European Journal of Organic Chemistry · 2009 · 20 citations · 25 references
PharmacyMedicinal ChemistryDrug DesignDrug DiscoverySynthetic Medicinal ChemistryAmino Acid ChemistryAntimicrobial PeptidesPeptide ChemistryPeptide Drug DiscoveryPeptidomimetic DesignAntibacterial PeptidesBiological Evaluation ReportCationic Antimicrobial PeptidesCyclic Peptide DesignPeptide Analogue DesignPeptide Medicinal ChemistryPeptide Structure-activity RelationshipsProtein Conformational Changes
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 These derivatives contain a modified turn region in which the D Phe‐Pro motif has been replaced by a constrained furanoid sugar amino acid or a flexible linear aminoethoxy acetic acid moiety.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.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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