Targeted thiazole orange derivative with folate: synthesis, fluorescence and in vivo fluorescence imaging

Molecules. 2010 Oct 11;15(10):6983-92. doi: 10.3390/molecules15106983.

Abstract

A Thiazole Orange conjugated with folate derivative was synthesized in two steps. Firstly, folate was coupled with 1-(3-aminopropyl)-4-methylquinolinium bromide to afford folate-methylquinolinium bromide, which then reacted with benzothiazolium to obtain the title folate-conjugated compound. The compound was evaluated by ¹H-NMR MS, TG/DTA and fluorescence spectroscopic methods. The title compound could selectively target folate receptor expressing tumors according to the in vivo fluorescence imaging preliminarily performed on nude mice with breast tumors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzothiazoles* / chemical synthesis
  • Benzothiazoles* / chemistry
  • Benzothiazoles* / metabolism
  • Cell Line, Tumor
  • Female
  • Fluorescent Dyes* / chemical synthesis
  • Fluorescent Dyes* / chemistry
  • Fluorescent Dyes* / metabolism
  • Folic Acid* / chemical synthesis
  • Folic Acid* / chemistry
  • Folic Acid* / metabolism
  • Humans
  • Mice
  • Mice, Inbred BALB C
  • Mice, Nude
  • Molecular Structure
  • Neoplasms / metabolism
  • Neoplasms / pathology
  • Quinolines* / chemical synthesis
  • Quinolines* / chemistry
  • Quinolines* / metabolism
  • Spectrometry, Fluorescence

Substances

  • Benzothiazoles
  • Fluorescent Dyes
  • Quinolines
  • thiazole orange
  • Folic Acid