Synthesis of a novel tri-antennary galactoside with high hepatocyte targeting

A novel bifunctional compound carrying duster thiogalactoside as the cell targeting ligands was synthesized for gene delivery to hepatocytes. Tetra-antennary dendr-OMs4 5 was used as a scaffold for the attachment of three galactosides, while the other mesylate end was linked with cholesterol through poly（ethylene glycol） chain. This design provided an effective entry for the synthesis of the bifunctional compound.

Design of Multivalent Galactoside Ligands and Their Binding to Hepatic Asialoglycoprotein Receptor

In an effort to find highly efficient ligands for hepatic asialoglycoprotein receptor （ASGPR）, four cluster galactosides with different scaffolds were synthesized in this paper. The affinity of these compounds for ASGPR was analyzed by binding study in vitro. The results showed that trivalent cluster galactosides behaved better than divalent analogues and the cluster galactosides with aryl groups on their scaffolds presented better binding affinity than those with aliphatic chain scaffolds.

Synthesis of Glutamic Acid-based Cluster Galactosides and Their Binding Affinities with Liver Cells

Structurally well defined di-, tri- and tetra-valent cluster galactosides were synthesized in a convenient way. Oligo-glutamic acids were assembled as scaffolds. The presence of amine groups in these three ligands is expected to couple with drugs or genes for delivery. The binding affinities of these cluster galactoses to liver cells were de-termined by in vitro binding studies. Among them, the tetravalent cluster galactose (19) showed the highest affinity to liver cell. It is therefore a promising targeting device for the specific delivery of drugs or genes to parenchymal liver cells.

Enzymatic Synthesis of Methyl-Galactoaldehyde

Methyl-galactosides were oxidized at room temperature by galactose oxidase in a one-step reaction and afforded methyl-galactoaldehyde in excellent yield and high purity. The resulting galactoaldehyde as a useful intermediate can be directly used in glycopeptide synthesis.

Synthesis and anti-tumor activities of 5-carbohydrate modified cyclophosphamide derivates

Novel prodrugs of cyclophosphamide 1a and 1b, which comprised the galactosyl moiety, the key fraction of cyclophosphamide derivates, and the linker 4-hydroxy benzaldehyde, were synthesized. These compounds were anticipated to exhibit amplified anti-tumor activity and targeting ability.