A uronic acid analogue of isofagomine lactam as a nanomolar glucuronidase inhibitor

Emil Anders Lindbäck; You Zhou; Óscar López; José G. Fernández-Bolaños; Christian Marcus Pedersen; Mikael Bols

doi:10.1016/j.tetlet.2012.02.009

A uronic acid analogue of isofagomine lactam as a nanomolar glucuronidase inhibitor

Emil Anders Lindbäck, You Zhou, Óscar López, José G. Fernández-Bolaños, Christian Marcus Pedersen, Mikael Bols

Department of Chemistry

6 Citations (Scopus)

Abstract

The synthesis of (3S,4R,5R)-3,4-dihydroxypiperidin-2-one-5-carboxylic acid ('isofagomine lactam uronate') from d-arabinose is reported. The product is a potent inhibitor in the low nanomolar range (K _i 36 nM) for bovine liver β-glucuronidase.

Original language	English
Journal	Tetrahedron Letters
Volume	53
Issue number	16
Pages (from-to)	2045-2047
Number of pages	3
ISSN	0040-4039
DOIs	https://doi.org/10.1016/j.tetlet.2012.02.009
Publication status	Published - 18 Apr 2012

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10.1016/j.tetlet.2012.02.009

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title = "A uronic acid analogue of isofagomine lactam as a nanomolar glucuronidase inhibitor",

abstract = "The synthesis of (3S,4R,5R)-3,4-dihydroxypiperidin-2-one-5-carboxylic acid ('isofagomine lactam uronate') from d-arabinose is reported. The product is a potent inhibitor in the low nanomolar range (K i 36 nM) for bovine liver β-glucuronidase.",

author = "Lindb{\"a}ck, {Emil Anders} and You Zhou and {\'O}scar L{\'o}pez and Fern{\'a}ndez-Bola{\~n}os, {Jos{\'e} G.} and Pedersen, {Christian Marcus} and Mikael Bols",

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T1 - A uronic acid analogue of isofagomine lactam as a nanomolar glucuronidase inhibitor

AU - Lindbäck, Emil Anders

AU - Zhou, You

AU - López, Óscar

AU - Fernández-Bolaños, José G.

AU - Pedersen, Christian Marcus

AU - Bols, Mikael

PY - 2012/4/18

Y1 - 2012/4/18

N2 - The synthesis of (3S,4R,5R)-3,4-dihydroxypiperidin-2-one-5-carboxylic acid ('isofagomine lactam uronate') from d-arabinose is reported. The product is a potent inhibitor in the low nanomolar range (K i 36 nM) for bovine liver β-glucuronidase.

AB - The synthesis of (3S,4R,5R)-3,4-dihydroxypiperidin-2-one-5-carboxylic acid ('isofagomine lactam uronate') from d-arabinose is reported. The product is a potent inhibitor in the low nanomolar range (K i 36 nM) for bovine liver β-glucuronidase.

U2 - 10.1016/j.tetlet.2012.02.009

DO - 10.1016/j.tetlet.2012.02.009

M3 - Journal article

SN - 0040-4039

VL - 53

SP - 2045

EP - 2047

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 16

ER -

A uronic acid analogue of isofagomine lactam as a nanomolar glucuronidase inhibitor

Abstract

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