Tripeptide Copper Complexes as Potential Anti-Inflammatory Drugs for Rheumatoid Arthritis (original) (raw)

Abstract

Complex-formation equilibria of the tripeptide Sar-His-Lys (L1), Sar-Lys-His (L2) and Sar-His-His (L3) with the Cu(II) ion has been studied in aqueous solution, at 25±0.01oC and an ionic strength 0.15M (NaCl). Protonation and complex-formation constants have been potentiometrically determined. The structures of the formed complexes in solution species are discussed on the basis of nuclear magnetic resonance and ultraviolet-visible spectrophotometry data of solutions containing each of tripeptides with Cu(II). Molecular mechanics was used to investigate the possible structures. Plasma mobilization ability of Cu(II) tripeptide has been evaluated using a computer model of blood plasma (ECCLES) was used to assess the speciation in vivo of the copper complexes. The participation of two amide nitrogens in complex-formation is suggested for the metal ion, while no evidence supports the participation of the Ɛ-NH2 side groups of Lys residues in coordination.

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