New peripherally and non-peripherally tetra-substituted water soluble zinc phthalocyanines: Synthesis, photophysics and photochemistry

Cakir V., Cakir D., PİŞKİN M., DURMUŞ M., BIYIKLIOĞLU Z.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, cilt.783, ss.120-129, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 783
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1016/j.jorganchem.2015.02.021
  • Dergi Adı: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.120-129
  • Anahtar Kelimeler: Zinc, Phthalocyanine, Water soluble, Photodynamic therapy, BSA binding, DNA interaction, HUMAN SERUM-ALBUMIN, METAL-FREE, PHOTODYNAMIC THERAPY, METALLOPHTHALOCYANINES, BINDING, SERIES, NAPHTHALOCYANINES, DERIVATIVES, SEPARATION, CANCER
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

The synthesis and photochemical properties of peripherally and non-peripherally 1,3-bis[3-(dimethy-lamino)phenoxy]prop-2-oxy tetra-substituted zinc phthalocyanines (2a and 3a) and their quaternized derivatives (2b and 3b) were reported in this study. Photochemical properties of quaternized ionic zinc (II) phthalocyanines (2b and 3b) were investigated in both dimethyl sulfoxide (DMSO) and aqueous solutions, while non ionic derivatives were only studied in DMSO. The quaternized compounds exhibit excellent solubility in water, making them potential photosensitizers for use in photodynamic therapy (PDT) of cancer. This study also showed that the water-soluble quaternized Zn(II) phthalocyanines strongly bind to blood plasma proteins such as bovine serum albumin (BSA). On the other hand, the interactions of the novel water soluble phthalocyaines with DNA were also examined. (C) 2015 Elsevier B.V. All rights reserved.