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Synthesis and preliminary investigations into novel 1,2,3-triazole-derived androgen receptor antagonists inspired by bicalutamide.

Abstract：

:A versatile and high yielding synthesis of novel androgen receptor (AR) antagonists is presented. Using this methodology, six 1,4-substituted-1,2,3-triazole derived bicalutamide mimics were synthesised in five steps and in isolated overall yields from 41% to 85%. Evaluation of these compounds for their anti-proliferative properties against androgen dependent (LNCaP) and independent (PC-3) cells showed promising IC50 values of 34-45 μM and 29-151 μM, respectively. The data suggest that the latter compounds may be an excellent starting point for the development of prostate cancer therapeutics for both androgen dependent and independent forms of this disease. Docking of these compounds (each enantiomer) in silico into the T877A mutated androgen receptor, as possessed by LNCaP cells, was also undertaken.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Altimari JM,Niranjan B,Risbridger GP,Schweiker SS,Lohning AE,Henderson LC

doi

10.1016/j.bmcl.2014.09.036

subject

Has Abstract

pub_date

2014-11-01 00:00:00

pages

4948-53

issue

21

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(14)00978-0

journal_volume

24

pub_type

杂志文章

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