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Synthesis of androgen receptor antagonists containing a pentafluorosulfanyl (SF 5 ) moiety
Author(s) -
Jin Jiyu,
Zhou Yan,
Yang Dehua,
Zhang Qiumeng,
Wang MingWei,
Lu Wei
Publication year - 2018
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.201800175
Subject(s) - enzalutamide , androgen receptor , chemistry , antagonist , moiety , prostate cancer , androgen receptor antagonists , pharmacology , androgen , antiandrogen , stereochemistry , receptor , medicine , biochemistry , cancer , hormone
A novel scaffold of pentafluorosulfanyl (SF 5 )‐containing enzalutamide analogues was discovered for potent androgen receptor (AR) antagonists through rational drug design. Several compounds showed good biological profiles in AR binding. Of the derivatives studied, compound 8a had potent AR antagonist activity (IC 50 = 7.1 ± 1.0 µM) and high efficacy (104.5 ± 12.8%). It exhibited an inhibitory effect comparable to that of enzalutamide (inhibition = 66.0 and 77.9%, respectively) in a prostate cancer cell line. The results point to the potential of using this scaffold to develop new AR antagonists.