The Open Organic Chemistry Journal

2008, 2 : 46-51
Published online 2008 June 9. DOI: 10.2174/1874095200801020046
Publisher ID: TOOCJ-2-46

Galactofuranosylated Galactocerebrosides, a New Drug Delivery System for Ceramides to Colon

Dumitru Petru Iga and Silvia Iga
Department of Chemistry, University of Bucharest, Faculty for Biology, Splaiul Independentei 95, Bucharest-5, R-76201, Romania.

ABSTRACT

Two isomeric partially acetylated galactocerebrosides, ß-D-galactopyranosyl (2,3,4-tri-O-acetyl)- and ß-Dgalactopyranosyl (2,4,6-tri-O-acetyl)-1’(3’-O-acetyl)ceramide, were prepared from galactocerebroside and sulfatide, respectively. Their galactofuranosylation produced ß-D-galactofuranosyl-6- and ß-D-galactofuranosyl-3-ß-Dgalactopyranosyl- 1’ceramide, as demonstrated by 1H and 13C NMR spectra as well as by chemical means.

Keywords:

ß-D-galactofuranosyl-6-ß-D-galactopyranosyl-1'ceramide, ß-D-galactofuranosyl-3-ß-D-galactopyranosyl- 1'ceramide, Koenigs-Knorr synthesis.