Synthesis and evaluation of a C-glycosyl nucleoside as an inhibitor of chitin synthase

Juan Xie; Annie Thellend; Hubert Becker; Anne Vidal-Cros

doi:10.1016/S0008-6215(01)00191-4

Synthesis and evaluation of a C-glycosyl nucleoside as an inhibitor of chitin synthase

Juan Xie
, Annie Thellend
, Hubert Becker
, Anne Vidal-Cros

Sorbonne Université

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

Abstract

As part of our ongoing program devoted to inhibit chitin synthases, we have prepared a novel C-glycosyl nucleoside as metabolically stable substrate analog of UDP-GlcNAc. The synthetic strategy relies on the consecutive coupling of nucleoside and amino C-glycosyl moieties with L-tartaric acid. However, this compound inhibited only weakly chitin synthase I, with an IC₅₀ value of 20 mM.

Original language	English
Pages (from-to)	177-182
Number of pages	6
Journal	Carbohydrate Research
Volume	334
Issue number	3
DOIs	https://doi.org/10.1016/S0008-6215(01)00191-4
Publication status	Published - 30 Aug 2001

Keywords

Amino C-glycosyl compound
C-Glycosyl nucleoside
Chitin synthase inhibitor
Substrate analog

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10.1016/S0008-6215(01)00191-4

Cite this

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abstract = "As part of our ongoing program devoted to inhibit chitin synthases, we have prepared a novel C-glycosyl nucleoside as metabolically stable substrate analog of UDP-GlcNAc. The synthetic strategy relies on the consecutive coupling of nucleoside and amino C-glycosyl moieties with L-tartaric acid. However, this compound inhibited only weakly chitin synthase I, with an IC50 value of 20 mM.",

keywords = "Amino C-glycosyl compound, C-Glycosyl nucleoside, Chitin synthase inhibitor, Substrate analog",

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AU - Vidal-Cros, Anne

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AB - As part of our ongoing program devoted to inhibit chitin synthases, we have prepared a novel C-glycosyl nucleoside as metabolically stable substrate analog of UDP-GlcNAc. The synthetic strategy relies on the consecutive coupling of nucleoside and amino C-glycosyl moieties with L-tartaric acid. However, this compound inhibited only weakly chitin synthase I, with an IC50 value of 20 mM.

KW - Amino C-glycosyl compound

KW - C-Glycosyl nucleoside

KW - Chitin synthase inhibitor

KW - Substrate analog

U2 - 10.1016/S0008-6215(01)00191-4

DO - 10.1016/S0008-6215(01)00191-4

M3 - Article

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SN - 0008-6215

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JO - Carbohydrate Research

JF - Carbohydrate Research

IS - 3

ER -

Synthesis and evaluation of a C-glycosyl nucleoside as an inhibitor of chitin synthase

Abstract

Keywords

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