Novel peptidomimetics of the antifungal cyclic peptide Rhodopeptin: design of mimetics utilizing scaffolding methodology.
[reaction: see text]. 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.
Nakayama
K
K
Medicinal Chemistry Research Laboratory, Daiichi Pharmaceutical Co., Ltd., 1-16-13 Kitakasai, Edogawa-ku, Tokyo 134-8630, Japan. nakaygoi@daiichipharm.co.jp
Kawato
H C
HC
Inagaki
H
H
Ohta
T
T
D000935:Antifungal Agents / Q000138:chemical synthesis*; D015195:Drug Design; D008958:Models, Molecular; D018716:Molecular Mimicry; D009842:Oligopeptides / Q000138:chemical synthesis*; D010456:Peptides, Cyclic / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D009842:Oligopeptides; D010456:Peptides, Cyclic; C442265:rhodopeptin