Potent and selective inhibition of class II α-D-mannosidase activity by a bicyclic sulfonium salt

Aloysius Siriwardena; Heather Strachan; Samer El-Daher; Gemma Way; Bryan Winchester; John Glushka; Kelley Moremen; Geert Jan Boons

doi:10.1002/cbic.200400397

Potent and selective inhibition of class II α-D-mannosidase activity by a bicyclic sulfonium salt

Aloysius Siriwardena^*, Heather Strachan, Samer El-Daher, Gemma Way, Bryan Winchester, John Glushka, Kelley Moremen, Geert Jan Boons

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

Salted away. Shortcomings in the potency and selectivity of natural glycosidase inhibitors, such as swainsonine (1), have led to the proposal of a host of alternative synthetic structural motifs. This paper reports the synthesis of the polyhydroxylated sulfonium salt 2 and demonstrates it to be a potent inhibitor of various human class II α-D-mannosidase activities.

Original language	English
Pages (from-to)	845-848
Number of pages	4
Journal	ChemBioChem
Volume	6
Issue number	5
DOIs	https://doi.org/10.1002/cbic.200400397
Publication status	Published - 1 May 2005
Externally published	Yes

Keywords

Drug design
Inhibitors
Mannosidases
Natural products
Sulfonium salts

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10.1002/cbic.200400397

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AU - Siriwardena, Aloysius

AU - Strachan, Heather

AU - El-Daher, Samer

AU - Way, Gemma

AU - Winchester, Bryan

AU - Glushka, John

AU - Moremen, Kelley

AU - Boons, Geert Jan

PY - 2005/5/1

Y1 - 2005/5/1

N2 - Salted away. Shortcomings in the potency and selectivity of natural glycosidase inhibitors, such as swainsonine (1), have led to the proposal of a host of alternative synthetic structural motifs. This paper reports the synthesis of the polyhydroxylated sulfonium salt 2 and demonstrates it to be a potent inhibitor of various human class II α-D-mannosidase activities.

AB - Salted away. Shortcomings in the potency and selectivity of natural glycosidase inhibitors, such as swainsonine (1), have led to the proposal of a host of alternative synthetic structural motifs. This paper reports the synthesis of the polyhydroxylated sulfonium salt 2 and demonstrates it to be a potent inhibitor of various human class II α-D-mannosidase activities.

KW - Drug design

KW - Inhibitors

KW - Mannosidases

KW - Natural products

KW - Sulfonium salts

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ER -

Potent and selective inhibition of class II α-D-mannosidase activity by a bicyclic sulfonium salt

Abstract

Keywords

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