1. Academic Validation
  2. Isoflavones from the seedpods of Tephrosia vogelii and pyrazoisopongaflavone with anti-inflammatory effects

Isoflavones from the seedpods of Tephrosia vogelii and pyrazoisopongaflavone with anti-inflammatory effects

  • Fitoterapia. 2020 Oct:146:104695. doi: 10.1016/j.fitote.2020.104695.
Richard Oriko Owor 1 Solomon Derese 2 Kibrom Gebreheiwot Bedane 3 Sebastian Zühlke 4 Albert Ndakala 5 Michael Spiteller 6
Affiliations

Affiliations

  • 1 Department of Chemistry, University of Nairobi, P.O. Box 30197-00100, Nairobi, Kenya; Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, 44221 Dortmund, Germany; Department of Chemistry, Busitema University, P.O. Box 236, Tororo, Uganda. Electronic address: [email protected].
  • 2 Department of Chemistry, University of Nairobi, P.O. Box 30197-00100, Nairobi, Kenya.
  • 3 Department of Chemistry, Addis Ababa University, P.O. Box 33658, Addis Ababa, Ethiopia.
  • 4 Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, 44221 Dortmund, Germany.
  • 5 Department of Chemistry, University of Nairobi, P.O. Box 30197-00100, Nairobi, Kenya. Electronic address: [email protected].
  • 6 Institute of Environmental Research (INFU), Department of Chemistry and Chemical Biology, TU Dortmund, Otto-Hahn-Str. 6, 44221 Dortmund, Germany. Electronic address: [email protected].
Abstract

Phytochemical investigation of Tephrosia vogelii seedpods led to the isolation of twelve compounds: vogelisoflavone A (1), vogelisoflavone B (2), isopongaflavone (3), onogenin, luteolin, 4',7-dihydroxy-3'-methoxyflavanone, trans-p-hydroxycinnamic acid, tephrosin, 2-methoxygliricidol, dehydrorotenone, 6a,12a-dehydro-α-toxicarol and pinoresinol. Compounds 1 and 2 are reported as new natural products. Isopongaflavone (3) was structurally modified using hydrazine to pyrazoisopongaflavone (4). These compounds were characterized based on their NMR and HRESIMS data. Further, four compounds (1-4) were evaluated for their anti-inflammatory effects in lipopolysaccharide (LPS)-stimulated peripheral blood mononuclear cells (PBMCs). Treatment of the LPS-stimulated PBMCs with the compounds at a concentration of 100 μM suppressed the secretion of interleukin IL-1β interferon-gamma (IFN-γ), granulocyte macrophage-colony stimulating factor (GM-CSF) and tumour necrosis factor-alpha (TNF-α).

Keywords

Anti-inflammatory; Cytokine; Isopongaflavone; Pyrazoisopongaflavone; Tephrosia vogelii; Vogelisoflavone.

Figures
Products