Syntheses, X-ray structure and biological evaluation of a barbiturate-based hydrazone and its Co(II) complex
Journal of Molecular Structure, cilt.1371, 2026 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 1371
- Basım Tarihi: 2026
- Doi Numarası: 10.1016/j.molstruc.2026.146528
- Dergi Adı: Journal of Molecular Structure
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Chimica, Compendex, INSPEC
- Anahtar Kelimeler: Barbituric acid, Co(II) complex, Cytotoxicity, DNA interaction, Hydrazone-oxime, Topoisomerase activity
- Hacettepe Üniversitesi Adresli: Evet
Özet
A new oxime–barbiturate hydrazone ligand was synthesized from isonitrosophenyl hydrazine and 5-acetyl-1,3-dimethylbarbituric acid, and its Co(II) complex was prepared and characterized using elemental analysis, FT-IR (ATR), 1H NMR, UV–Vis spectroscopy, Maldi-TOF and single-crystal X-ray diffraction. The crystal structure confirmed a slightly distorted square-bipyramidal coordination geometry around the Co(II) center. Hirshfeld surface analysis indicated that H···H, H···O/O···H and H···C/C···H contacts dominate the packing, consistent with hydrogen bonding and van der Waals stabilization.DNA-binding studies showed that both the ligand and [Co(HL)2] interact with DNA through an intercalative mode, with the complex displaying higher affinity. Both compounds exhibited radical-mediated DNA cleavage, and the Co(II) complex acted as a potent catalytic inhibitor of topoisomerase IIα, completely suppressing decatenation at 5 µM. Cytotoxicity assays demonstrated that the complex shows stronger antiproliferative activity than cisplatin against LNCaP and CACO-2 cancer cells. These results highlight [Co(HL)2] as a promising metal-based anticancer candidate.