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N-Hydroxyamide-Containing Heterocycles. Part 5.1 Synthesis of Novel Hexadentate Ligands Composed of N-Hydroxy-2(1H)-pyrazinone, Aliphatic Diamine, and 1,1,1-Tris(carboxyethoxymethyl)ethane, and Properties of Their Ferric Complexes
Novel hexadentate ligands (3HOPR n CMe) containing N-hydroxy-2(1H)-pyrazinone connected to tricarboxylic acid by an aliphatic diamine through amide bonds were synthesized. UV-vis spectra of the 1:1 molar mixtures of 3HOPR n CMe and ferric ion in aqueous solution and the mole ratio plot strongly supported the formation of intramolecular 1:1 ferne complexes. The relative stability constants (log K 20.6–21.7) of the complexes were affected by the spacer length in a molecule. Further, 3HOPR n CMe showed higher iron removal efficiency toward human transferrin than naturally occurring siderophore, desferrioxamine B.