Structure elucidation and NMR assignments of new spirosolane alkaloids from Solanum campaniforme

Magn Reson Chem. 2012 Jan;50(1):74-8. doi: 10.1002/mrc.3793. Epub 2012 Feb 10.

Abstract

From the leaves of Solanum campaniforme, two new spirosolane alkaloids β-acetoxyl-(25S)-22βN-spirosol-4-en-3-one (1) and β-hydroxyl-(25S)-22βN-spirosol-4-en-3-one (4) were isolated along with two other known alkaloids of the same class (25S)-22βN-spirosol-1,4-dien-3-one (2) and (25S)-22βN-spirosol-4-en-3-one (3), which are reported for the first time as natural products. The structures of all alkaloids were established after an extensive analysis by 1D and 2D NMR spectroscopy (COSY, HSQC, HMBC and NOESY) as well as HRESIMS.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phytosterols / chemistry
  • Phytosterols / isolation & purification
  • Plant Leaves / chemistry
  • Reference Standards
  • Solanaceous Alkaloids / chemistry
  • Solanaceous Alkaloids / isolation & purification
  • Solanum / chemistry*

Substances

  • Alkaloids
  • Phytosterols
  • Solanaceous Alkaloids