Anti-neutrophilic inflammatory steroidal glycosides from Solanum torvum

Phytochemistry. 2013 Nov:95:315-21. doi: 10.1016/j.phytochem.2013.06.015. Epub 2013 Jul 6.

Abstract

Torvpregnanosides A and B, two pregnane glycosides, and torvoside Q, a 23-keto-spirostanol glycoside, along with twelve known steroidal saponins were isolated from aerial parts of Solanum torvum. Of the latter, four of the 23-hydroxy-spirostanol glycosides, and, a yamogenin glycoside, were in this plant discovered. All structures were identified from spectroscopic data, and all the compounds were tested for in vitro anti-neutrophilic inflammatory activity. Two compounds showed selective inhibition against elastase release and superoxide anion generation, respectively, by human neutrophils with IC50 values of 5.66 and 3.59 μM, while two others inhibited both inflammatory mediators with IC50 values of 0.66-3.49 μM. Structure-activity relationships are discussed.

Keywords: Anti-neutrophilic inflammation; Solanaceae; Solanum torvum; Steroidal glycoside.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Glycosides / pharmacology*
  • Humans
  • Inflammation Mediators / metabolism
  • Inhibitory Concentration 50
  • Molecular Structure
  • Neutrophils / metabolism*
  • Pancreatic Elastase / antagonists & inhibitors
  • Phytosterols / chemistry
  • Phytosterols / isolation & purification
  • Phytosterols / pharmacology*
  • Plant Components, Aerial
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Pregnanes / chemistry
  • Pregnanes / isolation & purification
  • Saponins / chemistry
  • Saponins / isolation & purification
  • Saponins / pharmacology*
  • Solanum / chemistry*
  • Spirostans / chemistry
  • Spirostans / isolation & purification
  • Superoxides / metabolism

Substances

  • Anti-Inflammatory Agents
  • Glycosides
  • Inflammation Mediators
  • Phytosterols
  • Plant Extracts
  • Pregnanes
  • Saponins
  • Spirostans
  • pregnane glycoside
  • Superoxides
  • Pancreatic Elastase