Synthesis and Chemical Characterization of a Polymeric Prodrug for Prolonged Release of Nitrofurazone

Authors

  • Kátia S.C.R. dos Santos,

    Corresponding author
    1. Departamento de Farmácia, Universidade Federal do Rio Grande do Norte, Av. Gal. Gustavo Cordeiro de Farias s/n, 59012-570 Natal, RN, Brazil
    2. Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, Av. Prof. Lineu Prestes, 580, Bloco 13, 05508-900 São Paulo, SP, Brazil
    • Departamento de Farmácia, Universidade Federal do Rio Grande do Norte, Av. Gal. Gustavo Cordeiro de Farias s/n, 59012-570 Natal, RN, Brazil Fax: + 55 84 32154347.
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  • Jivaldo R. Matos,

    1. Instituto de Química, Universidade de São Paulo, Av. Prof. Lineu Prestes, 748, Bloco 3, 05508-900 São Paulo, SP, Brazil
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  • Elizabeth I. Ferreira

    1. Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, Av. Prof. Lineu Prestes, 580, Bloco 13, 05508-900 São Paulo, SP, Brazil
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Abstract

Chitosan, a natural polysaccharide obtained from partial or total deacetylation of chitin, is a linear copolymer composed of β(1→4) linked N-acetyl glucosamine and glucosamine monomer residues. Owing to its biological properties (such as biocompatibility, low toxicity, antimicrobial activity and haemostatic effect) chitosan has been widely exploited in the pharmaceutical industry to produce tablets, gels, nanoparticles and films. The aim of this study was to develop a polymeric prodrug for prolonged drug release of nitrofurazone (NF) on the skin, with chitosan as the carrier. The drug is conjugated to chitosan by means of ester bonds and the cleavage of these bonds by non-specific cutaneous esterases provides the prolonged release of NF. This prodrug could be formulated in films or gels to accelerate wound healing, by acting as a physical barrier that prevents both loss of natural skin humidity and secondary microbial contamination, as well as to treat skin injuries caused by microorganisms susceptible to NF, whose antimicrobial spectrum is added to that of chitosan.

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