Cyathuscavins A, B, and C, new free radical scavengers with DNA protection activity from the Basidiomycete Cyathus stercoreus

Bioorg Med Chem Lett. 2008 Jul 15;18(14):4047-50. doi: 10.1016/j.bmcl.2008.05.110. Epub 2008 Jun 3.

Abstract

Three new polyketides, cyathuscavins A (1), B (2), and C (3) were isolated from the mycelium culture of Cyathus stercoreus. The structures of the compounds were elucidated on the basis of NMR and mass spectroscopic data. Antioxidant activities of the compounds were evaluated by the scavenging ability against ABTS(+), DPPH, and superoxide anion radicals. Cyathuscavins A-C showed significant antioxidant activity comparable to those of reference antioxidants, BHA and Trolox. Cyathuscavins A-C protected supercoiled plasmid DNA from Fe(2+)/H(2)O(2)-induced breakage.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / metabolism
  • Basidiomycota / metabolism*
  • Biphenyl Compounds / chemistry
  • Chemistry, Pharmaceutical / methods*
  • Chromans / chemistry
  • DNA / chemistry*
  • Drug Design
  • Free Radical Scavengers / pharmacology*
  • Hydrazines / chemistry
  • Hydrogen Peroxide / chemistry
  • Macrolides / isolation & purification
  • Macrolides / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Models, Chemical
  • Picrates
  • Superoxides / chemistry

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Chromans
  • Free Radical Scavengers
  • Hydrazines
  • Macrolides
  • Picrates
  • cyathuscavin A
  • cyathuscavin B
  • cyathuscavin C
  • Superoxides
  • DNA
  • Hydrogen Peroxide
  • 1,1-diphenyl-2-picrylhydrazyl
  • 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid