Preparation and characterization of N-acetylchitosan, N-propionylchitosan and N-butyrylchitosan microspheres for controlled release of 6-mercaptourine

Fwu Long Mi, Chih Kang Peng, Mei Feng Huang, Shih Hsun Lo, Ching Chuan Yang

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

In this paper, biodegradable N-acylchitosan microspheres were prepared by a water-in-oil (w/o) interfacial N-acylation method for controlled release of 6-mercaptourine (6-MP). Acetic, propionic and n-butyric anhydrides were used as reagents for the interfacial N-acylation reaction to prepare N-acetylchitosan, N-propionylchitosan and N-butyrylchitosan microspheres. The onset time for the gelation of N-acylchitosan microspheres increased with increasing the molecular weight of used anhydride. While, the particle sizes of N-acetylchitosan microspheres (>50 μm), N-propionylchitosan microspheres (20-50 μm) and N-butyrylchitosan microspheres (∼5 μm) decreased with the increase of substituted acyl chain length. The introduction of long acyl chains onto chitosan not only increased hydrophobicity, but also interfered crystallization of the polymer chains, leading to affecting the swelling and drug release properties of prepared N-acylchitosan microspheres. Drug release rates of the N-acylchitosan microspheres decreased in the sequence of N-propionylchitosan (t50%∼19 h)>N-butyrylchitosan (t50%∼36 h)>N-acetylchitosan (t50%>100 h), and were fitted with a two-phase percolation model. The enhancement of drug release for N-propionylchitosan and N-butyrylchitosan microspheres under lysozyme degradation were less significant than their N-acetylchitosan counterpart. The results suggested that the N-acylchitosan microspheres excipient as interesting candidates for drug delivery application.

Original languageEnglish
Pages (from-to)219-227
Number of pages9
JournalCarbohydrate Polymers
Volume60
Issue number2
DOIs
Publication statusPublished - May 6 2005
Externally publishedYes

Keywords

  • Drug release
  • Microsphere
  • N-acylchitosan
  • Water-in-oil (w/o)

ASJC Scopus subject areas

  • Food Science
  • Biochemistry

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