A class of 5-benzylidene-2-phenylthiazolinones with high potency as direct 5-lipoxygenase inhibitors

  • J Med Chem. 2011 Mar 24;54(6):1943-7. doi: 10.1021/jm101165z.
Bettina Hofmann  1 ,  Sebastian Barzen ,  Carmen B Rödl ,  Andreas Kiehl ,  Julia Borig ,  Aleksandra Zivković ,  Holger Stark ,  Gisbert Schneider ,  Dieter Steinhilber
Affiliations
  • 1. Institute of Pharmaceutical Chemistry, Goethe University Frankfurt, Max-von-Laue-Strasse 9, D-60438 Frankfurt, Germany. [email protected]
PMID: 21341744 DOI: 10.1021/jm101165z
Abstract

A novel class of potent direct 5-lipoxygenase (5-LO) inhibitors bearing a thiazolinone-scaffold identified by virtual screening is presented. A range of substitutions and the importance of the 2-phenyl moiety were evaluated. This series is characterized by high potency in intact polymorphonuclear leukocytes and a cell-free system, exemplified by (Z)-2-(4-chlorophenyl)-5-(4-methoxybenzylidene)-5H-thiazol-4-one (18, IC(50) = 0.28 and 0.09 μM). These disubstituted thiazolinones may possess potential for intervention with inflammatory and allergic diseases and certain Cancer types.

Products