Nuclear magnetic resonance fragment-based identification of novel FKBP12 inhibitors

J Med Chem. 2007 Dec 27;50(26):6607-17. doi: 10.1021/jm0707424. Epub 2007 Nov 27.

Abstract

Peptidyl-prolyl cis-trans isomerases are a group of cytosolic enzymes initially characterized by their ability to catalyze the cis-trans isomerization of peptidyl-prolyl bonds. This represents a significant event for protein folding because cis-proline introduces critical bends within the protein conformation. FK506-binding proteins (FKBPs) represent one of the three families of enzymes sharing peptidyl-prolyl cis-trans isomerase activity. Inhibitors of FKBP12, in particular, have potent neurotrophic properties both in vivo and in vitro. Here, we describe a fragment-based unbiased nuclear magnetic resonance drug discovery approach for the identification of novel classes of chemical inhibitors against FKBP12. Compared to FK506, the fragment-based FKBP12 inhibitors developed herein possess significant advantages as drug candidates.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Cell Line
  • Drug Design
  • Humans
  • In Vitro Techniques
  • Magnetic Resonance Spectroscopy
  • Microsomes, Liver / metabolism
  • Models, Molecular
  • Morpholines / chemical synthesis*
  • Morpholines / chemistry
  • Morpholines / pharmacology
  • Neurites / drug effects
  • Neurites / physiology
  • Rats
  • Rats, Long-Evans
  • Recombinant Proteins / antagonists & inhibitors
  • Recombinant Proteins / chemistry
  • Structure-Activity Relationship
  • Tacrolimus / chemistry
  • Tacrolimus / pharmacology
  • Tacrolimus Binding Protein 1A / antagonists & inhibitors*
  • Tacrolimus Binding Protein 1A / chemistry

Substances

  • Morpholines
  • Recombinant Proteins
  • Tacrolimus Binding Protein 1A
  • Tacrolimus