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Hydroxy Substituted 10‐Ethyl‐9‐phenylphenanthrenes: Compounds for the Investigation of the Influence of E,Z‐Isomerization on the Biological Properties of Mammary Tumor Inhibiting 1.1.2‐Triphenylbutenes
Author(s) -
Schneider Martin R.,
Schiller ClausD.
Publication year - 1987
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19873200212
Subject(s) - isomerization , chemistry , in vivo , phenanthrene , affinities , stereochemistry , biological activity , mammary tumor , chemical synthesis , estrogen receptor , in vitro , biochemistry , organic chemistry , biology , cancer , catalysis , breast cancer , microbiology and biotechnology , genetics
10‐Ethyl‐9‐phenylphenanthrenes substituted with two hydroxy groups were synthesized and their biological properties were compared with the respective acetoxy substituted 1.1.2‐triphenylbut‐1‐enes. Estrogen receptor binding affinities, estrogenic properties and mammary tumor inhibiting activities of the phenanthrene derivatives were strongly reduced compared to the corresponding triphenylbutenes. However, with these phenylphenanthrenes, in which the geometric structure is fixed, it was possible to demonstrate that E,Z‐isomerization in vivo plays an important role for the biological properties of triphenylbutenes.