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Title: Synthesis of arabinose glycosyl sulfamides as potential inhibitors of mycobacterial cell wall biosynthesis
Contributor(s): Suthagar, Kajitha (author); Watson, Andrew J A (author); Wilkinson, Brendan  (author)orcid ; Fairbanks, Antony J (author)
Publication Date: 2015
DOI: 10.1016/j.ejmech.2015.07.050
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Abstract: A series of arabinose glycosyl sulfamides with varying alkyl chain types and lengths were synthesised as mimics of decaprenolphosphoarabinose (DPA), and as potential inhibitors of mycobacterial cell wall biosynthesis. Unprecedented conversion of the desired furanose to the thermodynamically more stable pyranose form occurred during final de-protection. Biological testing against 'Mycobacterium smegmatis' revealed low to moderate anti-mycobacterial activity with marked dependence on alkyl chain length, which in the case of mono-substituted sulfamides was maximal for a C-10 chain.
Publication Type: Journal Article
Source of Publication: European Journal of Medicinal Chemistry, v.102, p. 153-166
Publisher: Elsevier Masson
Place of Publication: France
ISSN: 0223-5234
Field of Research (FOR): 030401 Biologically Active Molecules
030405 Molecular Medicine
030503 Organic Chemical Synthesis
Peer Reviewed: Yes
HERDC Category Description: C1 Refereed Article in a Scholarly Journal
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