Lactose substituted zinc phthalocyanine: a near infrared fluorescence imaging probe for liver cancer targeting

Bioorg Med Chem Lett. 2013 Mar 15;23(6):1878-82. doi: 10.1016/j.bmcl.2012.12.103. Epub 2013 Jan 9.

Abstract

A near infrared fluorescence probe, lactose substituted zinc phthalocyanine, [2,9(10),16(17),23(24)-tetrakis((1-(β-d-lactose-2-yl)-1H-1,2,3-triazol-4-yl)methoxyl)phthalocyaninato] zinc(II), was synthesized via click reaction. Structural characterization and optical experiment demonstrated its excellent biocompatibility and fluorescence imaging ability. Near infrared fluorescence imaging in vivo for liver cancer, lung cancer and melanoma cancer with tumor bearing nude mice as models demonstrated that lactose substituted zinc phthalocyanine has specifically targeting ability to liver cancer while no targeting to lung cancer or melanoma, which implied its potential in liver cancer diagnosis as a near infrared optical probe.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Survival / drug effects
  • Drug Stability
  • Fluorescent Dyes / chemistry
  • Hep G2 Cells
  • Humans
  • Indoles / chemistry*
  • Indoles / toxicity
  • Isoindoles
  • Lactose / chemistry*
  • Liver Neoplasms / diagnostic imaging*
  • Melanoma, Experimental / diagnostic imaging
  • Mice
  • Mice, Nude
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / toxicity
  • Radiography
  • Solubility
  • Spectroscopy, Near-Infrared
  • Tissue Distribution
  • Transplantation, Heterologous
  • Zinc Compounds

Substances

  • Fluorescent Dyes
  • Indoles
  • Isoindoles
  • Organometallic Compounds
  • Zinc Compounds
  • Zn(II)-phthalocyanine
  • Lactose