New milbemycin metabolites from the genetically engineered strain Streptomyces bingchenggensis BCJ60

Nat Prod Res. 2017 Apr;31(7):780-784. doi: 10.1080/14786419.2016.1244194. Epub 2016 Oct 16.

Abstract

Two new milbemycin derivatives, 27-methoxylmilbemycin α31 (1) and 27-oxomilbemycin α31 (2), were isolated from the genetically engineered strain Streptomyces bingchenggensis BCJ60. Their structures were determined by 1D NMR, 2D NMR and HR-ESI-MS spectral analysis, and comparison with previous reports. The acaricidal and nematocidal capacities of compounds 1 and 2 were evaluated against Tetranychus cinnabarinus and Bursaphelenchus xylophilus, respectively. The results showed that the two new macrocyclic lactones 1 and 2 possessed potent acaricidal and nematocidal activities.

Keywords: Milbemycin derivatives; Streptomyces bingchenggensis BCJ60; acaricidal activity; genetically engineered strain; nematocidal activity.

MeSH terms

  • Acaricides / chemistry
  • Acaricides / pharmacology*
  • Animals
  • Antinematodal Agents / chemistry
  • Antinematodal Agents / pharmacology*
  • Drug Evaluation, Preclinical / methods
  • Genetic Engineering
  • Macrolides / chemistry
  • Macrolides / metabolism*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Spectrometry, Mass, Electrospray Ionization
  • Streptomyces / genetics
  • Streptomyces / metabolism*
  • Tetranychidae / drug effects

Substances

  • 27-methoxylmilbemycin alpha31
  • 27-oxomilbemycin alpha31
  • Acaricides
  • Antinematodal Agents
  • Macrolides
  • moxidectin