title: A preorganized metalloreceptor for alkaline earth ions showing calcium versus magnesium selectivity in water: biological activity of selected metal complexes.
abstract: The N,N'-bis[(3-hydroxy-4-pyron-2-yl)methyl]-N,N'-dimethylethylendiamine (Malten = L) forms the highly stable [CuH(-2)L] species in water, in which the converging maltol oxygen atoms form an electron-rich area able to host hard metal ions. When considering the alkaline earth series (AE), the [Cu(H(-2)L)] species binds all metal ions, with the exception of Mg(2+), exhibiting the relevant property to discriminate Ca(2+) versus Mg(2+) at physiological pH 7.4; the binding of the AE metal is visible to the naked eye. The stability constant values of the trinuclear [AE{Cu(H(-2)L)}2](2+) species formed reach the maximum for Ca(2+) (log K=7.7). Ca(2+) also forms a tetranuclear [Ca{Cu(H(-2)L)}]2(4+) species at a high Ca(2+) concentration. Tri- and tetranuclear calcium complexes show blue- and pink-colored crystals, respectively. [Cu(H(-2)L)] is the most active species in inducing DNA alterations. The DNA damages are compatible with its hydrolytic cleavages.
authors: Molecular Pathology Laboratory "PaoLa", Department of Biomolecular Sciences, University of Urbino, Arco d'Augusto 2, I-61032 Fano (PU) (Italy).
authors: Stefano
authors: S
authors: Amatori
authors: Gianluca
authors: G
authors: Ambrosi
authors: Mirco
authors: M
authors: Fanelli
authors: Mauro
authors: M
authors: Formica
authors: Vieri
authors: V
authors: Fusi
authors: Luca
authors: L
authors: Giorgi
authors: Eleonora
authors: E
authors: Macedi
authors: Mauro
authors: M
authors: Micheloni
authors: Paola
authors: P
authors: Paoli
authors: Patrizia
authors: P
authors: Rossi
mesh_terms: D002118:Calcium / Q000737:chemistry*; D056831:Coordination Complexes / Q000737:chemistry* / Q000494:pharmacology; D004247:DNA / Q000187:drug effects; D004249:DNA Damage; D008024:Ligands; D008274:Magnesium / Q000737:chemistry*; D008667:Metalloproteins / Q000737:chemistry; D015394:Molecular Structure; D014867:Water / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D008024:Ligands; D008667:Metalloproteins; D014867:Water; D004247:DNA; D008274:Magnesium; D002118:Calcium
keywords: DNA; alkaline earth metals; biological activity; hydrolysis; polyamines