Assessment of the relevance of GaPc substituted with azido-polyethylene glycol chains for photodynamic therapy. Design, synthetic strategy, fluorescence, singlet oxygen generation, and pH-dependent spectroscopic behaviour

Koc V., Topal S. Z. , Tekdas D. A. , Ates O. D. , Onal E., DUMOULIN F. , ...More

NEW JOURNAL OF CHEMISTRY, vol.41, no.18, pp.10027-10036, 2017 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 41 Issue: 18
  • Publication Date: 2017
  • Doi Number: 10.1039/c7nj01390f
  • Title of Journal : NEW JOURNAL OF CHEMISTRY
  • Page Numbers: pp.10027-10036


A new efficient synthetic route was used to obtain symmetrically and asymmetrically substituted gallium(III) phthalocyanines (5-GaCl and 6-GaCl) containing azido groups with chlorine atoms at axial positions, using corresponding ZnPc derivatives (5-Zn and 6-Zn) as precursors. The photophysical and photochemical properties-fluorescence, singlet oxygen generation, and photodegradation-of 5-GaCl and 6-GaCl were compared with that of 5-Zn and 6-Zn. Their pH-sensitive spectral changes were also investigated in detail, as tumours are more acidic than healthy tissues. Their amphiphilicity, quantified by their partition coefficient, appeared suitable for biological applications. 5-GaCl and 6-GaCl exhibited higher photodynamic potential than unsubstituted gallium(III) phthalocyanine, suggesting potential to be used as a photodynamic therapy agent.