Carboxylic acid based quinolines as liver X receptor modulators that have LXRbeta receptor binding selectivity

Bioorg Med Chem Lett. 2008 Jan 1;18(1):54-9. doi: 10.1016/j.bmcl.2007.11.013. Epub 2007 Nov 9.

Abstract

A series of potent and binding selective LXRbeta agonists was developed using the previously reported non-selective LXR ligand WAY-254011 as a structural template. With the aid of molecular modeling, it was found that 2,3-diMe-Ph, 2,5-diMe-Ph, and naphthalene substituted quinoline acetic acids (such as quinoline 33, 37, and 38) showed selectivity for LXRbeta over LXRalpha in binding assays.

MeSH terms

  • Animals
  • Carboxylic Acids / chemistry*
  • Carboxylic Acids / metabolism*
  • Carboxylic Acids / pharmacology
  • Crystallography, X-Ray
  • DNA-Binding Proteins / agonists*
  • DNA-Binding Proteins / chemistry
  • DNA-Binding Proteins / metabolism
  • Gene Expression
  • Humans
  • Ligands
  • Liver X Receptors
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Models, Molecular
  • Orphan Nuclear Receptors
  • Quinolines / chemistry*
  • Quinolines / metabolism*
  • Quinolines / pharmacology
  • Receptors, Cytoplasmic and Nuclear / agonists*
  • Receptors, Cytoplasmic and Nuclear / chemistry
  • Receptors, Cytoplasmic and Nuclear / metabolism
  • Substrate Specificity
  • Transcriptional Activation

Substances

  • Carboxylic Acids
  • DNA-Binding Proteins
  • Ligands
  • Liver X Receptors
  • NR1H3 protein, human
  • Nr1h3 protein, mouse
  • Orphan Nuclear Receptors
  • Quinolines
  • Receptors, Cytoplasmic and Nuclear