(6S)-Hydroxy-3-oxo-alpha-ionol glucosides from Capparis spinosa fruits

Calis I., Kuruuzum-Uz A., Lorenzetto P., Ruedi P.

PHYTOCHEMISTRY, vol.59, no.4, pp.451-457, 2002 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 59 Issue: 4
  • Publication Date: 2002
  • Doi Number: 10.1016/s0031-9422(01)00399-5
  • Journal Name: PHYTOCHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.451-457
  • Keywords: Capparis spinosa, Capparidaceae, (6S)-hydroxy-3-oxo-alpha-ionol glucosides, abscisic acid metabolites, H-1 NMR, C-13 NMR, CD spectra, absolute configuration, GLYCOSIDES, CONSTITUENTS, LEAVES
  • Hacettepe University Affiliated: Yes

Abstract

Two new (6S)-hydroxy-3-oxo-alpha-ionol glucosides, together with corchoionoside C ((6S,9S)-roseoside) and a prenyl glucoside, were isolated from mature fruits of Capparis spinosa. The structures were established on the basis of spectroscopic, chiroptic and chemical evidence. In addition, the C-13-resonance of C-9 was found to be of particular diagnostic value in assigning the absolute configuration at that center in ionol glycosides. The alpha-ionol derivatives are metabolites of (+)-(S)-abscisic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.