Lehr, Philipp, Billich, Andreas, Wolff-Winiski, Barbara and Nussbaumer, Peter (2005) N-Acyl arylsulfonamides as novel, reversible inhibitors of human steroid sulfatase. Bioorganic & Medicinal Chemistry Letters, 15 (4). pp. 1235-1238. ISSN 0960-894X

Abstract

Steroid sulfatase (STS) is an attractive target for a range of oestrogen- and androgen-dependent diseases. In search of novel chemotypes of STS inhibitors, we had previously identified nortropinyl-arylsulfonylureas 1; however, while these compounds were good inhibitors of purified STS (lowest K(i)=76 nM), they showed only weak inhibition of STS activity in cells (lowest IC(50) around 2 microM). Extended structure-activity relationship studies involving modification of the phenylacetyl side chain and replacement of the nortropine element by simpler scaffolds led to the discovery of N-acyl arylsulfonamides, more specifically N-(Boc-piperidine-4-carbonyl)-benzenesulfonamides, as STS inhibitors, some of which exhibit improved cellular potency (best IC(50)=270 nM).

Item Type:	Article
Related URLs:	http://www.ncbi.nlm.nih.gov/sites/entrez... doi:10.1016/j.bmcl.2004.11.069
Additional Information:	author can archive post-print (ie final draft post-refereeing); Publisher's version/PDF cannot be used
Related URLs:	http://www.ncbi.nlm.nih.gov/sites/entrez... doi:10.1016/j.bmcl.2004.11.069
Date Deposited:	14 Dec 2009 13:56
Last Modified:	31 Jan 2013 01:10
URI:	https://oak.novartis.com/id/eprint/671