Radiosynthesis and in vivo tumor uptake of 2-deoxy-2-[(18)F]fluoro-myo-inositol

Bioorg Med Chem Lett. 2012 Oct 1;22(19):6148-50. doi: 10.1016/j.bmcl.2012.08.022. Epub 2012 Aug 11.

Abstract

Inositols play an important role in membrane lipid metabolism and mitogenic signaling of most cancer cells. There is paucity of data on the distribution of radiolabelled inositols. Based on work previously carried out on 1-deoxy-1-[(18)F]fluoro-scyllo-inositol ([(18)F]2), we began a program of work to label myo-inositol (2-deoxy-2-[(18)F]fluoro-myo-inositol, [(18)F]1), the most abundant inositol in cells. Fluorination of a triflate precursor 4 afforded the desired [(18)F]1 following deprotection with a radiochemical yield of 8% n.d.c. [(18)F]1 showed higher uptake in vivo in a human breast cancer xenograft model, MDA-MB-231, compared to [(18)F]2. Thus, we have developed a new inositol radiotracer that could have utility for studying inositol uptake in tumors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Breast Neoplasms / diagnostic imaging*
  • Breast Neoplasms / metabolism
  • Breast Neoplasms / pathology
  • Cell Line, Tumor
  • Female
  • Humans
  • Inositol / analogs & derivatives*
  • Inositol / chemical synthesis
  • Inositol / chemistry
  • Inositol / pharmacokinetics
  • Mice
  • Neoplasms, Experimental / diagnostic imaging*
  • Neoplasms, Experimental / metabolism
  • Neoplasms, Experimental / pathology
  • Radionuclide Imaging

Substances

  • 2-deoxy-2-((18)F)fluoro-myo-inositol
  • Inositol