Exploring the anticancer potential of novel benzimidazolium Salts: Synthesis, biological evaluation, DFT perspective, and docking simulation for inhibition of VEGFR2
Biochemical and Biophysical Research Communications, cilt.780, 2025 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 780
- Basım Tarihi: 2025
- Doi Numarası: 10.1016/j.bbrc.2025.152472
- Dergi Adı: Biochemical and Biophysical Research Communications
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, CAB Abstracts, Chemical Abstracts Core, EMBASE, Food Science & Technology Abstracts, Veterinary Science Database
- Anahtar Kelimeler: Benzimidazole, Cytotoxic activity, Density functional theory, HOMO-LUMO, Molecular docking
- Süleyman Demirel Üniversitesi Adresli: Evet
Özet
In this study, benzimidazolium salts were designed and prepared in two steps. Synthesized compounds 3a and 3b were evaluated on human cancer cell lines (A549, HepG2, and MCF-7). IC50 values and selectivity indices were calculated. Comparative analyses with cisplatin revealed that compounds 3a and 3b showed higher cytotoxic activity and selectivity in some cell lines. In HepG2 and MCF-7 cell lines, compounds 3a and 3b revealed more potent cytotoxic effect by exhibiting lower IC50 values compared to cisplatin. In particular, compound 3b had the highest selectivity in the HepG2 cell line with SI = 3.21 and was found to be significantly more toxic compared to the normal cell line. DFT calculations were employed to optimize the molecular structures of the synthesized compounds using the B3LYP functional with the 6–311g (d,p) basis set. The optimized geometries facilitated the investigation of MEP maps, HOMO-LUMO orbitals, and quantum reactivity descriptors to evaluate chemical reactivity and stability. Furthermore, in silico docking studies were performed to assess the anticancer potential of compounds against VEGFR2. These combined computational approaches provide valuable insights into the molecular properties and potential biological activity of the synthesized compounds.