Atropisomeric small molecule Bcl-2 ligands: determination of bioactive conformation

Bioorg Med Chem Lett. 2009 Mar 15;19(6):1767-72. doi: 10.1016/j.bmcl.2009.01.071. Epub 2009 Jan 27.

Abstract

The separation of atropisomeric conformers of 1,2,3,4-tetrahydroisoquinoline amide Bcl-2 ligands allowed the identification of the bioactive conformer which was subsequently confirmed by X-ray crystallography.

MeSH terms

  • Apoptosis
  • Binding Sites
  • Chemistry, Pharmaceutical / methods*
  • Crystallography, X-Ray / methods
  • Drug Design
  • Humans
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Molecular Structure
  • Protein Binding
  • Protein Interaction Mapping
  • Proto-Oncogene Proteins c-bcl-2 / chemistry*
  • Structure-Activity Relationship
  • Tetrahydroisoquinolines / chemistry*

Substances

  • Ligands
  • Proto-Oncogene Proteins c-bcl-2
  • Tetrahydroisoquinolines
  • 1,2,3,4-tetrahydroisoquinoline