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Synthesis, Acid-Base Properties and Preliminary Cell Compatibility Evaluation of Amphoteric Poly(Amido-Hydrazine)s

Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian 21, 20133 Milano, Italy

Paolo Ferruti

Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian 21, 20133 Milano, Italy, paolo.ferruti{at}unimi.it

Amedea Manfredi

Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian 21, 20133 Milano, Italy

Mario Casolaro

Dipartimento di Scienze e Tecnologie Chimiche e dei Biosistemi, Università di Siena, via Aldo Moro 2, 53100 Siena, Italy

Federica Chiellini

Dipartimento di Chimica e Chimica Industriale, Università di Pisa, via Risorgimento 35, 56100 Pisa, Italy

Amphoteric poly(amido-hydrazine)s (PAHYs) were obtained by hydrogen-transfer polyaddition of hydrazine, 1,2-dimethylhydrazine and 1,1-dimethylhydrazine to 2,2-bisacrylamidoacetic acid. These polymers were studied for biomedical applications, such as degradability in water solution, acid-base properties, and cell toxicity. They degraded rapidly in aqueous media under physiological conditions, their molecular weight was reduced to about one-fourth, that of the original polymer in less than two days. They exhibited a typical polyelectrolyte behavior with isoelectric points between 4 and 5 and are prevailingly anionic in the blood. In preliminary cell toxicity essays they proved to be remarkably biocompatible, comparable in this respect to amphoteric poly(amido-amine)s (PAAs), and much less toxic than poly-L-lysine and polyethylenimine.

Key Words: poly(amido-hydrazine)s • degradable polymers • biocompatible polymers • multifunctional polymers • ionic polymers

Journal of Bioactive and Compatible Polymers, Vol. 20, No. 4, 377-394 (2005)
DOI: 10.1177/0883911505055373


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