Novel peptidomimetics of the antifungal cyclic peptide Rhodopeptin: synthesis of mimetics and their antifungal activity

Org Lett. 2001 Nov 1;3(22):3451-4. doi: 10.1021/ol016394w.

Abstract

[reaction: see text]. Novel peptidomimetics of the antifungal cyclic peptide Rhodopeptin were synthesized. As with the cyclic peptides, the presence of all three Rhodopeptin side chains was found to be indispensable for peptidomimetic activity. We discovered new compounds exhibiting greater antifungal activity and improved physiochemical properties in comparison to the parent compounds.

MeSH terms

  • Alkanes / chemical synthesis*
  • Alkanes / pharmacology*
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / pharmacology
  • Benzimidazoles / chemical synthesis
  • Benzimidazoles / pharmacology
  • Benzodiazepines / chemical synthesis
  • Benzodiazepines / pharmacology
  • Fungi / drug effects
  • Glucosamine / chemical synthesis
  • Glucosamine / pharmacology
  • Heterocyclic Compounds, 1-Ring / chemical synthesis*
  • Heterocyclic Compounds, 1-Ring / pharmacology*
  • Hydantoins / chemical synthesis
  • Hydantoins / pharmacology
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Mimicry
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / pharmacology
  • Solubility
  • Structure-Activity Relationship

Substances

  • Alkanes
  • Antifungal Agents
  • Benzimidazoles
  • Heterocyclic Compounds, 1-Ring
  • Hydantoins
  • Oligopeptides
  • microcarpalide
  • Benzodiazepines
  • Glucosamine