4.5 Article

Stereoselective synthesis of β-arabino glycosyl sulfones as potential inhibitors of mycobacterial cell wall biosynthesis

Journal

CARBOHYDRATE RESEARCH
Volume 344, Issue 6, Pages 739-746

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2009.02.006

Keywords

Carbohydrates; Thioglycosides; Glycosyl sulfones; Arabinose; Mycobacteria; Tuberculosis

Funding

  1. EPSRC [D051495/1]
  2. Leverhulme Trust [F/08 341/E]
  3. Engineering and Physical Sciences Research Council [EP/D051495/1] Funding Source: researchfish
  4. EPSRC [EP/D051495/1] Funding Source: UKRI

Ask authors/readers for more resources

A series of beta-arabino glycosyl sulfones with varying alkyl chain lengths were synthesised in a stereoselective fashion as putative mimics of decaprenolphosphoarabinose (DPA), and as potential inhibitors of mycobacterial cell wall biosynthesis. Biological testing against Mycobacterium bovis BCG revealed low to moderate anti-mycobacterial activity with marked dependence on alkyl chain length, which was maximal for a C-12 chain. (C) 2009 Elsevier Ltd. All rights reserved.

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