Synthesis of polyfunctional quinolizidine alkaloids: development towards selective glycosidase inhibitors
A highly divergent route to a variety of quinolizidine alkaloids is described. The enantiomeric precursors and utilized for the synthesis of these alkaloids were constructed stereospecifically from the PET cyclization of the corresponding acetylene tethered alpha-trimethylsilyl amine moieties and ,...
Gespeichert in:
Veröffentlicht in: | Organic & biomolecular chemistry 2009-01, Vol.7 (16), p.3300-3307 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | A highly divergent route to a variety of quinolizidine alkaloids is described. The enantiomeric precursors and utilized for the synthesis of these alkaloids were constructed stereospecifically from the PET cyclization of the corresponding acetylene tethered alpha-trimethylsilyl amine moieties and , respectively, both of which were synthesised from D-ribose. The polyhydroxy quinolizidine alkaloid was found to be a selective inhibitor of alpha-galactosidase with Ki 83.9 microM. The amine analogs , and are found to be selective and potent inhibitors of alpha-glucosidase with Ki 28, 120 and 140 microM, respectively. |
---|---|
ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/b907007a |