Inhibition of nonmammalian glycosidases by azetidine iminosugars derived from stable 3,5-Di-O-triflates of pentoses

Gabriel M.J. Lenagh-Snow; Noelia Araujo; Sarah F. Jenkinson; Catherine Rutherford; Shinpei Nakagawa; Atsushi Kato; Chu Yi Yu; Alexander C. Weymouth-Wilson; George W.J. Fleet

doi:10.1021/ol2024482

Inhibition of nonmammalian glycosidases by azetidine iminosugars derived from stable 3,5-Di-O-triflates of pentoses

Gabriel M.J. Lenagh-Snow, Noelia Araujo, Sarah F. Jenkinson, Catherine Rutherford, Shinpei Nakagawa, Atsushi Kato, Chu Yi Yu, Alexander C. Weymouth-Wilson, George W.J. Fleet^*

^*Corresponding author for this work

Hospital Pharmacy

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

39 Scopus citations

Abstract

Efficient ring closure of stable crystalline 3,5-di-O-triflates of pentofuranosides with amines to form azetidines allowed preliminary evaluation of four-ring iminosugars as glycosidase inhibitors; significant and specific inhibition of nonmammalian α-glucosidases is shown by l-xylo- and l-arabino-iminosugar azetidines.

Original language	English
Pages (from-to)	5834-5837
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	21
DOIs	https://doi.org/10.1021/ol2024482
State	Published - 2011/11/04

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Inhibition of nonmammalian glycosidases by azetidine iminosugars derived from stable 3,5-Di-O-triflates of pentoses",

abstract = "Efficient ring closure of stable crystalline 3,5-di-O-triflates of pentofuranosides with amines to form azetidines allowed preliminary evaluation of four-ring iminosugars as glycosidase inhibitors; significant and specific inhibition of nonmammalian α-glucosidases is shown by l-xylo- and l-arabino-iminosugar azetidines.",

author = "Lenagh-Snow, {Gabriel M.J.} and Noelia Araujo and Jenkinson, {Sarah F.} and Catherine Rutherford and Shinpei Nakagawa and Atsushi Kato and Yu, {Chu Yi} and Weymouth-Wilson, {Alexander C.} and Fleet, {George W.J.}",

year = "2011",

month = nov,

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doi = "10.1021/ol2024482",

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journal = "Organic Letters",

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T1 - Inhibition of nonmammalian glycosidases by azetidine iminosugars derived from stable 3,5-Di-O-triflates of pentoses

AU - Lenagh-Snow, Gabriel M.J.

AU - Araujo, Noelia

AU - Jenkinson, Sarah F.

AU - Rutherford, Catherine

AU - Nakagawa, Shinpei

AU - Kato, Atsushi

AU - Yu, Chu Yi

AU - Weymouth-Wilson, Alexander C.

AU - Fleet, George W.J.

PY - 2011/11/4

Y1 - 2011/11/4

N2 - Efficient ring closure of stable crystalline 3,5-di-O-triflates of pentofuranosides with amines to form azetidines allowed preliminary evaluation of four-ring iminosugars as glycosidase inhibitors; significant and specific inhibition of nonmammalian α-glucosidases is shown by l-xylo- and l-arabino-iminosugar azetidines.

AB - Efficient ring closure of stable crystalline 3,5-di-O-triflates of pentofuranosides with amines to form azetidines allowed preliminary evaluation of four-ring iminosugars as glycosidase inhibitors; significant and specific inhibition of nonmammalian α-glucosidases is shown by l-xylo- and l-arabino-iminosugar azetidines.

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U2 - 10.1021/ol2024482

DO - 10.1021/ol2024482

M3 - 学術論文

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AN - SCOPUS:80055094006

SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Inhibition of nonmammalian glycosidases by azetidine iminosugars derived from stable 3,5-Di-O-triflates of pentoses

Abstract

ASJC Scopus subject areas

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