A novel of PEG-conjugated phthalocyanine and evaluation of its photocytotoxicity and antibacterial properties for photodynamic therapy


Uslan C., Isleyen N. D., Öztürk Y., Yıldız B. T., Çakar Z. P., Goksel M., ...More

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, vol.22, pp.10-24, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 22
  • Publication Date: 2018
  • Doi Number: 10.1142/s1088424617500729
  • Journal Name: JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.10-24
  • Keywords: PEG-conjugated silicon phthalocyanine, antibacterial effect, photocytotoxicity, antitumoral activity, photodynamic therapy, HALOGENATED SILICON(IV) PHTHALOCYANINES, POLY(ETHYLENE GLYCOL) CHAINS, BOVINE SERUM-ALBUMIN, BIOLOGICAL-PROPERTIES, HELA-CELLS, PHOTOCHEMICAL PROPERTIES, ZINC PHTHALOCYANINES, PHOTOPHYSICAL PROPERTIES, METAL PHTHALOCYANINES, PHOTOSENSITIZERS
  • Istanbul Technical University Affiliated: Yes

Abstract

A poly(ethylene glycol) (PEG)-conjugated silicon(IV) phthalocyanine axially substituted with (PEG1000) chains (SiPc-PEG) was synthesized, and this novel phthalocyanine was characterized by H-1-NMR, FT-IR and UV-Vis spectrophotometric methods. Elemental analysis data were beneficial for the evaluation of the chemical structure of the new compound. The total number of (O-CH2-CH2 units was calculated as 44 and the structure of the new PEG-conjugated silicon phthalocyanine was determined by the use of integral areas in H-1-NMR spectrum and the ratio of SiPc: PEG1000 was found as 1:2. The photophysical and photochemical properties were determined in both DMSO and aqueous solutions. In addition, the photocytotoxicity of the novel PEG-conjugated silicon(IV) phthalocyanine was also examined by testing against human cervical-carcinoma (HeLa) and hepato-carcinoma cells (HuH-7). The IC50 value for the SiPc-PEG compound was determined as 0.28 mu M for HeLa cells and 0.4 mu M for HuH-7 cells. These results imply that HeLa cells are apparently more responsive to photodynamic therapy (PDT) treatment by SiPc-PEG than HuH-7 cells at low concentrations (up to 0.5 mu M) of the studied photosensitizer. Additionally, SiPc-PEG showed antibacterial activity against Escherichia coli at 48 h of incubation, the viabilities of E. coli cultures exposed to 1000 mu g/mL and 2500 mu g/mL SiPc-PEG concentration were reduced by about 90%, and the additional growth inhibitory effect of photoactivation was also observed clearly at these efficient concentrations. To conclude, the novel compound may have a high potential for photodynamic therapy.