A new and improved method for deglycosidation of glycopeptide antibiotics exemplified with vancomycin, ristocetin, and ramoplanin

A general method for the deglycosidation of glycopeptide antibiotics has been developed. Treatment of vancomycin, ristocetin, and ramoplanin with anhydrous HF results in efficient cleavage of the sugars to provide the corresponding aglycons in high yield. A general method for the deglycosidation of...

Full description

Saved in:
Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2003-03, Vol.13 (6), p.1169-1173
Main Authors: Wanner, Jutta, Tang, Datong, McComas, Casey C, Crowley, Brendan M, Jiang, Wanlong, Moss, Jason, Boger, Dale L
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemistry
Antibiotics. Antiinfectious agents. Antiparasitic agents
Biological and medical sciences
Chromatography, High Pressure Liquid
Depsipeptides
General aspects
Hydrofluoric Acid
Indicators and Reagents
Medical sciences
Peptides, Cyclic - chemistry
Pharmacology. Drug treatments
Pyridines - chemistry
Ristocetin - chemistry
Solvents
Vancomycin - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A general method for the deglycosidation of glycopeptide antibiotics has been developed. Treatment of vancomycin, ristocetin, and ramoplanin with anhydrous HF results in efficient cleavage of the sugars to provide the corresponding aglycons in high yield. A general method for the deglycosidation of glycopeptide antibiotics has been developed. Using this procedure, the aglycons of vancomycin, ristocetin, and ramoplanin are prepared in high yield without chromatographic purification.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(03)00051-9