	volume = {29},
	unique-id = {30926948},
	issn = {1054-2523},
	year = {2020},
	eissn = {1554-8120},
	pages = {189-198},
	orcid-numbers = {Kulmány, Ágnes Erika/0000-0003-3243-5300; Zupkó, István/0000-0003-3243-5300}
}

@article{MTMT:31192707,
	title = {Oxidised juncuenin B analogues with increased antiproliferative activity on human adherent cell lines: semisynthesis and biological evaluation},
	url = {https://m2.mtmt.hu/api/publication/31192707},
	author = {Bús, Csaba and Kúsz, Norbert and Gonda, Tímea and Kulmány, Ágnes Erika and Zupkó, István and Tóth, Barbara and Hohmann, Judit and Hunyadi, Attila and Vasas, Andrea},
	doi = {10.1055/s-0039-3399653},
	journal-iso = {PLANTA MED},
	journal = {PLANTA MEDICA: NATURAL PRODUCTS AND MEDICINAL PLANT RESEARCH},
	volume = {85},
	unique-id = {31192707},
	issn = {0032-0943},
	year = {2019},
	eissn = {1439-0221},
	pages = {1396},
	orcid-numbers = {Bús, Csaba/0000-0002-4515-8317; Kúsz, Norbert/0000-0002-9973-6442; Kulmány, Ágnes Erika/0000-0003-3243-5300; Zupkó, István/0000-0003-3243-5300; Tóth, Barbara/0000-0002-6086-8819; Hohmann, Judit/0000-0002-2887-6392; Hunyadi, Attila/0000-0003-0074-3472; Vasas, Andrea/0000-0002-1818-7702}
}