Synthesis and properties of new N-(2-hydroxypropyl)methacrylamide copolymers containing thiazolidine-2-thione reactive groups

A novel water-soluble poly[ N-(2-hydroxypropyl)methacrylamide] copolymers containing thiazolidine-2-thione reactive groups in the side chains suitable for preparation of polymer-modified biologically active compounds and water-soluble targeted polymeric anticancer drugs were synthesized and characte...

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Bibliographic Details
Published in:Reactive & functional polymers 2006-12, Vol.66 (12), p.1525-1538
Main Authors: Šubr, V., Ulbrich, K.
Format: Article
Language:English
Subjects:
Applied sciences
Biological and medical sciences
Drug delivery
Exact sciences and technology
General pharmacology
Medical sciences
Organic polymers
Pharmaceutical technology. Pharmaceutical industry
Pharmacology. Drug treatments
Physicochemistry of polymers
Poly[ N-(2-hydroxypropyl)methacrylamide]
Polymeric drugs
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
Reactive polymers
Targeting
Thiazolidine-2-thione reactive groups
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Summary:A novel water-soluble poly[ N-(2-hydroxypropyl)methacrylamide] copolymers containing thiazolidine-2-thione reactive groups in the side chains suitable for preparation of polymer-modified biologically active compounds and water-soluble targeted polymeric anticancer drugs were synthesized and characterized. Copolymers containing thiazolidine-2-thione reactive groups were prepared by radical copolymerization in dimethyl sulfoxide. Molecular weight of the copolymers can be easily controlled by monomer and initiator concentrations and polymerization temperature. The copolymers containing thiazolidine-2-thione reactive groups showed low susceptibility to hydrolysis and high rate of aminolysis in aqueous solutions. The advantages of using TT copolymers for the synthesis of polymeric drugs are demonstrated on the synthesis of the polymer superoxide dismutase, polymer-doxorubicin and human immunoglobulin-targeted polymer-doxorubicin conjugates performed in aqueous solution in one-step procedure.
ISSN:1381-5148
DOI:10.1016/j.reactfunctpolym.2006.05.002