Antifungal cyclic peptides from Psammosilene tunicoides

J Nat Prod. 2010 Dec 27;73(12):1987-92. doi: 10.1021/np100363a. Epub 2010 Nov 11.

Abstract

Three new cyclic peptides, tunicyclins B-D, and a known cyclic peptide, psammosilenin B, were isolated from the root of Psammosilene tunicoides. The structures of new cyclic peptides were elucidated by extensive NMR and MS analysis. Tunicyclin B contains an unusual α,β-dehydrotryptophan (Δ(Z)-Trp) residue, previously reported from marine sponges and bacteria. Tunicyclin D showed a broad spectrum of antifungal activity against Candida albicans (SC5314), Candida albicans (Y0109), Candida tropicalis, Candida parapsilosis, and Cryptococcus neoformans (BLS108) with MIC(80) values of 4.0, 16.0, 0.25, 1.0, and 1.0 μg mL(-1), respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology*
  • Candida / drug effects
  • Caryophyllaceae / chemistry*
  • Cryptococcus neoformans / drug effects
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / isolation & purification*
  • Peptides, Cyclic / pharmacology*
  • Plant Roots / chemistry

Substances

  • Antifungal Agents
  • Drugs, Chinese Herbal
  • Peptides, Cyclic
  • tunicyclin B
  • tunicyclin C
  • tunicyclin D