@article{MTMT:34101587,
	title = {Cytotoxic effect of 13α-estrane derivatives on breast, endometrial and ovarian cancer cell lines},
	url = {https://m2.mtmt.hu/api/publication/34101587},
	author = {Zottel, A. and Jójárt, Rebeka and Ágoston, H. and Hafner, E. and Lipušček, N. and Mernyák, Erzsébet and Rižner, T.L.},
	doi = {10.1016/j.jsbmb.2023.106350},
	journal-iso = {J STEROID BIOCHEM MOL BIOL},
	journal = {JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY},
	volume = {232},
	unique-id = {34101587},
	issn = {0960-0760},
	abstract = {Hormone-dependent cancers such as breast, uterine, and ovarian cancers account for more than 35% of all cancers in women. Worldwide, these cancers occur in more than 2.7 million women/year and account for 22% of cancer-related deaths/year. The generally accepted mechanism for the pathophysiology of estrogen-dependent cancers is estrogen receptor-mediated cell proliferation associated with an increased number of mutations. Therefore, drugs that can interfere with either local estrogen formation or estrogen action via estrogen receptors are needed. Estrane derivatives that have low or minimal estrogenic activity can affect both pathways. In this study, we investigated the effect of 36 different estrane derivatives on the proliferation of eight breast, endometrial, and ovarian cancer cell lines and the corresponding three control cell lines. Estrane derivatives 3 and 4_2Cl showed a stronger effect on the endometrial cancer cell lines KLE and Ishikawa, respectively, compared with the control cell line HIEEC, with IC50 values of 32.6 microM and 17.9 microM, respectively. Estrane derivative 4_2Cl was most active in the ovarian cancer cell line COV362 compared to the control cell line HIO80 with an IC50 value of 3.6 microM. In addition, estrane derivative 2_4I showed a strong antiproliferative effect on endometrial and ovarian cancer cell lines, while the effect on the control cell line was slight or absent. The addition of halogen at carbon 2 and/or 4 in estrane derivatives 1 and 2 increased the selectivity for endometrial cancer cells. Overall, these results suggest that single estrane derivatives are efficient cytotoxic agents for endometrial and ovarian cancer cell lines, and thus potential lead compounds for drug development. © 2023 The Authors},
	keywords = {CYTOTOXICITY; breast cancer; ENDOMETRIAL CANCER; Ovarian cancer; Estrane derivatives},
	year = {2023},
	eissn = {1879-1220},
	orcid-numbers = {Mernyák, Erzsébet/0000-0003-4494-1817}
}

@article{MTMT:32241841,
	title = {Novel preparation of substituted oxazolines condensed to d-ring of estrane skeleton and characterization of their antiproliferative properties},
	url = {https://m2.mtmt.hu/api/publication/32241841},
	author = {Kiss, Anita and Jójárt, Rebeka and Mernyák, Erzsébet and Bartha, Sándor and Minorics, Renáta and Zupkó, István and Schneider, Gyula},
	doi = {10.1016/j.steroids.2021.108911},
	journal-iso = {STEROIDS},
	journal = {STEROIDS},
	volume = {176},
	unique-id = {32241841},
	issn = {0039-128X},
	year = {2021},
	eissn = {1878-5867},
	orcid-numbers = {Kiss, Anita/0000-0003-3352-0996; Mernyák, Erzsébet/0000-0003-4494-1817; Minorics, Renáta/0000-0001-9685-813X; Zupkó, István/0000-0003-3243-5300}
}

@article{MTMT:32178981,
	title = {Selective antiproliferative effect of C-2 halogenated 13α-estrones on cells expressing Organic anion-transporting polypeptide 2B1 (OATP2B1)},
	url = {https://m2.mtmt.hu/api/publication/32178981},
	author = {Laczkó-Rigó, Réka and Bakos, Éva and Jójárt, Rebeka and Tömböly, Csaba and Mernyák, Erzsébet and Laczka, Csilla},
	doi = {10.1016/j.taap.2021.115704},
	journal-iso = {TOXICOL APPL PHARM},
	journal = {TOXICOLOGY AND APPLIED PHARMACOLOGY},
	volume = {429},
	unique-id = {32178981},
	issn = {0041-008X},
	abstract = {Organic anion-transporting polypeptide 2B1 (OATP2B1) is a multispecific transporter mediating the cellular uptake of steroids and numerous drugs. OATP2B1 is abundantly expressed in the intestine and is also present in various tumors. Increased steroid hormone uptake by OATP2B1 has been suggested to promote progression of hormone dependent tumors. 13 alpha-estrones are effective inhibitors of endogenous estrogen formation and are potential candidates to inhibit proliferation of hormone dependent cancers. Recently, we have identified a variety of 13 alpha/beta-estrone-based inhibitors of OATP2B1. However, the nature of this interaction, whether these inhibitors are potential transported substrates of OATP2B1 and hence may be enriched in OATP2B1overexpressing cells, has not yet been investigated. In the current study we explored the antiproliferative effect of the most effective OATP2B1 inhibitor 13 alpha/beta-estrones in control and OATP2B1-overexpressing A431 carcinoma cells. We found an increased antiproliferative effect of 3-O-benzyl 13 alpha/beta-estrones in both mock transfected and OATP2B1-overexpressing cells. However, C-2 halogenated 13 alpha-estrones had a selective OATP2B1-mediated cell growth inhibitory effect. In order to demonstrate that increased sensitization can be attributed to OATP2B1-mediated cellular uptake, tritium labeled 2-bromo-13 alpha-estrone was synthesized for direct transport measurements. These experiments revealed increased accumulation of [H-3]2-bromo-13 alpha-estrone due to OATP2B1 function. Our results indicate that C-2 halogenated 13 alpha-estrones are good candidates in the design of anti-cancer drugs targeting OATP2B1.},
	year = {2021},
	eissn = {1096-0333},
	orcid-numbers = {Mernyák, Erzsébet/0000-0003-4494-1817}
}

@article{MTMT:32161034,
	title = {Microwave-assisted Phospha-Michael addition reactions in the 13alpha-oestrone series and in vitro antiproliferative properties},
	url = {https://m2.mtmt.hu/api/publication/32161034},
	author = {Mernyák, Erzsébet and Bartha, Sándor and Kóczán , Lili and Jójárt, Rebeka and Resch, Vivien Erzsébet and Paragi, Gábor and Vágvölgyi, Máté and Hunyadi, Attila and Bruszel, Bella and Zupkó, István and Minorics, Renáta},
	doi = {10.1080/14756366.2021.1963241},
	journal-iso = {J ENZYM INHIB MED CH},
	journal = {JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY},
	volume = {36},
	unique-id = {32161034},
	issn = {1475-6366},
	year = {2021},
	eissn = {1475-6374},
	pages = {1931-1937},
	orcid-numbers = {Mernyák, Erzsébet/0000-0003-4494-1817; Resch, Vivien Erzsébet/0000-0003-0044-5731; Paragi, Gábor/0000-0001-5408-1748; Vágvölgyi, Máté/0000-0002-2233-9422; Hunyadi, Attila/0000-0003-0074-3472; Zupkó, István/0000-0003-3243-5300; Minorics, Renáta/0000-0001-9685-813X}
}

@article{MTMT:32096593,
	title = {Synthesis and evaluation of AKR1C inhibitory properties of A-ring halogenated oestrone derivatives},
	url = {https://m2.mtmt.hu/api/publication/32096593},
	author = {Sinreih, Maša and Jójárt, Rebeka and Kele, Zoltán and Büdefeld, Tomaž and Paragi, Gábor and Mernyák, Erzsébet and Rižner, Tea Lanišnik},
	doi = {10.1080/14756366.2021.1937142},
	journal-iso = {J ENZYM INHIB MED CH},
	journal = {JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY},
	volume = {36},
	unique-id = {32096593},
	issn = {1475-6366},
	year = {2021},
	eissn = {1475-6374},
	pages = {1500-1508},
	orcid-numbers = {Kele, Zoltán/0000-0002-4401-0302; Paragi, Gábor/0000-0001-5408-1748; Mernyák, Erzsébet/0000-0003-4494-1817}
}

@article{MTMT:32009571,
	title = {Design, synthesis and biological evaluation of novel estrone phosphonates as high affinity organic anion-transporting polypeptide 2B1 (OATP2B1) inhibitors},
	url = {https://m2.mtmt.hu/api/publication/32009571},
	author = {Jójárt, Rebeka and Laczkó-Rigó, Réka and Klement, Máté and Kőhl, Gabriella and Kecskeméti, Gábor and Laczka, Csilla and Mernyák, Erzsébet},
	doi = {10.1016/j.bioorg.2021.104914},
	journal-iso = {BIOORG CHEM},
	journal = {BIOORGANIC CHEMISTRY},
	volume = {112},
	unique-id = {32009571},
	issn = {0045-2068},
	year = {2021},
	eissn = {1090-2120},
	orcid-numbers = {Kecskeméti, Gábor/0000-0002-5584-6869; Mernyák, Erzsébet/0000-0003-4494-1817}
}

@article{MTMT:31645359,
	title = {Synthesis and evaluation of anticancer activities of 2- or 4-substituted 3-(N-benzyltriazolylmethyl)-13α-oestrone derivatives},
	url = {https://m2.mtmt.hu/api/publication/31645359},
	author = {Jójárt, Rebeka and Senobar Tahaei, Seyyed Ashkan and Trungel-Nagy, Péter and Kele, Zoltán and Minorics, Renáta and Paragi, Gábor and Zupkó, István and Mernyák, Erzsébet},
	doi = {10.1080/14756366.2020.1838500},
	journal-iso = {J ENZYM INHIB MED CH},
	journal = {JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY},
	volume = {36},
	unique-id = {31645359},
	issn = {1475-6366},
	year = {2021},
	eissn = {1475-6374},
	pages = {58-67},
	orcid-numbers = {Kele, Zoltán/0000-0002-4401-0302; Minorics, Renáta/0000-0001-9685-813X; Paragi, Gábor/0000-0001-5408-1748; Zupkó, István/0000-0003-3243-5300; Mernyák, Erzsébet/0000-0003-4494-1817}
}

@{MTMT:32583626,
	title = {Microwave-assisted phospha-Michael addition reactions on 13α estrane core},
	url = {https://m2.mtmt.hu/api/publication/32583626},
	author = {Jójárt, Rebeka and Kóczán , Lili and Lilla, Fajka and Bartha, Sándor and Minorics, Renáta and Zupkó, István and Mernyák, Erzsébet},
	booktitle = {Proceedings of the 26th International Symposium on Analytical and Environmental Problems},
	unique-id = {32583626},
	abstract = {Novel 16-modified 13 α-estrone derivatives were synthesized via phospha-Michael addition reactions. Transformations of steroidal α,β-unsaturated ketons were carried out under different conditions in a microwave (MW) reactor. The antiproliferative activities of the newly synthesized compounds against a range of human adherent cancer cell lines (SCC-131, SCC-154, Hela, SiHa, C33A, A2780, MCF-7, MDA-MB-231, T47D) were investigated by means of MTT assays. Certain potent derivatives were identified.},
	year = {2020},
	pages = {177-178},
	orcid-numbers = {Minorics, Renáta/0000-0001-9685-813X; Zupkó, István/0000-0003-3243-5300; Mernyák, Erzsébet/0000-0003-4494-1817}
}

@article{MTMT:31606817,
	title = {Pd-Catalyzed Suzuki–Miyaura couplings and evaluation of 13α-estrone derivatives as potential anticancer agents},
	url = {https://m2.mtmt.hu/api/publication/31606817},
	author = {Jójárt, Rebeka and Ali, Hazhmat and Horváth, Gergely and Kele, Zoltán and Zupkó, István and Mernyák, Erzsébet},
	doi = {10.1016/j.steroids.2020.108731},
	journal-iso = {STEROIDS},
	journal = {STEROIDS},
	volume = {164},
	unique-id = {31606817},
	issn = {0039-128X},
	year = {2020},
	eissn = {1878-5867},
	orcid-numbers = {Kele, Zoltán/0000-0002-4401-0302; Zupkó, István/0000-0003-3243-5300; Mernyák, Erzsébet/0000-0003-4494-1817}
}

@article{MTMT:31240434,
	title = {Structural dissection of 13-epiestrones based on the interaction with human Organic anion-transporting polypeptide, OATP2B1.},
	url = {https://m2.mtmt.hu/api/publication/31240434},
	author = {Laczkó-Rigó, Réka and Jójárt, Rebeka and Mernyák, Erzsébet and Bakos, Éva and Tuerkova, Alzbeta and Zdrazil, Barbara and Laczka, Csilla},
	doi = {10.1016/j.jsbmb.2020.105652},
	journal-iso = {J STEROID BIOCHEM MOL BIOL},
	journal = {JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY},
	volume = {200},
	unique-id = {31240434},
	issn = {0960-0760},
	abstract = {Human OATP2B1 encoded by the SLCO2B1 gene is a multispecific transporter mediating the cellular uptake of large, organic molecules, including hormones, prostaglandins and bile acids. OATP2B1 is ubiquitously expressed in the human body, with highest expression levels in pharmacologically relevant barriers, like enterocytes, hepatocytes and endothelial cells of the blood-brain-barrier. In addition to its endogenous substrates, OATP2B1 also recognizes clinically applied drugs, such as statins, antivirals, antihistamines and chemotherapeutic agents and influences their pharmacokinetics. On the other hand, OATP2B1 is also overexpressed in various tumors. Considering that elevated hormone uptake by OATP2B1 results in increased cell proliferation of hormone dependent tumors (e.g. breast or prostate), inhibition of OATP2B1 can be a good strategy to inhibit the growth of these tumors. 13-epiestrones represent a potential novel strategy in the treatment of hormone dependent cancers by the suppression of local estrogen production due to the inhibition of the key enzyme of estrone metabolism, 17ß-hydroxysteroid-dehydrogenase type 1 (HSD17ß1). Recently, we have demonstrated that various phosphonated 13-epiestrones are dual inhibitors also suppressing OATP2B1 function. In order to gain better insights into the molecular determinants of OATP2B1 13-epiestrone interaction we investigated the effect of C-2 and C-4 halogen or phenylalkynyl modified epiestrones on OATP2B1 transport function. Potent inhibitors (with EC50 values in the low micromolar range) as well as non-inhibitors of OATP2B1 function were identified. Based on the structure-activity relationship (SAR) of the various 13-epiestrone derivatives we could define structural elements important for OATP2B1 inhibition. Our results may help to understand the drug/inhibitor interaction profile of OATP2B1, and also may be a useful strategy to block steroid hormone entry into tumors.},
	keywords = {INHIBITOR; SAR; Organic anion-transporting polypeptide; 13-epiestrones},
	year = {2020},
	eissn = {1879-1220},
	orcid-numbers = {Mernyák, Erzsébet/0000-0003-4494-1817}
}