Ohioensins F and G: protein tyrosine phosphatase 1B inhibitory benzonaphthoxanthenones from the Antarctic moss Polytrichastrum alpinum

Bioorg Med Chem Lett. 2008 Jan 15;18(2):772-5. doi: 10.1016/j.bmcl.2007.11.036. Epub 2007 Nov 17.

Abstract

Ohioensins F and G (1 and 2), two new benzonaphthoxanthenones, have been isolated from the MeOH extract of Antarctic moss Polytrichastrum alpinum by various chromatographic methods. The structures of these compounds were determined mainly by analysis of NMR spectroscopic data. The known compounds ohioensins A and C (3 and 4) were also obtained. Compounds 1-4 showed potent inhibitory activity against therapeutically targeted protein tyrosine phosphatase 1B (PTP1B). Kinetic analysis of PTP1B inhibition by ohioensin F (1) suggested that benzonaphthoxanthenones inhibited PTP1B activity in a non-competitive manner.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antarctic Regions
  • Bryophyta / chemistry*
  • Chromatography, High Pressure Liquid
  • Enzyme Inhibitors / pharmacology*
  • Heterocyclic Compounds, 4 or More Rings / chemistry
  • Heterocyclic Compounds, 4 or More Rings / pharmacology*
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
  • Spectrometry, Mass, Electrospray Ionization
  • Xanthenes / chemistry
  • Xanthenes / pharmacology*

Substances

  • Enzyme Inhibitors
  • Heterocyclic Compounds, 4 or More Rings
  • Xanthenes
  • ohioensin F
  • ohioensin G
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1