Saccharosporones A, B and C, cytotoxic antimalarial angucyclinones from Saccharopolyspora sp. BCC 21906

J Antibiot (Tokyo). 2013 Jun;66(6):305-9. doi: 10.1038/ja.2013.16. Epub 2013 Apr 3.

Abstract

Three new angucyclinones, saccharosporones A, B and C, together with (+)-ochromycinone, (+)-rubiginone B2, tetrangulol methyl ether and fujianmycin A, were obtained from fermentation of the terrestrial actinomycete of the genus Saccharopolyspora BCC 21906 isolated from a soil collected in Chanthaburi Province, Thailand. Structures of the new compounds and their relative configurations were assigned by NMR spectral data interpretation. Saccharosporones A and B exhibited antimalarial activity against Plasmodium falciparum K1 with IC50 values of 4.1 and 3.9 μM. Both metabolites also possessed cytotoxic activities against cancer cell lines (KB, MCF-7 and NCI-H187) and nonmalignant Vero cell, while saccharosporone C only showed cytotoxic activity against NCI-H187.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthraquinones / chemistry
  • Anthraquinones / isolation & purification*
  • Anthraquinones / pharmacology
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / isolation & purification*
  • Antibiotics, Antineoplastic / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Antimalarials / chemistry
  • Antimalarials / isolation & purification*
  • Antimalarials / pharmacology
  • Bacillus cereus / drug effects
  • Benz(a)Anthracenes / isolation & purification
  • Benz(a)Anthracenes / pharmacology
  • Candida albicans / drug effects
  • Chlorocebus aethiops
  • Fermentation
  • Humans
  • Inhibitory Concentration 50
  • KB Cells
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Mycobacterium tuberculosis / drug effects
  • Plasmodium falciparum / drug effects
  • Saccharopolyspora / chemistry*
  • Soil Microbiology*
  • Thailand
  • Vero Cells

Substances

  • Anthraquinones
  • Anti-Bacterial Agents
  • Antibiotics, Antineoplastic
  • Antifungal Agents
  • Antimalarials
  • Benz(a)Anthracenes
  • angucyclinone
  • rubiginone B2
  • saccharosporone A
  • saccharosporone B
  • tetrangulol
  • fujianmycin A
  • ochromycinone