Quinolizinium as a new fluorescent lysosomotropic probe

Bioorg Med Chem Lett. 2017 Jan 15;27(2):203-207. doi: 10.1016/j.bmcl.2016.11.074. Epub 2016 Nov 24.

Abstract

We have synthesized a collection of quinolizinium fluorescent dyes for the purpose of cell imaging. Preliminary biological studies in human U2OS osteosarcoma cancer cells have shown that different functional groups appended to the cationic quinolizinium scaffold efficiently modulate photophysical properties but also cellular distribution. While quinolizinium probes are known nuclear staining reagents, we have identified a particular quinolizinium derivative salt that targets the lysosomal compartment. This finding raises the question of predictability of specific organelle targeting from structural features of small molecules.

Keywords: Fluorescent dyes; Heteroaromatic cations; Lysosomal probes; Quinolizinium; Small molecules.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthraquinones / metabolism
  • Artemisinins / metabolism
  • Cell Line, Tumor
  • Cell Nucleus / metabolism
  • Endocytosis / drug effects
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacology*
  • Humans
  • Hydrogen-Ion Concentration
  • Intercalating Agents / chemical synthesis
  • Intercalating Agents / chemistry
  • Intercalating Agents / pharmacology
  • Lysosomes / metabolism
  • Molecular Imaging
  • Quinolizines / chemical synthesis
  • Quinolizines / chemistry
  • Quinolizines / pharmacology*

Substances

  • Anthraquinones
  • Artemisinins
  • Fluorescent Dyes
  • Intercalating Agents
  • Quinolizines
  • artesumycin