Copper(II) Complexes with N,O-Hybrid Ligands based on Pyridyl-Containing Phospholane Oxides
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Copper(II) Complexes with N,O-Hybrid Ligands Based on Pyridyl-Containing Phospholane Oxides K. R. Trigulovaa, *, A. V. Shamsievaa, R. R. Faizullina, P. Lönneckeb, E. Hey-Hawkinsb, A. D. Voloshinaa, E. I. Musinaa, and A. A. Karasika a
Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russia b Institute of Inorganic Chemistry, Leipzig University, Leipzig, Germany *e-mail: [email protected] Received January 10, 2020; revised February 4, 2020; accepted February 26, 2020
Abstract—New water-soluble copper(II) bis-N,O-chelate complexes [Cu(L2)2Cl2] (I), [Cu2(L1)2Cl4] (II), and [Cu(L1)2Cl]2[CuCl4] (III) (L1, L2 = pyridyl-containing phospholane oxides) were prepared from N,Oligands. The complexes were characterized by physicochemical methods (mass spectrometry, IR spectroscopy, elemental analysis, and X-ray diffraction (CIF files CCDC nos. 1976723 (I), 1976724 (II), and 1974303 (III)). The physicochemical properties of the products were studied and the molecular and crystal structures were established. The cytotoxicity against M-HeLa cancer cell lines and Chang liver normal cell lines was determined for the binuclear complex [Cu2(L1)2Cl4]. Keywords: tertiary phosphine oxides, pyridyl-containing phosphine oxides, N,O-chelating ligands, Cu(II) complexes, cytotoxicity, molecular structure, X-ray diffraction DOI: 10.1134/S1070328420090055
INTRODUCTION Chelating ligands containing N and O donor atoms exhibit various biological and catalytic activities [1]. For example, Ru(II) complexes [(η6-areno)Ru(XY)Cl]PF6, where XY = N,O-chelating amino acidates, exhibit cytotoxic action against pancreatic and lung cancer cells [2]. Metal chelate complexes LMXn · H2O and L2MXn (where M = Ag+, Mn2+, Cu2+, Zn2+, Cd2+, Hg2+ or Fe3+; X = NO3−, Br−, or Cl−; L is a Schiff base containing a phosphate group) have considerable antibacterial and antifungal activities [3]. Studies in vitro of Cu(II) complexes of bis(imidazol-1-yl)methane scorpionate heterocyclic ligands demonstrated the potential of these compounds as antitumor agents against human breast (MCF-7), cervical (HeLa), and lung (A549) adenocarcinoma cells [4]. Apart from the biological activity found for copper(II) complexes with N,O-chelating ligands (antiinflammatory [5], anti-tuberculosis [6], and antioxidant agents [7]), alternative applications of these complexes, for example, in selective catalysis have been considered [8].
The N,O-ligands containing donor centers of different types can be used to stabilize metal ions and to design mono- and polynuclear homo- or heterometallic complexes [9, 10]. An examination of published data demonstrated that N,O-chelating ligands are mainly represented by Schiff bases [11], amino acids [12], amino alcohols [13], enamino ketones [14], and amidates [15]. Of particular interest are pendantarmed N,O-containing macrocyclic ligands, i.e., those in which various functional groups are attached to the ring atoms. In thes
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