Calysolins I-IV, resin glycosides from Calystegia soldanella

J Nat Prod. 2011 Nov 28;74(11):2414-9. doi: 10.1021/np2006378. Epub 2011 Oct 12.

Abstract

Four new resin glycosides having intramolecular cyclic ester structures (jalapins), named calysolins I-IV (1-4), were isolated from the methanol extract of leaves, stems, and roots of Calystegia soldanella , along with one known jalapin (5) derivative. The structures of 1-4 were determined on the basis of spectroscopic data and chemical evidence. They fall into two types, one having a 22-membered ring (1 and 4) and the other with a 27-membered ring (2 and 3). The sugar moieties of 1-4 were partially acylated by some organic acids. Compound 4 is the first example of a hexaglycoside of jalapin.

MeSH terms

  • Calystegia / chemistry*
  • Carbohydrate Sequence
  • Glycosides / analysis
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Molecular Structure
  • Plant Leaves / chemistry
  • Plant Roots / chemistry
  • Plant Stems / chemistry
  • Resins, Plant / analysis
  • Resins, Plant / chemistry
  • Resins, Plant / isolation & purification*

Substances

  • Glycosides
  • Resins, Plant