Journal
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
Volume 447, Issue -, Pages -Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jphotochem.2023.115282
Keywords
N-heterocyclic carbenes; BSA-binding; Fluorescence spectroscopy; Molecular docking
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N-heterocyclic carbenes are versatile compounds that have applications as catalysts, anthelmintics, fungicides, antacids, and antibiotics. In this study, five novel benzimidazole-type N-heterocyclic carbenes were synthesized and their interactions with serum albumin were analyzed.
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 chlo-ride (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.
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