Axially quinoline-substituted silicon phthalocyanines: Synthesis, characterization, molecular modeling and biological evaluation against cholinesterases and carbonic anhydrases

---

Ünlü S., Köksal Z., Kübra Kırboğa K., TÜNCEL ELMALI F.

Journal of Molecular Structure, cilt.1353, 2026 (SCI-Expanded, Scopus)

• Yayın Türü: Makale / Tam Makale
• Cilt numarası: 1353
• Basım Tarihi: 2026
• Doi Numarası: 10.1016/j.molstruc.2025.144615
• Dergi Adı: Journal of Molecular Structure
• Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Chimica, Compendex, INSPEC
• Anahtar Kelimeler: Acetylcholinesterase, ADMET, Butyrylcholinesterase, Carbonic anhydrase, Molecular docking, Silicon phthalocyanine
• Yıldız Teknik Üniversitesi Adresli: Evet

Özet

In this study, two axially 6-hydroxyquinoline substituted silicon phthalocyanine (2a) and 5‑chloro-8-hydroxyquinoline substituted silicon phthalocyanine (3a) compounds were synthesized and the compounds were characterized by spectroscopic techniques. IC₅₀ values were determined as 231.00 ± 1.09, 0.58 ± 0.16, 3.09 ± 0.25 and 11.55 ± 0.36 µM, for compound 2a, and 13.58 ± 0.28, 138.60 ± 0.36, 9.90 ± 0.25 and 63.00 ± 0.19 µM for compound 3a against AChE, BChE, hCA I, and hCA II enzymes respectively. Compound 2a has effective inhibition against BChE, hCA I and hCA II and compound 3a has effective inhibition against AChE and hCA I. Binding affinities of the synthesized compounds were clarified through molecular docking studies performed on four target enzymes: AChE, BChE, hCA I and hCA II. Molecular dynamics simulations were carried out to gain deeper insight into the dynamic behavior of the compounds, The 2a–BChE complex exhibited the highest stability.