Evaluation of anti-cancer and anti-enzyme activities of imidazole derivative molecules with theoretical calculations
Journal of Molecular Structure, cilt.1347, 2025 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 1347
- Basım Tarihi: 2025
- Doi Numarası: 10.1016/j.molstruc.2025.143264
- 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: Anti-proliferative activity, Enzyme inhibition, Guanyl hydrazone, In silico analyses
- Sivas Cumhuriyet Üniversitesi Adresli: Evet
Özet
Nitrogen-containing heterocycles, known for their biological activity, were synthesized as four novel imidazole-based compounds via the reaction of guanyl hydrazones with 2-bromoacetyl naphthalene. The aim of this study was to synthesize and characterize these compounds and evaluate their potential as cholinesterase inhibitors and anticancer agents. Structural elucidation was performed using ¹H NMR, ¹³C NMR, FTIR, and MS. All compounds exhibited strong AChE and BChE inhibitory activities, with Ki values ranging from 131.44 to 415.54 nM (AChE) and 95.74 to 154.62 nM (BChE). IC₅₀ values confirmed potent inhibition. MTT assays demonstrated dose-dependent antiproliferative effects, with greater cytotoxicity observed in A2780 ovarian cancer cells than in MIA PaCa-2 pancreatic cells. In silico studies, including Gaussian (B3LYP, HF, M062X/6-31++G(d,p)), molecular docking, and ADME/T analyses, supported the pharmacological potential of these compounds. These findings highlight their promise as candidates for further development in cholinesterase inhibition and cancer therapy.