Highly water soluble axial disubstituted silicon(IV) phthalocyanine, naphthalocyanine: Synthesis, DNA interaction and anticancer effects against human lung (A549), liver (SNU-398), melanoma (SK-MEL128), prostate (DU-145), breast (BT-20) cell lines


Baş H., Bıyıklıoğlu Z., Barut B., Yalçın C. Ö., Özel A.

INORGANIC CHEMISTRY COMMUNICATIONS, cilt.156, 2023 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 156
  • Basım Tarihi: 2023
  • Doi Numarası: 10.1016/j.inoche.2023.111139
  • Dergi Adı: INORGANIC CHEMISTRY COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, DIALNET
  • Anahtar Kelimeler: Apoptosis, DNA, Lung cancer, Phototoxicity, Silicon (IV) phthalocyanine, Water solubility
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

Photodynamic therapy (PDT) is a growing clinical approach used to treat some life-threatening diseases, particularly cancer. PDT makes it possible to inhibit the growth of malignant cells using a photosensitizer, light and oxygen. The goal of this study was to evaluate the in vitro effect of silicon(IV) phthalocyanine, naphthalocyanine (3, 4) and their water-soluble derivatives (3a, 4a). For this reason, axial disubstituted silicon (IV) phthalocyanine, naphthalocyanine and their water soluble derivatives have been synthesized for the first time. Their structures were characterized by FT-IR, 1H NMR, 13CNMR, Mass, and UV visible spectroscopy. These compounds are new. The interaction of the compounds with ct-DNA has been investigated using UV-Vis spectroscopy. The cytotoxic/phototoxic effects and cell death mechanism of the novel compounds were investigated using MTT cell viability assay and flow cytometry, respectively. The UV-Vis spectra of the compounds showed a hypochromic effect, redshift and the Kb values of 3a and 4a were 2.97 & PLUSMN; (0.50) x 106M-1 and 1.18 & PLUSMN; (0.05) x 105 M 1, respectively. Also, the & UDelta;Tm values of ct-DNA with the compounds increased more than only ct-DNA. These results indicated that 3a bound more strongly to ct-DNA than 4a. Besides, 3a had the highest cytotoxic effects on human lung (A549), liver (SNU-398), melanoma (SK-MEL128), prostate (DU-145), and breast (BT-20) cancer cells. Moreover, 3a showed significant phototoxicity compared to its cytotoxic effect on A549 cells at the same concentrations (p < 0.0001). The results of annexin V-PI staining revealed a dose-dependent increase of early apoptosis in A549 cells following 3a treatment with light irritation. In conclusion, our results showed that the 3a could be an effective photosensitizer agent for PDT due to its phototoxic effects in vitro.