Design and synthesis of fluorescence-labeled closo-dodecaborate lipid: its liposome formation and in vivo imaging targeting of tumors for boron neutron capture therapy

Org Biomol Chem. 2012 Feb 21;10(7):1374-80. doi: 10.1039/c1ob06500a. Epub 2011 Dec 23.

Abstract

The fluorescence-labeled closo-dodecaborane lipid (FL-SBL) was synthesized from (S)-(+)-1,2-isopropylideneglycerol as a chiral starting material. FL-SBL was readily accumulated into the PEGylated DSPC liposomes prepared from DSPC, CH, and DSPE-PEG-OMe by the post insertion protocol. The boron concentrations and the fluorescent intensities of the FL-SBL-labeled DSPC liposomes increased with the increase of the additive FL-SBL, and the maximum emission wavelength of the liposomes appeared at 531 nm. A preliminary in vivo imaging study of tumor-bearing mice revealed that the FL-SBL-labeled DSPC liposomes were delivered to the tumor tissue but not distributed to hypoxic regions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Boron / administration & dosage*
  • Boron / chemistry
  • Boron Compounds / chemical synthesis*
  • Boron Compounds / chemistry
  • Drug Delivery Systems
  • Female
  • Fluorescence
  • Liposomes / administration & dosage*
  • Liposomes / chemical synthesis*
  • Mice
  • Neoplasms / radiotherapy*
  • Oxadiazoles / chemical synthesis*
  • Oxadiazoles / chemistry
  • Phosphatidylcholines / chemistry
  • Phosphatidylethanolamines / chemistry
  • Polyethylene Glycols / chemistry
  • Stearates / chemical synthesis*
  • Stearates / chemistry
  • Tissue Distribution

Substances

  • Boron Compounds
  • Liposomes
  • Oxadiazoles
  • Phosphatidylcholines
  • Phosphatidylethanolamines
  • Stearates
  • polyethylene glycol-distearoylphosphatidylethanolamine
  • dodecaborate
  • Polyethylene Glycols
  • 1,2-distearoyllecithin
  • Boron