@article{MTMT:34298344, title = {Expression of Key Steroidogenic Enzymes in Human Placenta and Associated Adverse Pregnancy Outcomes}, url = {https://m2.mtmt.hu/api/publication/34298344}, author = {Cao, Jiasong and Wang, Yixin and Wang, Shuqi and Shen, Yongmei and Li, Wen and Wei, Zhuo and Li, Shanshan and Lin, Qimei and Chang, Ying}, doi = {10.1097/FM9.0000000000000167}, journal-iso = {MATERNAL-FETAL MEDICINE}, journal = {MATERNAL-FETAL MEDICINE}, volume = {5}, unique-id = {34298344}, issn = {2096-6954}, abstract = {Steroid hormones, including progestagens, estrogens, androgens, corticosteroids, and their precursor cholesterol, perform essential functions in the successful establishment and maintenance of pregnancy and normal fetal development. As the core endocrine organ at the prenatal stage, the human placenta is involved in the biosynthesis, metabolism, and delivery of steroid hormones. Steroidogenic pathways are tightly regulated by placenta-intrinsic cytochrome P450 and hydroxysteroid dehydrogenase. However, the relationship between placental steroidogenic enzyme expression and adverse pregnancy outcomes is controversial. In this review, we summarize the possible upstream regulatory mechanisms of placental steroidogenic enzymes in physiologic and pathophysiologic states. We also describe the human placental barrier model and examine the potential of single-cell sequencing for evaluating the primary functions and cellular origin of steroidogenic enzymes. Finally, we examine the existing evidence for the association between placental steroidogenic enzyme dysregulation and adverse pregnancy outcomes.}, keywords = {placenta; Cytochrome P450; hydroxysteroid dehydrogenase; steroidogenic enzymes; Maternal-fetal outcomes}, year = {2023}, eissn = {2641-5895}, pages = {163-172} } @article{MTMT:32314150, title = {Secosteroidal hydrazides: Promising scaffolds for anti-breast cancer agents}, url = {https://m2.mtmt.hu/api/publication/32314150}, author = {Ilovaisky, Alexey I. and Merkulova, Valentina M. and Chernoburova, Elena I and Shchetinina, Marina A. and Salnikova, Diana I and Scherbakov, Alexander M. and Zavarzin, Igor V and Terent'ev, Alexander O.}, doi = {10.1016/j.jsbmb.2021.106000}, journal-iso = {J STEROID BIOCHEM MOL BIOL}, journal = {JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY}, volume = {214}, unique-id = {32314150}, issn = {0960-0760}, abstract = {A convenient and selective approach to 13,17-secoestra-1,3,5(10)-trien-17-oic acid hydrazides and their N'-(het) arylmethylene derivatives was disclosed and these novel types of secosteroids were screened for cytotoxicity against hormone-dependent human breast cancer cell line MCF-7. A number of 13,17-secoestra-1,3,5(10)-trien17-oic acid [N'-(het)arylmethylene]hydrazides show significant cytotoxic effect comparable or superior to that for reference drug cisplatin. Compound 3l exhibits the highest activity with the IC50 value of about 2 mu M and is 2.8 times more active than cisplatin. Hit 13,17-secoestra-1,3,5(10)-trien-17-oic acid [N'-(het)arylmethylene] hydrazides 3d, 3l and 3q are characterized by high cytotoxicity and good selectivity towards MCF-7 breast cancer cells. The synthesized secosteroids may be considered as new promising antitumor agents.}, keywords = {CYTOTOXICITY; breast cancer; HYDRAZIDES; azomethines; Steroidal lactones; D-Secosteroids}, year = {2021}, eissn = {1879-1220}, orcid-numbers = {Salnikova, Diana I/0000-0002-0809-3710} } @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:31365295, title = {Steroidal ferrocenes as potential enzyme inhibitors of the estrogen biosynthesis}, url = {https://m2.mtmt.hu/api/publication/31365295}, author = {Herman, Bianka Edina and Gardi, János and Julesz, János and Tömböly, Csaba and Szánti-Pintér, Eszter and Fehér, Klaudia and Skodáné Földes, Rita and Szécsi, Mihály}, doi = {10.1007/s42977-020-00023-7}, journal-iso = {BIOL FUTURA}, journal = {BIOLOGIA FUTURA}, volume = {71}, unique-id = {31365295}, issn = {2676-8615}, year = {2020}, eissn = {2676-8607}, pages = {249-264}, orcid-numbers = {Szánti-Pintér, Eszter/0000-0001-8263-9884; Skodáné Földes, Rita/0000-0002-9810-1509; Szécsi, Mihály/0000-0002-4272-1362} } @article{MTMT:30747981, title = {Synthesis of substituted 15β-alkoxy estrone derivatives and their cofactor-dependent inhibitory effect on 17β-HSD1}, url = {https://m2.mtmt.hu/api/publication/30747981}, author = {Herman, Bianka Edina and Kiss, Anita and Wölfling, János and Mernyák, Erzsébet and Szécsi, Mihály and Schneider, Gyula}, doi = {10.1080/14756366.2019.1634064}, journal-iso = {J ENZYM INHIB MED CH}, journal = {JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY}, volume = {34}, unique-id = {30747981}, issn = {1475-6366}, year = {2019}, eissn = {1475-6374}, pages = {1271-1286}, orcid-numbers = {Kiss, Anita/0000-0003-3352-0996; Wölfling, János/0000-0002-3037-309X; Mernyák, Erzsébet/0000-0003-4494-1817; Szécsi, Mihály/0000-0002-4272-1362} } @mastersthesis{MTMT:3402221, title = {Ösztrán vázas vegyületek A- és D-gyűrűben történő módosítása}, url = {https://m2.mtmt.hu/api/publication/3402221}, author = {Bacsa, Ildikó}, doi = {10.14232/phd.9754}, publisher = {SZTE}, unique-id = {3402221}, year = {2018}, orcid-numbers = {Bacsa, Ildikó/0000-0001-8277-631X} } @article{MTMT:27701563, title = {Synthesis and structure–activity relationships of 2- and/or 4-halogenated 13β- and 13α-estrone derivatives as enzyme inhibitors of estrogen biosynthesis}, url = {https://m2.mtmt.hu/api/publication/27701563}, author = {Bacsa, Ildikó and Herman, Bianka Edina and Jójárt, Rebeka and Herman, Kevin Stefan and Wölfling, János and Schneider, Gyula and Varga, Mónika and Tömböly, Csaba and Rizner, Tea Lanisnik and Szécsi, Mihály and Mernyák, Erzsébet}, doi = {10.1080/14756366.2018.1490731}, journal-iso = {J ENZYM INHIB MED CH}, journal = {JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY}, volume = {33}, unique-id = {27701563}, issn = {1475-6366}, year = {2018}, eissn = {1475-6374}, pages = {1271-1282}, orcid-numbers = {Bacsa, Ildikó/0000-0001-8277-631X; Wölfling, János/0000-0002-3037-309X; Szécsi, Mihály/0000-0002-4272-1362; Mernyák, Erzsébet/0000-0003-4494-1817} } @article{MTMT:27336420, title = {Identification of D-seco modified steroid derivatives with affinity for estrogen receptor alpha and beta isoforms using a non-transcriptional fluorescent cell assay in yeast}, url = {https://m2.mtmt.hu/api/publication/27336420}, author = {Bekic, Sofija S and Marinovic, Maja A and Petri, Edward T and Sakac, Marija N and Nikolic, Andrea R and Kojic, Vesna V and Celic, Andjelka S}, doi = {10.1016/j.steroids.2017.12.002}, journal-iso = {STEROIDS}, journal = {STEROIDS}, volume = {130}, unique-id = {27336420}, issn = {0039-128X}, year = {2018}, eissn = {1878-5867}, pages = {22-30} } @article{MTMT:27678042, title = {Physiology and pathophysiology of steroid biosynthesis, transport and metabolism in the human placenta}, url = {https://m2.mtmt.hu/api/publication/27678042}, author = {Chatuphonprasert, W and Jarukamjorn, K and Ellinger, I}, doi = {10.3389/fphar.2018.01027}, journal-iso = {FRONT PHARMACOL}, journal = {FRONTIERS IN PHARMACOLOGY}, volume = {9}, unique-id = {27678042}, year = {2018}, eissn = {1663-9812} } @article{MTMT:3375836, title = {The first Pd-catalyzed Buchwald-Hartwig aminations at C-2 or C-4 in the estrone series}, url = {https://m2.mtmt.hu/api/publication/3375836}, author = {Bacsa, Ildikó and Dávid, Szemerédi and Wölfling, János and Schneider, Gyula and Lilla, Fekete and Mernyák, Erzsébet}, doi = {10.3762/bjoc.14.85}, journal-iso = {BEILSTEIN J ORG CHEM}, journal = {BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY}, volume = {14}, unique-id = {3375836}, issn = {1860-5397}, year = {2018}, eissn = {1860-5397}, pages = {998-1003}, orcid-numbers = {Bacsa, Ildikó/0000-0001-8277-631X; Wölfling, János/0000-0002-3037-309X; Mernyák, Erzsébet/0000-0003-4494-1817} } @article{MTMT:30331520, title = {Pd-Catalyzed microwave-assisted synthesis of phosphonated 13α-estrones as potential OATP2B1, 17β-HSD1 and/or STS inhibitors}, url = {https://m2.mtmt.hu/api/publication/30331520}, author = {Jójárt, Rebeka and Pécsy, S. and Keglevich, György and Szécsi, Mihály and Laczkó-Rigó, Réka and Laczka, Csilla and Kecskeméti, Gábor and Mernyák, Erzsébet}, doi = {10.3762/bjoc.14.262}, journal-iso = {BEILSTEIN J ORG CHEM}, journal = {BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY}, volume = {14}, unique-id = {30331520}, issn = {1860-5397}, abstract = {Novel 2- or 4-phosphonated 13 alpha-estrone derivatives were synthesized via the Hirao reaction. Bromo regioisomers (2- or 4-) of 13 alpha-estrone and its 3-benzyl or 3-methyl ether were reacted with diethyl phosphite or diphenylphosphine oxide using Pd(PPh3)(4) as catalyst under microwave irradiation. The influence of the new compounds on the transport function of the organic anion transporting polypeptide OATP2B1 was investigated by measuring Cascade Blue uptake. Derivatives bearing a 3-benzyl ether function displayed substantial submicromolar OATP2B1 inhibitory activity. The inhibitory effects of the compounds on human placental steroid sulfatase (STS) and 17 beta-hydroxysteroid dehydrogenase type 1 isozyme (17 beta-HSD1) were investigated by in vitro radiosub-strate incubation methods. None of the test compounds inhibited the STS markedly. The structure-activity relationship evaluation revealed that 2-substituted 3-hydroxy derivatives are able to inhibit the 17 beta-HSD1 enzyme with submicromolar IC50 values. Dual OATP2B1 and 17 beta-HSD1 inhibitors have been identified.}, keywords = {ENZYME; CATALYSIS; STS; Hirao reaction; OATP2B1; 13 alpha-estrone; 17 beta-HSD1 inhibition}, year = {2018}, eissn = {1860-5397}, pages = {2838-2845}, orcid-numbers = {Szécsi, Mihály/0000-0002-4272-1362; Kecskeméti, Gábor/0000-0002-5584-6869; Mernyák, Erzsébet/0000-0003-4494-1817} } @article{MTMT:3251236, title = {Synthesis of novel 13 alpha-estrone derivatives by Sonogashira coupling as potential 17 beta-HSD1 inhibitors}, url = {https://m2.mtmt.hu/api/publication/3251236}, author = {Bacsa, Ildikó and Jójárt, Rebeka and Wölfling, János and Schneider, Gyula and Herman, Bianka Edina and Szécsi, Mihály and Mernyák, Erzsébet}, doi = {10.3762/bjoc.13.126}, journal-iso = {BEILSTEIN J ORG CHEM}, journal = {BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY}, volume = {13}, unique-id = {3251236}, issn = {1860-5397}, year = {2017}, eissn = {1860-5397}, pages = {1303-1309}, orcid-numbers = {Bacsa, Ildikó/0000-0001-8277-631X; Wölfling, János/0000-0002-3037-309X; Szécsi, Mihály/0000-0002-4272-1362; Mernyák, Erzsébet/0000-0003-4494-1817} } @article{MTMT:3110140, title = {Synthesis and biological evaluation of triazolyl 13α-estrone–nucleoside bioconjugates}, url = {https://m2.mtmt.hu/api/publication/3110140}, author = {Bodnár, Brigitta and Mernyák, Erzsébet and Wölfling, János and Schneider, Gyula and Herman, Bianka Edina and Szécsi, Mihály and Sinka, Izabella and Zupkó, István and Kupihár, Zoltán and Kovács, Lajos}, doi = {10.3390/molecules21091212}, journal-iso = {MOLECULES}, journal = {MOLECULES}, volume = {21}, unique-id = {3110140}, issn = {1420-3049}, year = {2016}, eissn = {1420-3049}, orcid-numbers = {Mernyák, Erzsébet/0000-0003-4494-1817; Wölfling, János/0000-0002-3037-309X; Szécsi, Mihály/0000-0002-4272-1362; Zupkó, István/0000-0003-3243-5300; Kupihár, Zoltán/0000-0001-5499-7617; Kovács, Lajos/0000-0002-0331-3980} }