title: Conjugates of methylated cyclodextrin derivatives and hydroxyethyl starch (HES): Synthesis, cytotoxicity and inclusion of anaesthetic actives.
abstract: The mono-6-deoxy-6-azides of 2,6-di-O-methyl-β-cyclodextrin (DIMEB) and randomly methylated-β-cyclodextrin (RAMEB) were conjugated to propargylated hydroxyethyl starch (HES) by Cu(+)-catalysed [2 + 3] cycloaddition. The resulting water soluble polymers showed lower critical solution temperatures (LCST) at 52.5 °C (DIMEB-HES) and 84.5 °C (RAMEB-HES), respectively. LCST phase separations could be completely avoided by the introduction of a small amount of carboxylate groups at the HES backbone. The methylated CDs conjugated to the HES backbone exhibited significantly lower cytotoxicities than the corresponding monomeric CD derivatives. Since the binding potentials of these CD conjugates were very high, they are promising candidates for new oral dosage forms of anaesthetic actives.
authors: Organic Macromolecular Chemistry, Saarland University, Campus C4.2, 66123 Saarbrücken, Germany.
authors: Lisa
authors: L
authors: Markenstein
authors: Department of Tissue Engineering and Regenerative Medicine, University Hospital Würzburg, Röntgenring 11, 97070 Würzburg, Germany.
authors: Antje
authors: A
authors: Appelt-Menzel
authors: Department of Tissue Engineering and Regenerative Medicine, University Hospital Würzburg, Röntgenring 11, 97070 Würzburg, Germany.
authors: Marco
authors: M
authors: Metzger
authors: Organic Macromolecular Chemistry, Saarland University, Campus C4.2, 66123 Saarbrücken, Germany.
authors: Gerhard
authors: G
authors: Wenz
keywords: LCST; anaesthetics; complexation; cyclodextrin; lower critical solution temperature; midazolam; occupancy; polymer; sevoflurane; solubility; starch