Neuraminidase Inhibitors from the Roots of Caragana sinica

Chem Biodivers. 2020 Nov;17(11):e2000470. doi: 10.1002/cbdv.202000470. Epub 2020 Nov 3.

Abstract

Two new oligostilbenes, caragasinins D and E, along with four known compounds, kobophenol A, α-viniferin, wistin, and 5-hydroxy-2-[(4-hydroxyphenyl)acetyl]-3-methoxybenzoic acid, were isolated from the roots of Caragana sinica. These compounds were spectroscopically analyzed for their structures and configurations and compared with existing data. The configurations of caragasinins D and E were elucidated by 1 H-NMR spectroscopy, CD spectroscopy, and time-dependent density-functional theory simulated ECD spectral data. All six compounds were evaluated for their inhibitory activity against neuraminidase (NA) from Clostridium perfringens. Among the tested compounds, 5-hydroxy-2-[(4-hydroxyphenyl)acetyl]-3-methoxybenzoic acid demonstrated statistically significant NA inhibitory activity, which was comparable to the positive control, mangiferin.

Keywords: Caragana sinica; ECD calculation; neuraminidase; oligostilbenes.

MeSH terms

  • Caragana / chemistry*
  • Caragana / metabolism
  • Circular Dichroism
  • Clostridium / enzymology
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / metabolism
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Neuraminidase / antagonists & inhibitors*
  • Neuraminidase / metabolism
  • Plant Roots / chemistry
  • Plant Roots / metabolism
  • Stilbenes / chemistry*
  • Stilbenes / isolation & purification
  • Stilbenes / metabolism

Substances

  • Enzyme Inhibitors
  • Stilbenes
  • Neuraminidase