Water-soluble metallophthalocyanines bearing 1-naphthoxy-4-sulfonic acid sodium salts: Sono-Photochemical and enzyme inhibition potential with molecular docking analysis

Günsel A., CAN KARANLIK C., Taslimi P., Günsel H., Taskin-Tok T., Bilgiçli A. T., ...Daha Fazla

Journal of Molecular Structure, cilt.1348, 2025 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1348
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1016/j.molstruc.2025.143436
  • Dergi Adı: Journal of Molecular Structure
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex, INSPEC
  • Anahtar Kelimeler: Enzyme inhibition, Molecular docking, Phthalocyanine, Sonophotochemical method
  • Yıldız Teknik Üniversitesi Adresli: Evet

Özet

In this study, we synthesized a novel ligand, sodium 4-(2,3-dicyanophenoxy)naphthalene-1-sulfonate (1), and its metallophthalocyanine derivatives [Zn(II) (2), Ga(III) (3), In(III) (4)] bearing 1-naphthoxy-4-sulfonic acid sodium salt units. These compounds were evaluated for their singlet oxygen generation via photochemical and sonophotochemical methods, and their inhibitory effects against α-glycosidase, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) enzymes. The Ga(III)-phthalocyanine (3) exhibited the highest AChE and BChE inhibition (Ki: 13.37 and 29.15 µM, respectively), while the Zn(II)-phthalocyanine (2) showed the most potent α-glycosidase inhibition (Ki: 14.61 µM). Molecular docking studies confirmed strong binding affinities of the complexes to their respective targets, with binding energies up to –13.8 Kcal/mol. The results suggest that these water-soluble phthalocyanines have significant potential for use in photodynamic and sonophotodynamic therapy, as well as dual-action treatment strategies targeting neurodegenerative and metabolic disorders.