Novel Peptidomimetics of the Antifungal Cyclic Peptide Rhodopeptin:  Design of Mimetics Utilizing Scaffolding Methodology

Novel nonpeptide peptidomimetics of the antifungal cyclic peptide Rhodopeptin were designed utilizing hydantoin, benzimidazole, d-glucosamine, quinolone, and benzodiazepine units as scaffolds. The scaffolds were chosen on the basis of their potential to improve the physiochemical properties of the p...

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Bibliographic Details
Published in:Organic letters 2001-11, Vol.3 (22), p.3447-3450
Main Authors: Nakayama, Kiyoshi, Kawato, Haruko C, Inagaki, Hiroaki, Ohta, Toshiharu
Format: Article
Language:English
Subjects:
Antifungal Agents - chemical synthesis
Drug Design
Models, Molecular
Molecular Mimicry
Oligopeptides - chemical synthesis
Peptides, Cyclic - chemical synthesis
Structure-Activity Relationship
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Summary:Novel nonpeptide peptidomimetics of the antifungal cyclic peptide Rhodopeptin were designed utilizing hydantoin, benzimidazole, d-glucosamine, quinolone, and benzodiazepine units as scaffolds. The scaffolds were chosen on the basis of their potential to improve the physiochemical properties of the peptidomimetics as well as their ability to bear the requisite Rhodopeptin side-chain moieties with the proper three-dimensional orientation.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0163934