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

[Display omitted] •d-ring–modified heterocyclic steroids are synthesized by microwave-assisted reactions.•d-ring–fused triazole estrone analog, compound 24, inhibits 17β-HSD1 activity.•Compound 24 induces cell-cycle changes and apoptosis in HeLa, SiHa, MDA-MB-231 cells.•Compound 24 increases mRNA ex...

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Veröffentlicht in:	The Journal of steroid biochemistry and molecular biology 2021-11, Vol.214, p.105997-105997, Article 105997
Hauptverfasser:	Kulmány, Ágnes Erika, Herman, Bianka Edina, Zupkó, István, Sinreih, Masa, Rižner, Tea Lanišnik, Savić, Marina, Oklješa, Aleksandar, Nikolić, Andrea, Nagy, Viktória, Ocsovszki, Imre, Szécsi, Mihály, Jovanović-Šanta, Suzana
Format:	Artikel
Sprache:	eng
Schlagworte:	17β-Estradiol Androstanes - metabolism Apoptosis Caspase Cell activation Cell cycle Cell Line, Tumor Cell Proliferation Cytotoxicity Enzyme Inhibitors - pharmacology Enzymes Estradiol - pharmacology Estranes - metabolism Estrogenic activity Estrogens Estrogens - pharmacology Estrone Estrone - pharmacology Estrone sulfotransferase Estrone- and androstane-derived heterosteroids Fatty Acids - metabolism Gene expression HeLa Cells Humans Inhibitory Concentration 50 Microwave-assisted synthesis Microwaves NADH Phytosterols - metabolism RNA - analysis RNA, Messenger - metabolism Signal Transduction Steroid hormones Steroidogenesis enzyme genes expression Steroidogenic enzyme inhibition Triazoles Tumor cell lines Xenoestrogens
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