Abstract

It has been shown that the inflammation associated with rheumatoid arthritis can be reduced using copper complexes. In order to improve the bioavailability of copper and hence efficacy, 3-(2-aminoacetamido)-N-(pyridin-2-ylmethyl)propanamide, H2(5 6 5)NH2, was designed as a potential chelator of copper. Solution equilibrium measurements show that the [Cu(LH-2)] species predominates at physiological pH and blood plasma speciation calculations predict that this ligand is able to mobilise Cu(II) in vivo. A structural study of the Cu(II)/H2(5 6 5)NH2 system was conducted in the solid and solution state using Uv–Vis, CD, 1H NMR and EPR spectroscopy and single crystal X-ray crystallography. The result indicate that the structure of [Cu(H2(5 6 5)NH2)H-2] in the solid and solution state are similar and confirm that, the metal binds to the pyridine nitrogen, the two amide nitrogens and the terminal amino group in a distorted square planar geometry.

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