Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis

A Pathak; V Pathak; J Riordan; W Suling; Sudagar Gurcha; Gurdyal Besra; R Reynolds

doi:10.1016/j.bmcl.2007.05.099

Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis

A Pathak, V Pathak, J Riordan, W Suling, Sudagar Gurcha, Gurdyal Besra, R Reynolds

Biosciences

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Abstract

Herein we report the synthesis of symmetrical C-linked and pseudo-symmetrical O-linked disaccharides structurally related to Araf motifs present in the cell wall of MTB. Their activity in a competition-based arabinosyltransferase assay using [14C]-DPA as the glycosyl donor is also presented. In addition, in vitro inhibitory activity for the disaccharides was determined in a colorimetric broth microdilution assay system against MTB H37Ra and Mycobacterium avium.

Original language	English
Pages (from-to)	4527-4530
Number of pages	4
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	17
Issue number	16
DOIs	https://doi.org/10.1016/j.bmcl.2007.05.099
Publication status	Published - 15 Aug 2007

Keywords

tuberculosis
inhibitors
disaccharides
glycosyltransferases

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.bmcl.2007.05.099

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title = "Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis",

abstract = "Herein we report the synthesis of symmetrical C-linked and pseudo-symmetrical O-linked disaccharides structurally related to Araf motifs present in the cell wall of MTB. Their activity in a competition-based arabinosyltransferase assay using [14C]-DPA as the glycosyl donor is also presented. In addition, in vitro inhibitory activity for the disaccharides was determined in a colorimetric broth microdilution assay system against MTB H37Ra and Mycobacterium avium.",

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author = "A Pathak and V Pathak and J Riordan and W Suling and Sudagar Gurcha and Gurdyal Besra and R Reynolds",

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TY - JOUR

T1 - Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis

AU - Pathak, A

AU - Pathak, V

AU - Riordan, J

AU - Suling, W

AU - Gurcha, Sudagar

AU - Besra, Gurdyal

AU - Reynolds, R

PY - 2007/8/15

Y1 - 2007/8/15

N2 - Herein we report the synthesis of symmetrical C-linked and pseudo-symmetrical O-linked disaccharides structurally related to Araf motifs present in the cell wall of MTB. Their activity in a competition-based arabinosyltransferase assay using [14C]-DPA as the glycosyl donor is also presented. In addition, in vitro inhibitory activity for the disaccharides was determined in a colorimetric broth microdilution assay system against MTB H37Ra and Mycobacterium avium.

AB - Herein we report the synthesis of symmetrical C-linked and pseudo-symmetrical O-linked disaccharides structurally related to Araf motifs present in the cell wall of MTB. Their activity in a competition-based arabinosyltransferase assay using [14C]-DPA as the glycosyl donor is also presented. In addition, in vitro inhibitory activity for the disaccharides was determined in a colorimetric broth microdilution assay system against MTB H37Ra and Mycobacterium avium.

KW - tuberculosis

KW - inhibitors

KW - disaccharides

KW - glycosyltransferases

U2 - 10.1016/j.bmcl.2007.05.099

DO - 10.1016/j.bmcl.2007.05.099

M3 - Article

C2 - 17566735

SN - 0960-894X

VL - 17

SP - 4527

EP - 4530

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 16

ER -

Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis

Abstract

Keywords

UN SDGs

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