Akademik Veri Yönetim Sistemi
Journal of Molecular Structure, cilt.1354, 2026 (SCI-Expanded, Scopus)
A novel series of bis-1,2,3-triazole derivatives was synthesized via click chemistry through the Huisgen 1,3-dipolar cycloaddition between azides and terminal alkynes. The obtained compounds (3, 5(a–f)) were isolated in moderate to good yields, and their structures were confirmed by IR, ¹H-NMR, ¹³C-NMR, and mass spectroscopic analyses, which clearly evidenced the formation of the triazole ring and the expected substitution patterns. Biological evaluation revealed that several derivatives exhibited remarkable antiproliferative and cytotoxic activities, with compound 3e showing the most potent and selective anticancer effect. Compound 3e demonstrated total growth inhibition values of 61.54–87.50 µg/mL, induced 6.1–12.2 % cytotoxicity, inhibited cell migration by 18.66 %, and promoted apoptosis, as confirmed by DNA integrity assays. The DNA binding constant (K_b = 1.1 × 10³ M⁻¹) indicated a stable interaction with nucleic acids. Furthermore, molecular docking studies showed that 3e exhibited a high binding affinity toward the EGFR active site (ΔG = –7.73 kcal/mol), forming key hydrogen bonds with Lys721, Met742, and Leu764, comparable to those of the clinical inhibitor erlotinib. Overall, the synthesis, full spectroscopic characterization, and strong biological performance of these new bis-1,2,3-triazole derivatives highlight compound 3e as a promising EGFR-targeted anticancer candidate for further development.