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Test compounds were synthesized via copper-catalyzed cycloaddition of steroidal azides and ferrocenyl-alkynes using our efficient methodology published previously. Inhibition of human aromatase, steroid sulfatase (STS) and 17\u03b2-hydroxysteroid dehydrogenase type 1 (17\u03b2-HSD1) activities was investigated with in vitro radiosubstrate incubations. Some of the test compounds were found to be potent inhibitors of the STS. A compound bearing ferrocenyl side chain on the C-2 displayed a reversible inhibition, whereas C-16 and C-17 derivatives displayed competitive irreversible binding mechanism toward the enzyme. 17\u03b1-Triazolyl-ferrocene derivatives of 17\u03b2-estradiol exerted outstanding inhibitory effect and experiments demonstrated a key role of the ferrocenyl moiety in the enhanced binding affinity. Submicromolar IC<jats:sub>50<\/jats:sub>and<jats:italic>K<\/jats:italic><jats:sub>i<\/jats:sub>parameters enroll these compounds to the group of the most effective STS inhibitors published so far. STS inhibitory potential of the steroidal ferrocenes may lead to the development of novel compounds able to suppress in situ biosynthesis of 17\u03b2-estradiol in target tissues.<\/jats:p>","DOI":"10.1007\/s42977-020-00023-7","type":"journal-article","created":{"date-parts":[[2020,6,25]],"date-time":"2020-06-25T01:02:17Z","timestamp":1593046937000},"page":"249-264","update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Steroidal ferrocenes as potential enzyme inhibitors of the estrogen biosynthesis"],"prefix":"10.1007","volume":"71","author":[{"given":"Bianka Edina","family":"Herman","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"J\u00e1nos","family":"Gardi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"J\u00e1nos","family":"Julesz","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Csaba","family":"T\u00f6mb\u00f6ly","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eszter","family":"Sz\u00e1nti-Pint\u00e9r","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Klaudia","family":"Feh\u00e9r","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rita","family":"Skoda-F\u00f6ldes","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mih\u00e1ly","family":"Sz\u00e9csi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2020,6,25]]},"reference":[{"key":"23_CR1","doi-asserted-by":"publisher","first-page":"86","DOI":"10.1016\/j.mce.2017.05.016","volume":"466","author":"D Africander","year":"2018","unstructured":"Africander D, Storbeck KH (2018) Steroid metabolism in breast cancer: Where are we and what are we missing? 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