Genoketides A1 and A2, new octaketides and biosynthetic intermediates of chrysophanol produced by Streptomyces sp. AK 671

J Antibiot (Tokyo). 2008 Jul;61(7):464-73. doi: 10.1038/ja.2008.63.

Abstract

The new aromatic polyketides genoketide A1, genoketide A2 and prechrysophanol glucuronide are biosynthetic intermediates of the octaketide chrysophanol. They were isolated from the alkaliphilic strain Streptomyces sp. AK 671 together with the new metabolite chrysophanol glucuronide. The structures of the compounds were elucidated by mass spectrometry and NMR methods. Genoketide A2 exhibited a slight and prechrysophanol glucuronide a more pronounced inhibition of the proliferation of L5178y lymphoma cells.

MeSH terms

  • Anthraquinones / metabolism*
  • Antibiotics, Antineoplastic / chemistry*
  • Antibiotics, Antineoplastic / isolation & purification*
  • Antibiotics, Antineoplastic / pharmacology
  • Cell Line, Tumor
  • Humans
  • Macrolides / chemistry*
  • Macrolides / isolation & purification*
  • Macrolides / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Streptomyces / metabolism*

Substances

  • Anthraquinones
  • Antibiotics, Antineoplastic
  • Macrolides
  • chrysophanic acid