New soluble 4-(4-formyl-2,6-dimethoxyphenoxy) substituted phthalocyanines: Synthesis, characterization, photophysical and photochemical properties

ERDEN İ. , Karadogan B., Kilicarslan F. A. , Atmaca G. Y. , ERDOĞMUŞ A.

MAIN GROUP CHEMISTRY, vol.21, no.2, pp.421-430, 2022 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 21 Issue: 2
  • Publication Date: 2022
  • Doi Number: 10.3233/mgc-210123
  • Journal Name: MAIN GROUP CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded, Scopus, Academic Search Premier, Aerospace Database, Chemical Abstracts Core, Communication Abstracts, Metadex, Civil Engineering Abstracts
  • Page Numbers: pp.421-430
  • Keywords: Phthalocyanines, fluorescence, photochemistry, zinc, magnesium, PHOTODYNAMIC THERAPY, ZINC, CANCER

Abstract

This work describes the synthesis, spectral and fluorescence properties of bis 4-(4-formyl-2,6-dimethoxyphenoxy) substituted zinc (ZnPc) and magnesium (MgPc) phthalocyanines. The new compounds have been characterized by elemental analysis, UV-Vis, FT-IR, H-1-NMR and mass spectra. Afterward, the effects of including metal ion on the photophysicochemical properties of the complexes were studied in biocompatible solvent DMSO to analyze their potential to use as a photosensitizer in photodynamic therapy (PDT). The fluorescence and singlet oxygen quantum yields were calculated as 0.04-0.15 and 0.70-0.52 for ZnPc and MgPc, respectively. According to the results, MgPc has higher fluorescence quantum yield than ZnPc, while ZnPc has higher singlet oxygen quantum yield than MgPc. The results show that the synthesized complexes can have therapeutic outcomes for cancer treatment.