Isoflavone diglycosides from Glycosmis pentaphylla

J Nat Prod. 2006 May;69(5):778-82. doi: 10.1021/np060001q.

Abstract

Six new apiosyl-(1-->6)-glucosyl isoflavones (1-6) and four known ones were isolated from the stems of Glycosmis pentaphylla. The structures of the new glycosides are 3',7-dihydroxy-4',5,6-trimethoxyisoflavone 7-O-(5-O-trans-p-coumaroyl)-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (1), 2',7-dihydroxy-4',5',5,6-tetramethoxyisoflavone 7-O-(5-O-trans-p-coumaroyl)-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (2), 2',7-dihydroxy-4',5',5,6-tetramethoxyisoflavone 7-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (3), 7-hydroxy-4',8-dimethoxyisoflavone 7-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (4), 7-hydroxy-4',6-dimethoxyisoflavone 7-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (5), and 4',5-dihydroxy-3',7-dimethoxyisoflavone 4'-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (6). Their structures were established primarily by NMR experiments and chemical methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drugs, Chinese Herbal / chemistry*
  • Drugs, Chinese Herbal / isolation & purification*
  • Glycosides / chemistry*
  • Glycosides / isolation & purification*
  • Isoflavones / chemistry*
  • Isoflavones / isolation & purification*
  • Molecular Structure
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Rutaceae / chemistry*

Substances

  • Drugs, Chinese Herbal
  • Glycosides
  • Isoflavones