Komodoquinone A, a novel neuritogenic anthracycline, from marine Streptomyces sp. KS3

J Nat Prod. 2003 Oct;66(10):1373-7. doi: 10.1021/np030212k.

Abstract

A novel anthracycline, komodoquinone A (1), and its aglycone, komodoquinone B (2), were isolated from the solid-state fermentation of the marine Streptomyces sp. KS3, which was isolated from marine sediment. The absolute stereostructures of 1 and 2, except for the sugar portion, were elucidated on the basis of chemical and physicochemical evidence. Komodoquinone A (1) is a unique anthracycline, in which a new amino sugar is connected to the D-ring of the anthracyclinone skeleton, and was found to induce neuronal cell differentiation in the neuroblastoma cell line, Neuro 2A.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthraquinones / chemistry
  • Anthraquinones / isolation & purification*
  • Anthraquinones / pharmacology
  • Indonesia
  • Molecular Structure
  • Nerve Growth Factor / chemistry
  • Nerve Growth Factor / isolation & purification*
  • Nerve Growth Factor / pharmacology
  • Neuroblastoma
  • Nuclear Magnetic Resonance, Biomolecular
  • Streptomyces / chemistry*
  • Structure-Activity Relationship
  • Tumor Cells, Cultured / drug effects

Substances

  • Anthraquinones
  • komodoquinone A
  • komodoquinone B
  • Nerve Growth Factor