Nanomolar inhibitors of the transcription factor STAT5b with high selectivity over STAT5a

Angew Chem Int Ed Engl. 2015 Apr 13;54(16):4758-63. doi: 10.1002/anie.201410672. Epub 2015 Feb 20.

Abstract

Src homology 2 (SH2) domains play a central role in signal transduction. Although many SH2 domains have been validated as drug targets, their structural similarity makes development of specific inhibitors difficult. The cancer-relevant transcription factors STAT5a and STAT5b are particularly challenging small-molecule targets because their SH2 domains are 93% identical on the amino acid level. Here we present the natural product-inspired development of the low-nanomolar inhibitor Stafib-1, as the first small molecule which inhibits the STAT5b SH2 domain (K(i)=44 nM) with more than 50-fold selectivity over STAT5a. The binding site of the core moiety of Stafib-1 was validated by functional analysis of point mutants. A prodrug of Stafib-1 was shown to inhibit STAT5b with high selectivity over STAT5a in tumor cells. Stafib-1 provides the first demonstration that naturally occurring SH2 domains with more than 90% sequence identity can be selectively targeted with small organic molecules.

Keywords: STAT5; inhibitors; natural products; protein-protein interactions; transcription factors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Binding Sites
  • Biological Products / chemistry
  • Biological Products / metabolism
  • Catechols / chemistry
  • Catechols / metabolism
  • Humans
  • Molecular Docking Simulation
  • Peptides / chemistry
  • Peptides / metabolism
  • Phosphorylation
  • Protein Binding
  • Protein Interaction Domains and Motifs
  • STAT5 Transcription Factor / antagonists & inhibitors*
  • STAT5 Transcription Factor / metabolism
  • Structure-Activity Relationship
  • Tumor Suppressor Proteins / antagonists & inhibitors*
  • Tumor Suppressor Proteins / metabolism
  • src Homology Domains

Substances

  • Biological Products
  • Catechols
  • Peptides
  • STAT5 Transcription Factor
  • STAT5A protein, human
  • STAT5B protein, human
  • Tumor Suppressor Proteins
  • catechol