Synthesis, spectral characterization, chemical reactivity and anticancer behaviors of some novel hydrazone derivatives: Experimental and theoretical insights

ÇAKMAK R., Basaran E., KAYA S., ERKAN S.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1253, 2022 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1253
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1016/j.molstruc.2021.132224
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Compendex, INSPEC
  • Anahtar Kelimeler: Hydrazones, DFT, Chemical reactivity, Molecular docking, Anticancer molecules, PRINCIPLE, HARDNESS, DESIGN
  • Sivas Cumhuriyet Üniversitesi Adresli: Evet

Özet

In this research, two new hydrazone derivatives; namely compound 1 (N'-(4-((2-hydroxyethyl)(methyl)amino) benzylidene)nicotinohydrazide) and compound 2 (N'-(4-((2-hydroxyethyl)(methyl)amino) benzylidene)isonicotinohydrazide), were designed, successfully synthesized with high purity by treatment of N-methyl-N-(2-hydroxyethyl)-4-aminobenzaldehyde with nicotinic hydrazide and isoniazid, respectively. Spectroscopic characterization of the synthesized compounds was carried out by using FT-IR, UV-Vis, HRMS, H-1- and C-13- NMR spectroscopic techniques, and elemental analysis (C, H, N). For the synthesized compounds, important quantum chemical parameters like frontier orbital energies, hardness, softness, chemical potential, back-donation energy, first electrophilicity index, second electrophilicity index, electrodonating power, electroaccepting power were calculated and the relations with the chemical stability of these parameters were discussed as detailed. Additionally, anticancer properties of the mentioned compounds were analyzed with the help of Molecular Docking studies. (C) 2021 Elsevier B.V. All rights reserved.