Anticancer properties of bisaminoquinolines with modified linkers

Bioorg Med Chem Lett. 2021 Oct 1:49:128272. doi: 10.1016/j.bmcl.2021.128272. Epub 2021 Jul 21.

Abstract

We have previously reported the unique features of dimeric bisaminoquinolines as anticancer agents and have identified their cellular target as PPT1, a protein palmitoyl-thioesterase. We now report a systematic study on the role of the linker in these constructs, both with respect to the distance between the heterocycles, the linker hydrophobicity and the methylation status (primary vs. secondary vs. tertiary) of the central nitrogen atom on the observed biological activity.

Keywords: Anticancer; Autophagy; Dimer; Quinoline.

Publication types

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

MeSH terms

  • Aminoquinolines / chemical synthesis
  • Aminoquinolines / pharmacology*
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / pharmacology*
  • Autophagy / drug effects
  • Cell Line, Tumor
  • Drug Design
  • Drug Screening Assays, Antitumor
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Membrane Proteins / antagonists & inhibitors
  • Molecular Structure
  • Thiolester Hydrolases / antagonists & inhibitors

Substances

  • Aminoquinolines
  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Membrane Proteins
  • Thiolester Hydrolases
  • PPT1 protein, human