An amphiphilic ruthenium(II)-polypyridyl appended porphyrin as potential bifunctional two-photon tumor-imaging and photodynamic therapeutic agent

J Inorg Biochem. 2010 Jan;104(1):62-70. doi: 10.1016/j.jinorgbio.2009.10.004. Epub 2009 Oct 9.

Abstract

An amphiphilic porphyrin appended with a Ru(II)-polypyridyl complex (Ru-P) showing a moderate two-photon absorption cross-section (178.0+/-26.8GM), high singlet oxygen quantum yield and rapid cellular uptake was synthesized. In vitro study using human nasopharyngeal carcinoma cells showed that Ru-P exhibited a strong two-photon induced fluorescence upon uptake, lysosomal localization and potent two-photon induced cytotoxicity. These results show that Ru-P, which was designed to enhance its cellular uptake, can potentially be used as an efficacious bifunctional two-photon tumor-imaging and photodynamic therapeutic agent despite its moderate two-photon absorption cross-section.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism*
  • Antineoplastic Agents / therapeutic use
  • Cell Line, Tumor
  • Humans
  • Imaging, Three-Dimensional*
  • Neoplasms / drug therapy
  • Neoplasms / metabolism*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / metabolism*
  • Organometallic Compounds / therapeutic use
  • Photochemotherapy*
  • Photons
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / metabolism*
  • Photosensitizing Agents / therapeutic use
  • Spectrometry, Fluorescence

Substances

  • Antineoplastic Agents
  • Organometallic Compounds
  • Photosensitizing Agents
  • bis(bipyridine)(((10',15',20'-triphenyl)porphyrin(5'-p-phenoxy-5-ethanamido))-1,10-phenanthroline)ruthenium(II)