Two new glutarimide antibiotics from Streptomyces sp. HS-NF-780

J Antibiot (Tokyo). 2019 Apr;72(4):241-245. doi: 10.1038/s41429-019-0143-6. Epub 2019 Jan 29.

Abstract

Two new glutarimide antibiotics, 9-methylstreptimidone 2-α-D-glucopyranoside (1), and hydroxyiso-9-methylstreptimidone (2), along with a known compound, 9-methylstreptimidone (3), have been isolated from the broth of Streptomyces sp. HS-NF-780. Their structures were determined on the basis of spectroscopic analysis, including 1D and 2D NMR techniques as well as ESI-MS and comparison with data from the literature. By modified Mosher's method and acid hydrolysis, the absolute configurations of compounds 1 and 2 were established. Compounds 1 and 2 exhibited moderate cytotoxic activity.

MeSH terms

  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / isolation & purification*
  • Antibiotics, Antineoplastic / pharmacokinetics*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Culture Media / chemistry
  • Cytological Techniques
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Piperidones / chemistry
  • Piperidones / isolation & purification*
  • Piperidones / pharmacology*
  • Spectrometry, Mass, Electrospray Ionization
  • Streptomyces / growth & development
  • Streptomyces / metabolism*

Substances

  • Antibiotics, Antineoplastic
  • Culture Media
  • Piperidones
  • glutarimide