A Preorganized Metalloreceptor for Alkaline Earth Ions Showing Calcium Versus Magnesium Selectivity in Water: Biological Activity of Selected Metal Complexes. Issue 35 (28th July 2014)

• Record Type: Journal Article
• Authors: Amatori, Stefano; Ambrosi, Gianluca; Fanelli, Mirco; Formica, Mauro; Fusi, Vieri; Giorgi, Luca; Macedi, Eleonora; Micheloni, Mauro; Paoli, Paola; Rossi, Patrizia
• Is Part Of: Chemistry. Volume 20:Issue 35(2014)
• Page Start: 11048
• Page End: 11057
• Publication Date: 2014-07-28
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201403084
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>The <italic>N</italic>, <italic>N</italic>′‐bis[(3‐hydroxy‐4‐pyron‐2‐yl)methyl]‐<italic>N</italic>, <italic>N</italic>′‐dimethylethylendiamine (Malten=<bold>L</bold>) forms the highly stable [CuH₋₂<bold>L</bold>] 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<bold>L</bold>)] species binds all metal ions, with the exception of Mg²⁺, exhibiting the relevant property to discriminate Ca²⁺ versus Mg²⁺ 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<bold>L</bold>)}₂]²⁺ species formed reach the maximum for Ca²⁺ (log <italic>K</italic>=7.7). Ca²⁺ also forms a tetranuclear [Ca{Cu(H₋₂<bold>L</bold>)}]₂⁴⁺ species at a high Ca²⁺ concentration. Tri‐ and tetranuclear calcium complexes show blue‐ and pink‐colored crystals, respectively. [Cu(H₋₂<bold>L</bold>)] is the most active species in inducing DNA alterations. The DNA damages are compatible with its hydrolytic cleavages.</p> </abstract>