Quinolizidine alkaloids from Sophora tonkinensis and their anti-inflammatory activities

Fitoterapia. 2019 Nov:139:104391. doi: 10.1016/j.fitote.2019.104391. Epub 2019 Nov 1.

Abstract

Two new quinolizidine-based alkaloids (2 and 12), along with ten known ones (1, 3-11) were isolated from the roots of S. tonkinensis. Their structures were determined by spectroscopic data (including NMR, MS, IR, and UV), X-ray single crystal diffraction, electronic circular dichroism analyses (ECD), and comparing with related literatures. Compounds 1, 3-12 at non-toxic concentrations exhibited potent anti-inflammatory activities according to in vitro and in vivo anti-inflammatory tests. Among them, (-)-anagyrine (4), sophocarpine (8), 14β-hydroxymatrine (10), and 7β-sophoramine (12) showed more potent in vitro anti-inflammatory activities, and 5α,14β-dihydroxymatrine (2), (-)-anagyrine (4), sophocarpine (8), and 5α-hydroxymatrine (9) exhibited better in vivo anti-inflammatory effects.

Keywords: Alkaloid; Anti-inflammatory activity; Sophora tonkinensis Gagnep..

MeSH terms

  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Animals
  • Animals, Genetically Modified
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Azocines
  • China
  • Mice
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Roots / chemistry
  • Quinolizidines / isolation & purification
  • Quinolizidines / pharmacology*
  • Quinolizines
  • RAW 264.7 Cells
  • Sophora / chemistry*
  • Zebrafish

Substances

  • Alkaloids
  • Anti-Inflammatory Agents
  • Azocines
  • Phytochemicals
  • Quinolizidines
  • Quinolizines
  • sophocarpine
  • sophoramine
  • anagyrine