Matrine-Type Alkaloids from the Seeds of Sophora alopecuroides and Their Potential Anti-inflammatory Activities

Chem Biodivers. 2021 Apr;18(4):e2001066. doi: 10.1002/cbdv.202001066. Epub 2021 Mar 3.

Abstract

Three new matrine-type alkaloids, 8β-hydroxyoxysophoridine (1), 9β-hydroxysophoridine (2), 9β-hydroxyisosophocarpine (3), together with one known analog, 11,12-dehydromatrine (4), were isolated from the seeds of Sophora alopecuroides L. The structures of new compounds were elucidated using extensive spectroscopic techniques including the experimental and calculated ECD data. The anti-inflammatory activities of all the isolates on NO production in RAW 264.7 cells stimulated by lipopolysaccharide were evaluated. Among them, 8β-hydroxyoxysophoridine (1) showed a significant inhibitory effect with an IC50 value of 18.26 μM.

Keywords: Leguminosae; Sophora alopecuroides; anti-inflammatory activity; matrine-type alkaloids.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Dose-Response Relationship, Drug
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Mice
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • RAW 264.7 Cells
  • Seeds / chemistry*
  • Sophora / chemistry*

Substances

  • Alkaloids
  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • Plant Extracts
  • Nitric Oxide