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Synthesis and Biological Evaluation of Novel Gramicidin S Analogues

Adriaan Willem Tuin,Dimitrios Konstantinos Palachanis,Annelies Buizert,Gijsbert Marnix Grotenbreg,Emile Spalburg,Albert J. de Neeling,Roos H. Mars-Groenendijk,Daan Noort,Gijsbert A. van der Marel,Herman S. Overkleeft,Mark Overhand

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY（2009）

Cited 19|Views26
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Abstract
The synthesis of three new analogues of the cyclic cationic antimicrobial peptide Gramicidin S is described. These derivatives contain a modified turn region in which the (D)Phe-Pro motif has been replaced by a constrained furanoid sugar amino acid or a flexible linear aminoethoxy acetic acid moiety. Structural analysis revealed conformational changes in the modified turn region compared to GS. The biological profile of these compounds however resembles that of Gramicidin S and previously described analogues. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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Key words
Antibiotics,Peptidomimetics,Sugar amino acid,Conformation analysis
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