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

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Title: Stereoselective synthesis of β-arabino glycosyl sulfones as potential inhibitors of mycobacterial cell wall biosynthesis
Authors: Ayers, Benjamin1, Long, Hilary2, Sim, Edith2, Smellie, Iain A.1, Wilkinson, Brendan L.1, Fairbanks, Antony J.3 antony.fairbanks@chem.ox.ac.uk
Source: Carbohydrate Research. Apr2009, Vol. 344 Issue 6, p739-746. 8p.
Subjects: Inhibitors of bacterial cell wall synthesis, Sulfones, Monosaccharides, Mycobacterium bovis, BCG vaccines, Glycosylation
Abstract: Abstract: A series of β-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. [Copyright &y& Elsevier]
Copyright of Carbohydrate Research is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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DbLabel: Engineering Source
An: 37575879
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
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  Data: <searchLink fieldCode="JN" term="%22Carbohydrate+Research%22">Carbohydrate Research</searchLink>. Apr2009, Vol. 344 Issue 6, p739-746. 8p.
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  Data: <searchLink fieldCode="DE" term="%22Inhibitors+of+bacterial+cell+wall+synthesis%22">Inhibitors of bacterial cell wall synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Sulfones%22">Sulfones</searchLink><br /><searchLink fieldCode="DE" term="%22Monosaccharides%22">Monosaccharides</searchLink><br /><searchLink fieldCode="DE" term="%22Mycobacterium+bovis%22">Mycobacterium bovis</searchLink><br /><searchLink fieldCode="DE" term="%22BCG+vaccines%22">BCG vaccines</searchLink><br /><searchLink fieldCode="DE" term="%22Glycosylation%22">Glycosylation</searchLink>
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  Data: Abstract: A series of β-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. [Copyright &y& Elsevier]
– Name: AbstractSuppliedCopyright
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  Data: <i>Copyright of Carbohydrate Research is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1016/j.carres.2009.02.006
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      – Code: eng
        Text: English
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        Type: general
      – SubjectFull: Sulfones
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      – SubjectFull: Mycobacterium bovis
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              Text: Apr2009
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