Isolation and structure elucidation of cyclopeptide alkaloids from Ziziphus nummularia and Ziziphus spina-christi by HPLC-DAD-MS and HPLC-PDA-(HRMS)-SPE-NMR

Phytochemistry. 2017 Jun:138:163-169. doi: 10.1016/j.phytochem.2017.02.029. Epub 2017 Mar 8.

Abstract

Seven cyclopeptide alkaloids were isolated from the stem bark of Ziziphus nummularia and Ziziphus spina-christi. Three previously undescribed compounds were identified: nummularine-U, spinanine-B and spinanine-C, together with the known compounds mauritine-F, nummularine-D, nummularine-E and amphibine-D. For their purification either semi-preparative HPLC with DAD and ESIMS detection or HPLC-PDA-(HRMS)-SPE-NMR was applied, together with conventional separation methods. Their structures were elucidated by spectroscopic means.

Keywords: Cyclopeptide alkaloids; Rhamnaceae; Ziziphus nummularia; Ziziphus spina-christi.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Chemical Fractionation
  • Chromatography, High Pressure Liquid
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / isolation & purification
  • Plant Bark / chemistry
  • Ziziphus / chemistry*
  • Ziziphus / classification

Substances

  • Alkaloids
  • Peptides, Cyclic