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Hydroxypropyl Chitosan Bearing β ‐Cyclodextrin Cavities: Synthesis and Slow Release of its Inclusion Complex with a Model Hydrophobic Drug
Author(s) -
Prabaharan Mani,
Mano João F.
Publication year - 2005
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.200500087
Subject(s) - chemistry , chitosan , cyclodextrin , carbodiimide , ketoprofen , drug carrier , drug delivery , controlled release , hydrophobic effect , nuclear chemistry , polymer chemistry , chromatography , chemical engineering , organic chemistry , engineering
Summary: Hydroxypropyl chitosan‐ graft ‐carboxymethyl β ‐cyclodextrin (HPCH‐ g ‐CM β ‐CD) was synthesized by grafting CM β ‐CD onto HPCH using water soluble 1‐ethyl‐3‐(3‐dimethylaminopropyl)carbodiimide (EDC) as the condensing agent. Due to the presence of hydrophobic β ‐CD rings onto the HPCH backbone, this polymer can be used as a matrix for controlled drug release. The adsorption of a hydrophobic model drug, ketoprofen, by HPCH‐ g ‐CM β ‐CD microparticles (using tripolyphosphate as an ionic crosslinking agent) fitted well in the Langmuir isotherm equation. The drug dissolution profile showed that HPCH‐ g ‐CM β ‐CD microparticles provided a slower release of the entrapped ketoprofen than chitosan, and the release behavior was influenced by the pH value of the medium. These results suggest that β ‐CD grafted with chitosan derivatives may become a potential biodegradable delivery system to control the release of hydrophobic drugs with pH‐responsive capability.The structure and drug release profiles of HPCH‐ g ‐CM β ‐CD.