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- Title
Ring-Extended Gramicidin S Analogs Containing cis δ-Sugar Amino Acid Turn Mimetics with Varying Ring Size.
- Authors
Knijnenburg, Annemiek D.; Spalburg, Emile; de Neeling, Albert J.; Mars-Groenendijk, Roos H.; Noort, Daan; Grotenbreg, Gijsbert M.; van der Marel, Gijs A.; Overkleeft, Herman S.; Overhand, Mark
- Abstract
This article presents a series of ring-extended gramicidin S derivatives, 9- 14, that have four ornithine residues as polar protonated side chains and one modified turn region containing a mono-functionalized cis- δ-oxetane, δ-furanoid, or δ-pyranoid sugar amino acid residue. Of the GS analogs evaluated, we identified compound 7, which contains the mono-benzyloxy cis-δ-pyranoid sugar amino acid, as having a better biological profile than the clinically applied topical antibiotic gramicidin S.
- Subjects
GRAMICIDINS; AMINO acids; ORNITHINE; SUGAR; ANTIBIOTICS
- Publication
Helvetica Chimica Acta, 2012, Vol 95, Issue 12, p2544
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.201200497