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Xylan‐Based Nanoparticles: Prodrugs for Ibuprofen Release
Author(s) -
Daus Stephan,
Heinze Thomas
Publication year - 2010
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.200900201
Subject(s) - xylan , chemistry , ibuprofen , sulfation , prodrug , nanoparticle , hydrolysis , polysaccharide , organic chemistry , drug delivery , chemical engineering , biochemistry , medicine , pharmacology , engineering
Esterification of xylan with ibuprofen via activiation of the carboxylic acid with N , N ′‐carbonyldiimidazole (CDI) yields products of high drug loadings. Subsequent sulfation of xylan ibuprofen esters using the gentle agent SO 3 /DMF was successfully carried out in order to modify hydrophobicity of the xylan esters. The structure of the novel xylan esters was evaluated by means of NMR spectroscopy. The resulting xylan derivatives self assemble into spherical nanoparticles with mean diameters ranging from 162 to 472 nm. Preliminary stability measurements indicate that hydrolytic stability decreases with increase in degree of substitution of sulfate groups. Thus, a new concept toward improved drug delivery from polysaccharide‐based nanoparticles can be established here.