Synthesis, spectroscopic, DNA/BSA, Molecular Docking, and DFT studies of pyridine bis-benzimidazole compounds containing cinnamyl groups

Güngör Ö., Güngör S. A., SAYIN K., Köse M.

Journal of Molecular Structure, cilt.1349, 2026 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1349
  • Basım Tarihi: 2026
  • Doi Numarası: 10.1016/j.molstruc.2025.143729
  • Dergi Adı: Journal of Molecular Structure
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Chimica, Compendex, INSPEC
  • Anahtar Kelimeler: Cinnamyl benzimidazole, Computational studies, DNA/BSA, Molecular docking
  • Sivas Cumhuriyet Üniversitesi Adresli: Evet

Özet

This study analyzed the structures of novel pyridine bis-benzimidazole compounds containing mono- (ASM) and di-cinnamyl (DSM) groups using analytical and spectroscopic methods. The binding properties of the molecules to DNA and bovine serum albumin (BSA) were studied using UV-Vis absorption under physiological conditions. Compound ASM, which has an asymmetric structure, showed the highest DNA binding constant. The interactions of ASM and DSM with fish sperm DNA (FSds-DNA) were investigated through UV-Vis absorption and fluorescence spectroscopy using competitive DNA binding assays with rhodamine B (RB), ethidium bromide (EB), and methylene blue (MB). Binding studies with BSA revealed that compound ASM displayed the highest Ksv value. Molecular docking results showed that compound ASM exhibited a higher binding affinity with DNA, at -12.00 kcal/mol. Docking studies indicated that DSM demonstrated a higher activity affinity with BSA at -10.77 kcal/mol. These docking studies indicated that both compounds bind to DNA through a groove binding mechanism, with their binding sites on BSA located near Trp213. Computational analyses of the compounds were performed at the B3LYP-D3/6-31+G(d) level in a vacuum.