DNA-binding, enzyme inhibition, and photochemical properties of chalcone-containing metallophthalocyanine compounds

ÖZEN F., Gunel A., Baran A.

BIOORGANIC CHEMISTRY, cilt.81, ss.71-78, 2018 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 81
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1016/j.bioorg.2018.08.002
  • Dergi Adı: BIOORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.71-78
  • Anahtar Kelimeler: Phthalocyanine, Chalcone, Enzyme inhibition, DNA-binding, Photochemical, CALF THYMUS DNA, PHOTOPHYSICOCHEMICAL PROPERTIES, SUBSTITUTED PHTHALOCYANINES, ANTIOXIDANT ACTIVITIES, METAL PHTHALOCYANINES, PERIPHERAL POSITIONS, ESTERASE-ACTIVITIES, XANTHINE-OXIDASE, ANTICANCER, BEARING
  • Akdeniz Üniversitesi Adresli: Evet

Özet

In this study, two novel phthalocyanine complexes were synthesized using their corresponding metal salts and 4-(4-(3-(2,4,5-trimethoxyphenyl)acryloyl)phenoxy)phthalo-nitrile as chalcone ligand (4), which was prepared from the reaction of 4-nitrophthalonitrile with 4-hydroxyphenyl-3-(2,4,5-trimethoxyphenyl)prop 2 en 1 one (3). These metallophthalocyanines showed good solubility in organic solvents such as CDCl3, DCM, THF, DMF, and DMSO. The novel phthalocyanine compounds 4a (Pc-Zn) and 4b (Pc-Co) were characterized using their UV-vis, FT-IR, H-1 NMR, C-13 NMR, and MALDI-TOF mass spectra and elemental analysis. Then the DNA-binding and xanthine oxidase and carbonic anhydrase-I inhibition properties of compounds 4a and 4b were investigated. Photochemical properties (such as singlet oxygen generation and photodegradation) of this novel chalcone phthalocyanine (4a) were determined in dimethyl sulfoxide (DMSO).