Akademik Veri Yönetim Sistemi
Journal of Molecular Structure, cilt.1365, 2026 (SCI-Expanded, Scopus)
Aromatic compounds containing Schiff bases (R–N=CH–R’) have a major impact in synthetic organic chemistry and medicinal chemistry. In contrast, antipyrine derivatives are widely used in pharmacology as bioactive molecules. In this work, we report the synthesis of eight pyrazole derivatives (3a–h), characterized by various spectroscopic methods: NMR (1H and 13C), IR, and high-resolution mass spectrometry. Compound 3c exhibited strong inhibition against α-amylase and α-glucosidase, with IC50 values of 0.23 ± 0.01 and 0.45 ± 0.03 mg/mL, respectively, surpassing the reference drug acarbose. In contrast, compound 3e showed remarkable antioxidant activity in both DPPH and FRAP assays, with IC50 values of 0.75 ± 0.001 and 8.91 ± 0.19 µg/mL, respectively, exceeding that of quercetin and approaching that of butylated hydroxytoluene (BHT). Subsequently the activities of molecules 3a-h were compared using Gaussian software, where quantum chemical parameters were calculated on the basis set 6–31++g(d,p) at the B3LYP, HF, and M06–2x level. Furthermore, the activities of the molecules against various proteins such as alpha amylase (PDB ID: 1HNY and 3BAJ) and alpha glucosidase (PDB ID: 3TOP) were investigated. Compounds 3a, 3c, 3d, and 3h exhibited good affinity with the proteins 1HNY (-5.19, -5.14, -5.59, and -5.46 kcal·mol⁻¹), 3BAJ (-5.61, -5.16, -5.91, and -4.78 kcal·mol⁻¹), and 3OTP (-6.05, -5.81, -6.02, and -5.87 kcal·mol⁻¹), respectively. Finally, ADME/T analysis of the molecules was performed to investigate their effects and reactions on human metabolism.