A Rapid Synthesis of Hexofuranose-like Iminosugars Using Ring-Closing Metathesis

A Rapid Synthesis of Hexofuranose-like Iminosugars Using Ring-Closing Metathesis

Two new 1-N-iminosugars have been prepared as hexofuranose analogues in an efficient manner by an RCM-based route. Both 3,4-disubstituted pyrrolidines display moderate inhibitory activity against Mycobacterium smegmatis galactan biosynthesis.

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Veröffentlicht in:Organic letters 2005-08, Vol.7 (16), p.3521-3523
Hauptverfasser: Cren, Sylvaine, Wilson, Claire, Thomas, Neil R
Format: Artikel
Sprache:eng
Schlagworte:
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Carbohydrate Conformation
Cyclization
Galactans - biosynthesis
Galactans - metabolism
Imino Furanoses - chemical synthesis
Imino Furanoses - chemistry
Imino Furanoses - pharmacology
Molecular Structure
Mycobacterium smegmatis - drug effects
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Beschreibung
Zusammenfassung:Two new 1-N-iminosugars have been prepared as hexofuranose analogues in an efficient manner by an RCM-based route. Both 3,4-disubstituted pyrrolidines display moderate inhibitory activity against Mycobacterium smegmatis galactan biosynthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol051232b