Usimines A-C, bioactive usnic acid derivatives from the Antarctic lichen Stereocaulon alpinum

J Nat Prod. 2008 Apr;71(4):710-2. doi: 10.1021/np070464b. Epub 2008 Feb 21.

Abstract

Usimines A-C ( 1- 3), three new usnic acid derivatives, have been isolated from a MeOH extract of the Antarctic lichen Stereocaulon alpinum by various chromatographic methods. The structures of 1- 3 were determined by analysis of their spectroscopic data (NMR, UV, MS) and by chemical methods. The known compound usnic acid ( 4) was also obtained. Compounds 1- 4 showed moderate inhibitory activity against therapeutically targeted protein tyrosine phosphatase 1B (PTP1B).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antarctic Regions
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification*
  • Benzofurans / pharmacology
  • Humans
  • Lichens / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*

Substances

  • Benzofurans
  • usimine A
  • usimine B
  • usimine C
  • usnic acid
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1