Abstract
Synthesis of several polymer-fenoprofen conjugates is described. Fenoprofen was first chemically modified into benzotriazolide 2 and amino acid amide derivatives: glycine fenoprofenamide ( 3a) and β-alanine fenoprofenamide ( 3b) and their benzotriazolides 6a and 6b. Compounds 2 and 6 readily reacted with polyhydroxy aspartamide-type polymers, i.e. poly[α,β-( N-2-hydroxyethyl- dl-aspartamide)] (PHEA) and poly[α,β-( N-3-hydroxypropyl- dl-aspartamide)] (PHPA) forming conjugates 5, 8a, b and 9a, b, respectively. Conjugate 11 was obtained by partial aminolysis of poly- dl-(2,5-dioxo-1,3-pyrrolidinediyl) (PSI) with 2-aminoethyl fenoprofenamide ( 3c), followed by total aminolysis with 2-hydroxyethylamine. The synthesised polymer-drug conjugates differed in type of covalent bounding, type and/or length of spacer and drug-loading.
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