The water soluble Zn(II) and Mg(II) phthalocyanines: Synthesis, photochemical, DNA photodamage and PDT effects against A549 cells

Barut B., YALÇIN C. Ö., DEMİRBAŞ Ü.

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, cilt.405, 2021 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 405
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1016/j.jphotochem.2020.112946
  • Dergi Adı: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, INSPEC
  • Anahtar Kelimeler: Pyridinium, Lung cancer, Plasmid DNA, Photodynamic therapy, SUBSTITUTED PHTHALOCYANINES, PHOTODYNAMIC THERAPY, ANTIOXIDANT ACTIVITIES, PYRIDINE GROUPS, INHIBITION, ZINC, PHOTOCLEAVAGE, MOIETIES, DELIVERY, DOCKING
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

In this study, the phthalonitrile compound 4-(thieno[3,2-b]pyridin-7-yloxy] phthalonitrile (3), it's peripherally tetra substituted zinc(II) (4) and magnesium(II) (5) phthalocyanines and their water-soluble derivatives (ZnPcQ) and (MgPcQ) were synthesized. The compounds were characterized with a combination of various spectroscopic techniques. The singlet oxygen quantum yields of ZnPcQ and MgPcQ were determined as 0.59 and 0.36. Their DNA nuclease, photodamage and oxidative photodamage experiments were investigated using agarose gel electrophoresis on supercoiled plasmid pBR322 DNA. The PDT effects of the compounds were investigated using MTT assay toward A549 cells. ZnPcQ and MgPcQ did not have damage effects on supercoiled plasmid pBR322 DNA without irradiation whereas ZnPcQ showed significant photodamage and oxidative photodamage effects upon irradiation. The photodamage mechanism experiments showed that singlet oxygen had a crucial role in the photodamage pathway. MgPcQ did not show considerable cytotoxic and phototoxic effects on A549 cell for 24 h. On the other hand, the cell viability of A549 was 69 +/- 2.70 % at 10 mu M without irradiation in the presence of ZnPcQ. A549 cells treated with 5 and 10 mu M of ZnPcQ upon irradiation, A549 presented 75 +/- 5.90 % and 44 +/- 7.0 % of viabilities, respectively. These results suggested that ZnPcQ is a promising candidate for PDT and worthy of further research.