The water soluble axially disubstituted silicon phthalocyanines: photophysicochemical properties and in vitro studies

Goksel M., BIYIKLIOĞLU Z., Durmus M.

JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, vol.22, no.6, pp.953-967, 2017 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 22 Issue: 6
  • Publication Date: 2017
  • Doi Number: 10.1007/s00775-017-1473-0
  • Journal Name: JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.953-967
  • Keywords: Phthalocyanine, Silicon, Water soluble, Non-aggregated, Photodynamic therapy (PDT), HuH-7 cells, PHOTODYNAMIC THERAPY, PHOTOCHEMICAL PROPERTIES, ZINC PHTHALOCYANINES, LANGMUIR-BLODGETT, DRUG-RESISTANCE, CELLS, PH, PHOTOSENSITIZERS, SUBSTITUENTS
  • Karadeniz Technical University Affiliated: Yes

Abstract

Two novel silicon(IV) phthalocyanines bearing 1,3-bis[3(dimethylamino)phenoxy]propan-2-ol or 1,3-bis[3(diethylamino)phenoxy]propan-2-ol groups at their axial positions were synthesized. These phthalocyanines were converted into their water soluble derivatives by the quaternization reaction with methyl iodide. The quaternized phthalocyanines show excellent solubility aqueous solutions without any aggregation which makes them potential photosensitizers for use in photodynamic therapy (PDT). For this reason, the photophysical and photochemical properties such as fluorescence quantum yields, lifetimes, singlet oxygen generation and photodegradation of both non-ionic (3 and 5) and quaternized cationic silicon(IV) phthalocyanines were investigated. Furthermore, the cytotoxicity of PDT was determined by colorimetric proliferation assay against to hepatocellular carcinoma (HuH-7) cancer cells. In this study, the cells were incubated with a novel water soluble silicon(IV) phthalocyanine derivatives and thereafter the cells were illuminated using broad-band incoherent light source.