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    Synthesis and biological evaluation of pyrazolyl-pyrazolone derivatives: Antioxidant, anticancer activities, and molecular docking insights
    (Elsevier, 2025) Benoune, Racha Amira; Boulcina, Raouf; Dems, Mohamed Abdesselem; Ugur, Edanur; Karci, Hueseyin; Dundar, Muhammed; Koc, Ahmet
    In this study, a series of novel pyrazolyl-pyrazolone derivatives was synthesized via a Knoevenagel condensation reaction using trisodium citrate as a catalyst, highlighting an environmentally sustainable and cost-effective approach. The synthesized compounds were characterized through comprehensive analytical techniques, including NMR spectroscopy, HRMS, and melting point determination. Biological evaluations demonstrated diverse and promising activities: compound 6i exhibited exceptional antioxidant activity across DPPH, ABTS, and Ferric-phenanthroline assays, outperforming standard antioxidants like BHT and BHA. In parallel, anticancer assays against SH-SY5Y and HCT116 cell lines revealed compounds 6e, 6j, and 6k as potent cytotoxic agents, with IC50 values significantly lower than cisplatin, the reference drug. Notably, compound 6j showed remarkable selectivity towards cancer cells with reduced cytotoxicity on non-cancerous BEAS-2B cells. Molecular docking studies confirmed strong binding interactions of the active compounds with key cancer-related protein targets, shedding light on their mechanisms of action. These findings not only highlight the therapeutic potential of pyrazolyl-pyrazolone derivatives as dual antioxidant and anticancer agents but also emphasize the value of sustainable chemical processes in drug development.
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    Synthesis, antimicrobial activity and molecular docking study of benzyl functionalized benzimidazole silver(I) complexes
    (Springer, 2023) Ari, Erkan; Sahin, Neslihan; Ustuen, Elvan; Dundar, Muhammed; Karci, Hueseyin; Ozdemir, Ilknur; Koc, Ahmet
    In this study, a series of N-functionalized benzimidazole silver(I) complexes were prepared and characterized by FT-IR, H-1, C-13{H-1} NMR spectroscopy, and elemental analysis. Synthesized N-benzylbenzimidazole silver(I) complexes were evaluated for their antimicrobial activities against bacteria Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and the fungal strains Candida albicans and Candida glabrata. The results indicated that N-alkylbenzimidazole silver(I) complexes exhibited good antimicrobial activity compared to N-alkylbenzimidazole derivatives. Especially, complex 2e presented perfect antimicrobial activity than the other complexes. The characterized molecules were optimized by DFT-based calculation methods and the optimized molecules were analyzed in detail by molecular docking methods against bacterial DNA-gyrase and CYP51. The amino acid residues detected for both target molecules are consistent with expectations, and the calculated binding affinities and inhibition constants are promising for further studies.