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The preparation of 24 estrogens, their estrogen receptor (ER) affinity and studies of radioiodinated estrogen binding to ER-positive male bladder tumor cells (HTB9) are described. The estrogens with the highest affinity were selected using fluorescence anisotropy assays. A 2,2,2-trifluoroethyl group at the 11β-position caused particularly promising affinity. (Radio)iodination was performed on the 17α-vinyl group. Binding studies on HTB9 cells revealed picomolar affinities of radioconjugates 19 and 31, indicating promising ability for targeting of urogenital tumors.


Feodor Braun, Marcel Jaschinski, Philipp Täger, Verena Marmann, Melanie von Brandenstein, Barbara Köditz, Thomas Fischer, Sergio Muñoz-Vázquez, Beate Zimmermanns, Markus Dietlein, Ferdinand Sudbrock, Phillip Krapf, Dietmar Fischer, Axel Heidenreich, Alexander Drzezga, Stefan Kirsch, Markus Pietsch, Klaus Schomäcker. Synthesis and evaluation of radioiodinated estrogens for diagnosis and therapy of male urogenital tumours. Organic & biomolecular chemistry. 2023 Apr 12;21(15):3090-3095

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PMID: 36947011

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