Synthesis, structural, DFT, and cytotoxicity studies of CuII and NiII complexes with 3-aminopyrazole derivatives

Berta Holló, Vukadin M. Leovac, P. Bombicz, Attila Kovács, Ljiljana S. Jovanoviá, Gordana Bogdanovié, Vesna Kojić, Vladimir Divjaković, Milan D. Joksović, Katalin Mészros Szécsényi

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Abstract

Template synthesis of N,N′-bis(4-acetyl-5-methylpyrazole-3-yl) formamidine (ampf) was performed starting from 4-acetyl-3-amino-5-methylpyrazole (aamp) and CH(OC2H5)3 in methanol in the presence of CuCl2, Cu(NO3)2, or Ni(NO 3)2. The ligand was isolated in coordinated form as [Cu(ampf)Cl2], [Cu(ampf)(MeOH)(NO3)2]MeOH, and [Ni(ampf)(MeOH)2(NO3)]NO3 correspondingly. The compounds were characterized by elemental analysis, Fourier-transform IR and electronic spectroscopy, thermal analysis, single-crystal X-ray diffraction, and quantum chemical (density functional theory) calculations. The density functional theory calculations provided information on the metalligand interactions in the complexes and assisted the assignment of the FT-IR spectra. The antiproliferative activity of the complexes and the ligand precursor, aamp, was tested against human myelogenous leukaemia K562, colon adenocarcinoma HT29, and cervix carcinoma HeLa.

Original languageEnglish
Pages (from-to)1557-1564
Number of pages8
JournalAustralian Journal of Chemistry
Volume63
Issue number11
DOIs
Publication statusPublished - 2010

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Cytotoxicity
Discrete Fourier transforms
Derivatives
Density functional theory
Ligands
Thermoanalysis
Methanol
Fourier transforms
Single crystals
Spectroscopy
X ray diffraction
3-methylpyrazole
formamidine
3-aminopyrazole
Chemical analysis

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Holló, B., Leovac, V. M., Bombicz, P., Kovács, A., Jovanoviá, L. S., Bogdanovié, G., ... Szécsényi, K. M. (2010). Synthesis, structural, DFT, and cytotoxicity studies of CuII and NiII complexes with 3-aminopyrazole derivatives. Australian Journal of Chemistry, 63(11), 1557-1564. https://doi.org/10.1071/CH10210

Synthesis, structural, DFT, and cytotoxicity studies of CuII and NiII complexes with 3-aminopyrazole derivatives. / Holló, Berta; Leovac, Vukadin M.; Bombicz, P.; Kovács, Attila; Jovanoviá, Ljiljana S.; Bogdanovié, Gordana; Kojić, Vesna; Divjaković, Vladimir; Joksović, Milan D.; Szécsényi, Katalin Mészros.

In: Australian Journal of Chemistry, Vol. 63, No. 11, 2010, p. 1557-1564.

Research output: Contribution to journalArticle

Holló, B, Leovac, VM, Bombicz, P, Kovács, A, Jovanoviá, LS, Bogdanovié, G, Kojić, V, Divjaković, V, Joksović, MD & Szécsényi, KM 2010, 'Synthesis, structural, DFT, and cytotoxicity studies of CuII and NiII complexes with 3-aminopyrazole derivatives', Australian Journal of Chemistry, vol. 63, no. 11, pp. 1557-1564. https://doi.org/10.1071/CH10210
Holló, Berta ; Leovac, Vukadin M. ; Bombicz, P. ; Kovács, Attila ; Jovanoviá, Ljiljana S. ; Bogdanovié, Gordana ; Kojić, Vesna ; Divjaković, Vladimir ; Joksović, Milan D. ; Szécsényi, Katalin Mészros. / Synthesis, structural, DFT, and cytotoxicity studies of CuII and NiII complexes with 3-aminopyrazole derivatives. In: Australian Journal of Chemistry. 2010 ; Vol. 63, No. 11. pp. 1557-1564.
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