Conjugates of methylated cyclodextrin derivatives and hydroxyethyl starch (HES): Synthesis, cytotoxicity and inclusion of anaesthetic actives
Please always quote using this URN: urn:nbn:de:bvb:20-opus-114280
- The mono-6-deoxy-6-azides of 2,6-di-O-methyl-beta-cyclodextrin (DIMEB) and randomly methylated-beta-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 degrees C (DIMEB-HES) and 84.5 degrees 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 toThe mono-6-deoxy-6-azides of 2,6-di-O-methyl-beta-cyclodextrin (DIMEB) and randomly methylated-beta-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 degrees C (DIMEB-HES) and 84.5 degrees 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.…
Author: | Lisa Markenstein, Antje Appelt-Menzel, Marco Metzger, Gerhard Wenz |
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URN: | urn:nbn:de:bvb:20-opus-114280 |
Document Type: | Journal article |
Faculties: | Medizinische Fakultät / Lehrstuhl für Tissue Engineering und Regenerative Medizin |
Language: | English |
Parent Title (English): | Beilstein Journal of Organic Chemistry |
ISSN: | 1860-5397 |
Year of Completion: | 2014 |
Volume: | 10 |
Pagenumber: | 3087 - 3096 |
Source: | Beilstein Journal of Organic Chemistry 2014, 10, 3087–3096. doi:10.3762/bjoc.10.325 |
DOI: | https://doi.org/10.3762/bjoc.10.325 |
Pubmed Id: | https://pubmed.ncbi.nlm.nih.gov/25670977 |
Dewey Decimal Classification: | 6 Technik, Medizin, angewandte Wissenschaften / 61 Medizin und Gesundheit / 610 Medizin und Gesundheit |
Tag: | LCST; acid dissociation; anaesthetics; beta-cyclodextrin; complexation; cycloaddition; cyclodextrin; drug; gamma-cyclodextrin; lower critical solution temperature; midazolam; occupancy; pharmaceutical applications; polymer; rat; sevoflurane; solubility; starch; supermolecular carrier systems |
Release Date: | 2015/06/26 |
Licence (German): | CC BY: Creative-Commons-Lizenz: Namensnennung |