Synthesis of Poly[APMA]-DOTA-64Cu conjugates for interventional radionuclide therapy of prostate cancer: assessment of intratumoral retention by micro-positron emission tomography

Mol Imaging. 2007 Jan-Feb;6(1):10-7.

Abstract

To develop new radiopharmaceuticals for interventional radionuclide therapy of locally recurrent prostate cancer, poly[N-(3-aminopropyl)methacrylamide] [poly(APMA)] polymers were synthesized by free radical precipitation polymerization in acetone-dimethylsulfoxide using N,N'-azobis(isobutyronitrile) as the initiator. The polymers were characterized with nuclear magnetic resonance, size exclusion chromatography, and dynamic light scattering (M(n) = 2.40 x 10(4), M(w)/M(n) = 1.87). Subsequently, poly[APMA] was coupled with 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) using 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride as an activator, followed by conjugation with (64)Cu radionuclide. Prolonged retention of poly[APMA]-DOTA-(64)Cu conjugates within the tumor tissues was demonstrated by micro-positron emission tomography at 24 hours following intra-tumoral injection of the conjugates to human prostate xenografts in mice. The data suggest that the poly[APMA]-DOTA-(64)Cu conjugates might be useful for interventional radionuclide therapy of locally recurrent prostate cancer in humans.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylic Resins / analysis
  • Acrylic Resins / chemical synthesis*
  • Acrylic Resins / pharmacokinetics*
  • Animals
  • Heterocyclic Compounds, 1-Ring / chemistry
  • Humans
  • Light
  • Magnetic Resonance Spectroscopy
  • Male
  • Mice
  • Mice, Inbred Strains
  • Nitriles / chemistry
  • Organometallic Compounds / analysis
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / pharmacokinetics*
  • Positron-Emission Tomography
  • Prostatic Neoplasms / chemistry
  • Prostatic Neoplasms / metabolism
  • Prostatic Neoplasms / radiotherapy*
  • Radiopharmaceuticals / analysis
  • Radiopharmaceuticals / chemical synthesis*
  • Radiopharmaceuticals / pharmacokinetics*
  • Scattering, Radiation
  • Xenograft Model Antitumor Assays

Substances

  • Acrylic Resins
  • Heterocyclic Compounds, 1-Ring
  • Nitriles
  • Organometallic Compounds
  • Radiopharmaceuticals
  • poly(N-(3-aminopropyl)methacrylamide)-DOTA-64Cu conjugate
  • 1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetraacetic acid
  • azobis(isobutyronitrile)