Copper(II) complexes with β-diketones and N-donor heterocyclic ligands: Crystal structure, spectral properties, and cytotoxic activity. (29th March 2015)

• Record Type: Journal Article
• Authors: Almeida, Janaina do Couto; Paixão, Drielly A.; Marzano, Ivana M.; Ellena, Javier; Pivatto, Marcos; Lopes, Norberto P.; Ferreira, Ana Maria D.C.; Pereira-Maia, Elene C.; Guilardi, Silvana; Guerra, Wendell
• Is Part Of: Polyhedron. Volume 89(2015)
• Page Start: 1
• Page End: 8
• Publication Date: 2015-03-29
• Subjects: Copper complexes -- N-donor heterocyclic ligands -- β-Diketones -- Cytotoxicity activity -- Antitumoral activity; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2014.12.026
• Languages: English
• ISSNs: 0277-5387

Abstract

Abstract : Graphical abstract: Several copper complexes of the type [Cu(O–O)(N–N)X] has been prepared and fully characterized by spectroscopic methods and single-crystal X-ray diffraction. Its vitro cytotoxicity have been also studied. The complexes with 1, 10-phenanthroline are more active than carboplatin. As example, the compound [Cu(BTACl)(Phen)NO3 ] inhibits the growth of K562 cells with an IC50 value equal to 2.1 μM. Abstract: This work reports on the synthesis and characterization of new complexes of the type [Cu(O–O)(N–N)X], where O–O = 4, 4, 4-trifluoro-1-phenyl-1, 3-butanedione (HBTA), 1-(4-chlorophenyl)-4, 4, 4-trifluoro-1, 3-butanedione (HBTACl) or 2-thenoyltrifluoroacetone (HTTA); N–N = 2, 2-bipyridine (Bipy) or 1, 10-phenanthroline (Phen) and X = NO3 − or ClO4 − . These complexes were characterized by elemental analyses, conductivity measurements, FT-IR, UV–Vis, EPR, High-resolution Electrospray Ionization Mass Spectrometry (HRESIMS) and TG/DTA. The X-ray structural analysis of two representative compounds indicates that the geometry around the copper ion is distorted square-pyramidal and it is coordinated to β-diketone via the oxygen atoms and to N -donor heterocyclic ligands via its two nitrogen atoms. A perchlorate or nitrate ion weakly bonded occupies the apical position, completing the coordination sphere. The crystal packing is stabilized by non-classical hydrogen bonds and weak interactions π–π stacking. The cytotoxic activity of compounds was investigated in a chronic myelogenous leukemia cell line. The complexes with 1, 10-phenanthroline are more active than carboplatin. As example, the compound [Cu(BTACl)(Phen)NO3 ] inhibits the growth of K562 cells with an IC50 value equal to 2.1 μM.