Gallium phthalocyanine photosensitizers: Carboxylation enhances the cellular uptake and improves the photodynamic therapy of cancers

Jin F. Zhao, Jing Wang, Ji Yao Chen, Wadzanai Chidawanykia, Tebello Nyokong, Kazuyuki Ishii, Nagao Kobayashi

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

The octacarboxyl gallium (GaPcC) and metal-free (H2PcC) phthalocyanines were prepared using the carboxyl as the peripheral substituent. The carboxylation improves the intracellular delivery of these two PcCs into KB and QGY cancer cells as compared to that of sulfonated aluminum phthalocyanines (AlPcS), a popularly used photosensitizer (PS). Moreover, GaPcC maintains high photoproduction of singlet oxygen. With a short incubation time of 3 hours, GaPcC accumulates sufficiently in both KB and QGY cells and improves photodynamic therapy (PDT) by effectively killing these cancer cells. AlPcS and H2PcC show much lower PDT effects under the same conditions, because AlPcS have a slow cellular uptake rate resulting in a low cellular amount and the ability of H2PcC to produce 1O2 is low. Carboxylation is a promising way to prepare water-soluble metal phthalocyanines (MPcCs) and facilitates the cellular uptake of MPcCs for PDT improvement.

Original languageEnglish
Pages (from-to)604-610
Number of pages7
JournalAnti-Cancer Agents in Medicinal Chemistry
Volume12
Issue number6
DOIs
Publication statusPublished - 2012 Jul

Keywords

  • Cellular uptake
  • Photodynamic therapy
  • Phthalocyanine
  • Singlet oxygen

ASJC Scopus subject areas

  • Molecular Medicine
  • Pharmacology
  • Cancer Research

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