Ring-extended gramicidin S analogs Containing cis δ-sugar amino acid turn mimetics with varying ring size

Autor:	Knijnenburg, A.D., Spalburg, E., Neeling, A.J. de, Mars-Groenendijk, R.H., Noort, D., Grotenbreg, G.M., Marel, G.A. van der, Overkleeft, H.S., Overhand, M.
Jazyk:	angličtina
Rok vydání:	2012
Předmět:	Ornithine Protonated Furan derivative Unclassified drug Hydrophobicity Defence Research Gram negative bacterium Defence Safety and Security Antimicrobial activity Hemolytic agent Anti-microbial activity Drug synthesis Life Biomimetics Gram positive bacterium Pyran derivative Ring sizes Mimetics Proton transport Oxetanes Priority journal Side-chains Structure activity relation Minimum inhibitory concentration Gramicidin S CBRN - CBRN Protection Nonhuman Hmolysis Amino acid Gramicidin derivative Conformational analysis Human cell Molecular size Amino acids Oxetane derivative Antibacterial activity Gramicidin s derivative EELS - Earth Environmental and Life Sciences Peptides Sugars Controlled study Sugar amino acids Human
Zdroj:	Helvetica Chimica Acta, 12, 95, 2544-2561
Popis:	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. Copyright © 2012 Verlag Helvetica Chimica Acta AG, Zürich, Switzerland.
Databáze:	OpenAIRE
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