Gephyromycin, the first bridged angucyclinone, from Streptomyces griseus strain NTK 14

Phytochemistry. 2005 Jun;66(11):1366-73. doi: 10.1016/j.phytochem.2005.04.010.

Abstract

The new, highly oxygenated angucyclinone gephyromycin was isolated from an extract of a Streptomyces griseus strain. Its unprecedented ether-bridged structure was elucidated by NMR methods and substantiated by single crystal X-ray analysis. The absolute configuration was evidenced by quantum chemical CD calculations. Gephyromycin exhibits glutaminergic activity towards neuronal cells. Furthermore, the known compounds fridamycin E and dehydrorabelomycin were identified.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthraquinones / chemistry*
  • Anthraquinones / isolation & purification
  • Anthraquinones / pharmacology
  • Bridged-Ring Compounds / chemistry*
  • Bridged-Ring Compounds / isolation & purification
  • Bridged-Ring Compounds / pharmacology
  • Calcium / metabolism
  • Cell Survival / drug effects
  • Cells, Cultured
  • Models, Molecular
  • Molecular Structure
  • Neurons / drug effects
  • Neurons / metabolism
  • Rats
  • Streptomyces griseus / chemistry*

Substances

  • Anthraquinones
  • Bridged-Ring Compounds
  • gephyromycin
  • Calcium