title: Stereoselective synthesis of beta-arabino glycosyl sulfones as potential inhibitors of mycobacterial cell wall biosynthesis.
abstract: 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.
authors.affiliation: Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Oxford, UK.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Ayers
authors.forename: Hilary
authors.initials: H
authors.lastname: Long
authors.forename: Edith
authors.initials: E
authors.lastname: Sim
authors.forename: Iain A
authors.initials: IA
authors.lastname: Smellie
authors.forename: Brendan L
authors.initials: BL
authors.lastname: Wilkinson
authors.forename: Antony J
authors.initials: AJ
authors.lastname: Fairbanks
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002473:Cell Wall / Q000187:drug effects; D015394:Molecular Structure; D009163:Mycobacterium bovis / Q000187:drug effects* / Q000378:metabolism*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000995:Antitubercular Agents; D013450:Sulfones