Novel thiazole based 4-nitrosalicyl hydrazone derivatives as anticancer agents

KAYA A. Z., EVREN A. E., TEMEL H. E., Ciftci G. A., YURTTAŞ L.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1348, 2025 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1348
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1016/j.molstruc.2025.143486
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex, INSPEC
  • Anadolu Üniversitesi Adresli: Evet

Özet

The synthesis of novel 5-nitro-2-{[2-(thiazol-2-yl)hydrazinylidene]methyl}phenol derivatives (2a-2k) and the potential anticancer effects of the compounds against A549 non-small cell lung cancer and L929 connective mouse tissue cells were investigated. Twelve novel hydrazino-thiazole derivatives were synthesized. 1H-NMR, 13C-NMR, IR, UV-Vis and HRMS spectroscopic methods were used to elucidate the structures of the obtained compounds. The compounds 2i, 2g and 2f showed the highest potential on anticancer activity, selectively. Out of all, compound 2i showed the highest cytotoxic activity (IC50 = 14.73 +/- 2.72 mu M) and it induced caspase-3 activation. Molecular docking and molecular dynamics simulations were performed to determine the binding modes of the compounds. Results indicated that compound 2i induced caspase-3 activity and interactions between the caspase-3 enzyme were stable throughout the simulation.