Original scientific paper

Aspartamide Polyhydroxamic Acids - Synthesis and Iron(III) Complexes

Maja Jakopovìć ; Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia
Branka Zorc ; Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia
Mladen Biruš ; Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia
Ivan Butula ; Faculty of Pharmacy and Biochemistry, University of Zagreb, A. Kovačića 1, 10000 Zagreb, Croatia

Abstract

Several linear and cross-linked poly[a,P-C/V-hydroxy-D,L-aspartamide)] derivatives (polyhydroxamic acids) were synthesized by aminolysis of poly-D,L-(2,5-dioxo-l,3-pyrrolidinediyl) (polysuccinimide; PSI) with the corresponding hydroxylamines. Aminolysis of the succin- imide (SI) units in PSI with hydroxylamine or IV-methylhydroxy- lamine was either complete or only partial, depending on the molar ratio of the Si-units and the hydroxylamine. Copolymers with partially opened SI rings were subjected to further aminolysis by 2-ami- noethanol, di(2-hydroxyethyl)amine, butylamine, 2-phenylethy- lamine, 1,2-diaminoethane, and 1,6-diaminohexane. Use of diamines led to cross-linked polymers. Polyhydroxamic acids differed in the average relative molecular mass, the number and spacing between the hydroxamic acid groups and in their solubility.
The polyhydroxamic acids formed colored complexes with the iron(III) ions. Stability constants for the iron(III)-poly[a,P-(N-hydroxy)-D,L- aspartamide] complexes were determined by spectrophotometric titration. Values of the equilibrium quotients at 25 °C were calculated and confirmed to be: Qj = (1.0 ± 0.4) x 102, Q% = (1.3 ± 0.7) x 10~2.

Keywords

Hrčak ID:

135959

URI

https://hrcak.srce.hr/135959

Publication date:

4.3.1996.

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