Phosphate and Thiophosphate Biphenyl Analogs as Steroid Sulfatase Inhibitors. Issue 2 (3rd April 2015)

• Record Type: Journal Article
• Authors: Demkowicz, Sebastian; Kozak, Witold; Daśko, Mateusz; Masłyk, Maciej; Kubiński, Konrad; Rachon, Janusz
• Is Part Of: Drug development research. Volume 76:Issue 2(2015)
• Page Start: 94
• Page End: 104
• Publication Date: 2015-04-03
• Subjects: Drug development -- Periodicals; Drugs -- Research -- Periodicals; 615.19
• DOI: 10.1002/ddr.21245
• Languages: English
• ISSNs: 0272-4391

Abstract

<abstract abstract-type="main"> <title>ABSTRACT</title> <p> <table-wrap position="anchor" orientation="portrait"> <table width="100%" border="1"> <colgroup span="1"> <col span="1" /> </colgroup> <tbody> <tr> <td align="left" rowspan="1" colspan="1">Preclinical Research</td> </tr> </tbody> </table> </table-wrap> </p> <p>In the present work, we report convenient methods for the synthesis and biological evaluation of phosphate and thiophosphate biphenyl derivatives exhibiting steroid sulfatase (STS) activity. The described synthesis is based on straightforward preparation of biphenyl‐4‐ol and 4′‐hydroxy‐biphenyl‐4‐carboxylic acid ethyl ester modified with various phosphate or thiophosphate moieties. The inhibitory effects of these compounds were tested on STS isolated from human placenta and led to two compounds of interest, <bold>5a</bold> and <bold>5d</bold> with IC₅₀ values of 28.0 and 22.1 µM, respectively and that had interesting new binding modes in the STS active site. Drug Dev Res 76 : 8294–104, 2015. © 2015 Wiley Periodicals, Inc.</p> </abstract>