Quinoline carboxamide-type ABCG2 modulators: indole and quinoline moieties as anilide replacements

ChemMedChem. 2013 Nov;8(11):1773-8. doi: 10.1002/cmdc.201300319. Epub 2013 Aug 28.

Abstract

ABC, it's easy as 1 2 3! Bioisosteric replacement of the anilide core by an indole moiety considerably increased stability and gave potent and selective ABCG2 (BCRP) inhibitors. Some compounds are superior to the reference substances fumitremorgin C and Ko143 in terms of potency and efficacy and are the most potent ABCG2 modulators reported so far.

Keywords: ABC transporters; breast cancer resistance proteins; inhibitors; sonogashira couplings; syntheses.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • ATP Binding Cassette Transporter, Subfamily G, Member 2
  • ATP-Binding Cassette Transporters / antagonists & inhibitors*
  • Aminoimidazole Carboxamide / chemistry*
  • Anilides / chemistry*
  • Cell Line, Tumor
  • Humans
  • Indoles / chemistry*
  • Molecular Structure
  • Neoplasm Proteins / antagonists & inhibitors*
  • Phthalic Acids / chemistry*
  • Protein Stability
  • Quinolines / chemistry*

Substances

  • ABCG2 protein, human
  • ATP Binding Cassette Transporter, Subfamily G, Member 2
  • ATP-Binding Cassette Transporters
  • Anilides
  • Indoles
  • Neoplasm Proteins
  • Phthalic Acids
  • Quinolines
  • UR-COP78
  • UR-ME22-1
  • Aminoimidazole Carboxamide