Insight into the effect of Ca2+, Mg2+ and Zn2+ on serum albumin interaction of benzimidazole-type new isopropyl substituted N-heterocyclic carbene molecules


Üstün E., ŞAHİN N.

Journal of Photochemistry and Photobiology A: Chemistry, cilt.447, 2024 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 447
  • Basım Tarihi: 2024
  • Doi Numarası: 10.1016/j.jphotochem.2023.115282
  • Dergi Adı: Journal of Photochemistry and Photobiology A: Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, INSPEC
  • Anahtar Kelimeler: BSA-binding, Fluorescence spectroscopy, Molecular docking, N-heterocyclic carbenes
  • Sivas Cumhuriyet Üniversitesi Adresli: Evet

Özet

N-heterocyclic carbenes are not only revolutionary catalysts in organic synthesis but also well-known anthelmintics, fungicides, antacids, and antibiotics. Serum albumin transports various substances in the body such as hormones, fatty acids, bilirubin, certain drugs, and is also crucial in the maintenance of health and bodily functions. For that reason, in this study five novel benzimidazole-type N-heterocyclic carbenes, 1- Isopropyl-3-benzyl-5,6-dimethylbenzimidazolium chloride (2a), 1- Isopropyl-3-(2-chlorobenzyl)-5,6-dimethylbenzimidazolium chloride (2b), 1- Isopropyl-3-(2-methylbenzyl)-5,6-dimethylbenzimidazolium chloride (2c), 1- Isopropyl-3-(2,3,4,5,6-pentamethylbenzyl)-5,6-dimethylbenzimidazolium chloride (2d), 1- Isopropyl-3-naphthyl-5,6-dimethylbenzimidazolium chloride (2e) were gained in 74–85 % yields. The molecules were fully characterized 1H and 13C NMR, elemental analysis, UV–Vis spectroscopy, FT-IR, and DFT- and TDDFT-based in-silico methods. Additionally, Stern-Volmer methods with fluorescence spectroscopy were performed in order to analyze the BSA-binding properties of these molecules. BSA interactions of molecules were evaluated with specific concentrations of Ca2+, Mg2+ and Zn2+. The detailed interaction analyses were also surveyed by molecular docking methods against the BSA and DNA.