A practical synthesis of a (1-->6)-linked beta-D-glucosamine nonasaccharide

Feng Yang; Yuguo Du

doi:10.1016/s0008-6215(02)00494-9

A practical synthesis of a (1-->6)-linked beta-D-glucosamine nonasaccharide

Carbohydr Res. 2003 Mar 14;338(6):495-502. doi: 10.1016/s0008-6215(02)00494-9.

Authors

Feng Yang¹, Yuguo Du

Affiliation

¹ Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Academia Sinica, P.O. Box 2871, 100085, Beijing, PR China.

PMID: 12668105
DOI: 10.1016/s0008-6215(02)00494-9

Abstract

A (1-->6)-beta-D-glucosamine nonasaccharide was convergently synthesized using isopropyl thioglycosides as donors. Anomeric acetylated glucosamine derivatives were proved to be good acceptors in the NIS/TMSOTf catalyzed glycosylation. The target nonasaccharide showed a mild antitumor activity against H22 on the preliminary mice tests.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / therapeutic use
Carbohydrate Sequence
Glucosamine / chemical synthesis*
Glucosamine / chemistry
Glucosamine / therapeutic use
Glycosylation
Liver Neoplasms, Experimental / drug therapy
Mice
Molecular Sequence Data
Oligosaccharides / chemical synthesis
Oligosaccharides / chemistry

Substances

Antineoplastic Agents
Oligosaccharides
Glucosamine