Design of a Gd-DOTA-phthalocyanine conjugate combining MRI contrast imaging and photosensitization properties as a potential molecular theranostic

Photochem Photobiol. 2014 Nov-Dec;90(6):1376-86. doi: 10.1111/php.12332. Epub 2014 Oct 7.

Abstract

The design and synthesis of a phthalocyanine--Gd-DOTA conjugate is presented to open the way to novel molecular theranostics, combining the properties of MRI contrast imaging with photodynamic therapy. The rational design of the conjugate integrates isomeric purity of the phthalocyanine core substitution, suitable biocompatibility with the use of polyoxo water-solubilizing substituents, and a convergent synthetic strategy ended by the use of click chemistry to graft the Gd-DOTA moiety to the phthalocyanine. Photophysical and photochemical properties, contrast imaging experiments and preliminary in vitro investigations proved that such a combination is relevant and lead to a new type of potential theranostic agent.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biocompatible Materials
  • Contrast Media*
  • Heterocyclic Compounds / administration & dosage*
  • Heterocyclic Compounds / chemistry
  • Humans
  • Indoles / administration & dosage*
  • Indoles / chemistry
  • Isoindoles
  • MCF-7 Cells
  • Magnetic Resonance Imaging / methods*
  • Magnetic Resonance Spectroscopy
  • Organometallic Compounds / administration & dosage*
  • Organometallic Compounds / chemistry
  • Photosensitizing Agents / pharmacology*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Biocompatible Materials
  • Contrast Media
  • Heterocyclic Compounds
  • Indoles
  • Isoindoles
  • Organometallic Compounds
  • Photosensitizing Agents
  • gadolinium 1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetate
  • phthalocyanine