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Controlled‐release of drugs from cross‐linked polymers containing cubane as a crosslinking agent
Author(s) -
Mahkam Mehrdad
Publication year - 2003
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/masy.200351021
Subject(s) - chemistry , moiety , polymer chemistry , hydrolysis , methacrylate , monomer , polymer , polymerization , organic chemistry
Abstract Two anti‐inflammatory drugs, indomethacin and aspirin together with cubane‐1, 4‐dicarboxylic acid (CDA) were covalently linked with 2‐hydroxyethyl methacrylate (HEMA). The drug‐linked HEMA (indomethacin‐linked HEMA) is abbreviated as HI, aspirin‐linked HEMA as HA and cubane‐1, 4‐dicarboxylic acid (CDA) linked to two HEMA group is the cross‐linking agent (CA). A difunctional spacer group was introduced between the drugs and acrylic moiety of the monomer through a hydrolyzable ester linkage. Free radical cross‐linking polymerization of the monomers with drug effect was carried out in dioxane solution at various CA ratios, using AIBN as initiator in the temperature range 60‐70°C. The compositions of the cross‐linked three‐dimensional polymers were determined by FT‐IR spectroscopy. The glass transition temperature (Tg) of the network polymers was determined calorimetrically. The hydrolysis of drug‐polymer conjugates was carried out in cellophane membrane dialysis bags containing an aqueous buffer solution (pH 8 and pH 1) at 37°C. Detection of the hydrolysis product by UV spectroscopy shows that the drugs were released by hydrolysis of the ester bond located between the drug and spacer group.

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