Please use this identifier to cite or link to this item: https://hdl.handle.net/1959.11/20514
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
Handle Link: https://hdl.handle.net/1959.11/20514
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: 1768-3254
0223-5234
Fields of Research (FoR) 2008: 030401 Biologically Active Molecules
030405 Molecular Medicine
030503 Organic Chemical Synthesis
Fields of Research (FoR) 2020: 340406 Molecular medicine
340401 Biologically active molecules
340503 Organic chemical synthesis
Socio-Economic Objective (SEO) 2008: 970106 Expanding Knowledge in the Biological Sciences
970103 Expanding Knowledge in the Chemical Sciences
929999 Health not elsewhere classified
Socio-Economic Objective (SEO) 2020: 280102 Expanding knowledge in the biological sciences
280105 Expanding knowledge in the chemical sciences
Peer Reviewed: Yes
HERDC Category Description: C1 Refereed Article in a Scholarly Journal
Appears in Collections:Journal Article

Files in This Item:
2 files
File Description SizeFormat 
Show full item record

SCOPUSTM   
Citations

11
checked on Jun 15, 2024

Page view(s)

1,238
checked on Jun 16, 2024
Google Media

Google ScholarTM

Check

Altmetric


Items in Research UNE are protected by copyright, with all rights reserved, unless otherwise indicated.