Akademik Veri Yönetim Sistemi
Microchemical Journal, cilt.220, 2026 (SCI-Expanded, Scopus)
A novel pyrazole-malononitrile derivative, 2-((5-(3-(3-chloro-4-fluorophenyl)-5-phenyl-1-(p-tolyl)-1H-pyrazol-4-yl)thiophen-2-yl)methylene)malononitrile (PM), was synthesized through a series of reactions, including Sonogashira coupling, nucleophilic addition, iodocyclization, Suzuki-Miyaura coupling, and Knoevenagel condensation, achieving a high yield. The chemical structures of the final product (PM) were confirmed using 1H and 13C NMR spectroscopy. The potential of PM as a CA-125 sensor was assessed via electrochemical techniques, specifically cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS). Optimum sensor performance was achieved under the following conditions: pH 7, 30 min incubation time, 2.5 mM PM concentration, and 50 U/mL CA-125 concentration. The sensor manifested a wide linear dynamic range (LDR) (0.1–100 U/mL) with a detection limit of 0.86 U/mL, highlighting its outstanding sensitivity and ability in making precise measurements across this range. A molecular docking study between PM and CA-125 (Human MUC16 SEA5) demonstrate a strong binding affinity with a binding energy of −110.721 kcal/mol, which was significantly higher than that of Gemcitabine (GEM), which showed a binding score of −76.590 kcal/mol. This suggests the potential anticancer activity of PM against ovarian cancer. Besides, density functional theory (DFT) calculations provided valuable insights into the electronic properties of PM, including its HOMO, LUMO, and energy gap (ΔE), which further suggest its reactivity and anticancer property.