Structures and biosynthesis of 12-membered macrocyclic depsipeptides from Streptomyces sp. ML55

Bioorg Med Chem Lett. 2013 Jul 15;23(14):4150-3. doi: 10.1016/j.bmcl.2013.05.042. Epub 2013 May 23.

Abstract

Two novel depsipeptides (1-2) were isolated from Streptomyces sp. ML55 together with two known analogues (3-4). Their structures were elucidated using a combination of NMR experiments, as well as detailed MS/MS experiments. The biosynthetic pathway of isolated compounds was dissected by genome sequencing data analysis for a hybrid nonribosomal peptide synthetase (NRPS) and polyketide synthetase (PKS) assembly line.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Proliferation / drug effects
  • Depsipeptides / biosynthesis*
  • Depsipeptides / chemistry
  • Depsipeptides / toxicity
  • HT29 Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Multigene Family
  • Peptide Synthases / metabolism
  • Streptomyces / genetics
  • Streptomyces / metabolism*
  • Tandem Mass Spectrometry

Substances

  • Depsipeptides
  • Peptide Synthases