Oleanane-type glycosides from the roots of Weigela florida "rumba" and evaluation of their antibody recognition

Fitoterapia. 2018 Jul:128:198-203. doi: 10.1016/j.fitote.2018.04.017. Epub 2018 Apr 30.

Abstract

Three triterpene glycosides were isolated from the roots of Weigela florida "rumba" (Bunge) A. DC.: two previously undescribed 3-O-β-d-xylopyranosyl-(1→2)-[β-d-xylopyranosyl-(1→4)]-β-d-xylopyranosyl-(1→4)-β-d-xylopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-l-arabinopyranosyloleanolic acid (1) and 3-O-β-d-xylopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-β-d-xylopyranosyl-(1→4)-β-d-xylopyranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyloleanolic acid (2), and one isolated for the first time from a natural source 3-O-β-d-xylopyranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranosyloleanolic acid (3). Their structures were elucidated mainly by 2D NMR spectroscopic analysis (COSY, TOCSY, NOESY, HSQC, HMBC) and mass spectrometry. Compounds 2 and 3 were further evaluated as antigens in enzyme-linked immunosorbent assay (ELISA) to recognize IgM antibodies in multiple sclerosis (MS) patients' sera.

Keywords: ELISA; Multiple sclerosis; NMR; Triterpene glycosides; Weigela florida “rumba”.

MeSH terms

  • Caprifoliaceae / chemistry*
  • Enzyme-Linked Immunosorbent Assay
  • Glycosides / isolation & purification*
  • Humans
  • Immunoglobulin M / chemistry
  • Molecular Structure
  • Multiple Sclerosis / blood
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / isolation & purification
  • Plant Roots / chemistry*

Substances

  • Glycosides
  • Immunoglobulin M
  • oleanane
  • Oleanolic Acid