Synthesis of Arabino glycosyl triazoles as potential inhibitors of mycobacterial cell wall biosynthesis

Brendan Wilkinson; Hilary Long; Edith Sim; Antony J Fairbanks

doi:10.1016/j.bmcl.2008.09.082

Synthesis of Arabino glycosyl triazoles as potential inhibitors of mycobacterial cell wall biosynthesis

Brendan Wilkinson, Hilary Long, Edith Sim, Antony J Fairbanks

Chemistry

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74 Citations (Scopus)

Abstract

A series of arabino glycosyl triazoles with varying hydrophobic groups were synthesised as putative mimics of decaprenolphosphoarabinose (DPA) as potential inhibitors of mycobacterial cell wall biosynthesis. Biological testing against Mycobacterium bovis BCG revealed low to moderate anti-mycobacterial activity, with strong dependence on the identity of the hydrophobic side chain.

Original language	English
Pages (from-to)	6265-6267
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	18
Issue number	23
DOIs	https://doi.org/10.1016/j.bmcl.2008.09.082
Publication status	Published - 2008

Keywords

Medicinal and Biomolecular Chemistry
Biologically Active Molecules
Organic Chemical Synthesis

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https://hdl.handle.net/1959.11/22917

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title = "Synthesis of Arabino glycosyl triazoles as potential inhibitors of mycobacterial cell wall biosynthesis",

abstract = "A series of arabino glycosyl triazoles with varying hydrophobic groups were synthesised as putative mimics of decaprenolphosphoarabinose (DPA) as potential inhibitors of mycobacterial cell wall biosynthesis. Biological testing against Mycobacterium bovis BCG revealed low to moderate anti-mycobacterial activity, with strong dependence on the identity of the hydrophobic side chain.",

keywords = "Medicinal and Biomolecular Chemistry, Biologically Active Molecules, Organic Chemical Synthesis",

author = "Brendan Wilkinson and Hilary Long and Edith Sim and Fairbanks, \{Antony J\}",

year = "2008",

doi = "10.1016/j.bmcl.2008.09.082",

language = "English",

volume = "18",

pages = "6265--6267",

journal = "Bioorganic \& Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Pergamon Press",

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T1 - Synthesis of Arabino glycosyl triazoles as potential inhibitors of mycobacterial cell wall biosynthesis

AU - Wilkinson, Brendan

AU - Long, Hilary

AU - Sim, Edith

AU - Fairbanks, Antony J

PY - 2008

Y1 - 2008

N2 - A series of arabino glycosyl triazoles with varying hydrophobic groups were synthesised as putative mimics of decaprenolphosphoarabinose (DPA) as potential inhibitors of mycobacterial cell wall biosynthesis. Biological testing against Mycobacterium bovis BCG revealed low to moderate anti-mycobacterial activity, with strong dependence on the identity of the hydrophobic side chain.

AB - A series of arabino glycosyl triazoles with varying hydrophobic groups were synthesised as putative mimics of decaprenolphosphoarabinose (DPA) as potential inhibitors of mycobacterial cell wall biosynthesis. Biological testing against Mycobacterium bovis BCG revealed low to moderate anti-mycobacterial activity, with strong dependence on the identity of the hydrophobic side chain.

KW - Medicinal and Biomolecular Chemistry

KW - Biologically Active Molecules

KW - Organic Chemical Synthesis

UR - https://www.scopus.com/pages/publications/55549145075

U2 - 10.1016/j.bmcl.2008.09.082

DO - 10.1016/j.bmcl.2008.09.082

M3 - Article

SN - 0960-894X

VL - 18

SP - 6265

EP - 6267

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 23

ER -

Synthesis of Arabino glycosyl triazoles as potential inhibitors of mycobacterial cell wall biosynthesis

Abstract

Keywords

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