Blood-brain barrier-permeable fluorone-labeled dieckols acting as neuronal ER stress signaling inhibitors

Biomaterials. 2015 Aug:61:52-60. doi: 10.1016/j.biomaterials.2015.04.045. Epub 2015 May 16.

Abstract

We studied the blood-brain barrier (BBB) permeability and intracellular localization of a fluorescein isothiocyanate (FITC)-labeled dieckol (1) and a rhodamine B-labeled dieckol (7), for exploring the possible therapeutic application of fluorone-labeled dieckols in neurodegenerative diseases. Both compounds (1 &7) were synthesized through a click reaction and were found to be localized in the endoplasmic reticulum (ER) of the two types of brain cell lines (SH-SY5Y and BV-2 cells) tested; they also reduced ER stress in the SH-SY5Y human neuroblastoma cells. In addition, 1 and 7 were shown to pass the BBB in rats upon intravenous administration. Altogether, our study demonstrates, for the first time, that targeted ER-stress reduction in brain cells can be achieved by introducing fluorone-dieckol conjugates into systemic circulation. Therefore, 1 and 7 provide a novel and promising ER-targeting therapeutic strategy for neurodegenerative diseases.

Keywords: Blood-brain barrier; Click reaction; ER localization; Endoplasmic reticulum (ER) stress; Fluorone-labeled dieckols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzofurans / administration & dosage*
  • Benzofurans / pharmacokinetics*
  • Blood-Brain Barrier
  • Capillary Permeability / drug effects
  • Capillary Permeability / physiology
  • Cell Line
  • Endoplasmic Reticulum / drug effects
  • Endoplasmic Reticulum / metabolism*
  • Fluorescent Dyes / chemistry*
  • Humans
  • Male
  • Neurons / drug effects
  • Neurons / metabolism*
  • Oxidative Stress / drug effects
  • Oxidative Stress / physiology*
  • Rats
  • Rats, Sprague-Dawley
  • Reactive Oxygen Species / metabolism
  • Signal Transduction / drug effects
  • Signal Transduction / physiology
  • Staining and Labeling / methods
  • Subcellular Fractions / drug effects
  • Subcellular Fractions / metabolism

Substances

  • Benzofurans
  • Fluorescent Dyes
  • Reactive Oxygen Species
  • dieckol