Flavonoids, alkaloids from the seeds of Crotalaria pallida and their cytotoxicity and anti-inflammatory activities

Phytochemistry. 2017 Nov:143:64-71. doi: 10.1016/j.phytochem.2017.07.010. Epub 2017 Aug 1.

Abstract

Three flavonoids, cropalliflavones A-C, including two homoisoflavonoids with rare skeletons; three previously undescribed alkaloids, usaramine-N-oxide and cropallins A-B; and sixteen known compounds, were isolated from the seeds of Crotalaria pallida Ait. The absolute configurations of cropalliflavone A and usaramine-N-oxide were established by an ECD calculation and X-ray crystallography, respectively. Additionally, cropalliflavone B showed anti-proliferative activity against the MCF-7 cell line with an IC50 value of 6.77 μM, and cropalliflavone C showed anti-inflammatory activity, with an IC50 value of 16.07 μM.

Keywords: Alkaloid; Anti-inflammation; Crotalaria pallida (Leguminosae); Cytotoxicity; Homoisoflavonoid.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology*
  • Crotalaria / chemistry*
  • Crystallography, X-Ray
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • MCF-7 Cells
  • Molecular Conformation
  • Molecular Structure
  • Pyrrolizidine Alkaloids
  • Seeds / chemistry*

Substances

  • Alkaloids
  • Anti-Inflammatory Agents
  • Flavonoids
  • Pyrrolizidine Alkaloids
  • retrorsine