Four novel cycloartane glycosides from Astragalus oleifolius

Calis I., Zor M., Saracoglu I., Isimer A., Ruegger H.

JOURNAL OF NATURAL PRODUCTS, vol.59, no.11, pp.1019-1023, 1996 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 59 Issue: 11
  • Publication Date: 1996
  • Doi Number: 10.1021/np9604184
  • Journal Name: JOURNAL OF NATURAL PRODUCTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1019-1023
  • Hacettepe University Affiliated: Yes

Abstract

Four novel cycloartane-type triterpene glycosides, macrophyllosaponins A-D (1-4) were isolated from the roots of Astragalus oleifolius. By means of chemical (acetylation, alkaline hydrolysis) and spectroscopic methods (IR, 1D- and 2D-NMR, FABMS), their structures were established as 3-O-alpha-L-rhamnopyranosyl-24-O-(4 ''-O-acetyl)-beta-D-xylopyranosyl-1 alpha,3 beta,7 beta,24(S),25-pentahydroxycycloartane (1), 3-O-alpha-L-rhamnopyranosyl-24-O-beta-D-xylopyranosyl-1 alpha,3 beta,7 beta,24(S),25-pentahydroxycycloartane (2), 3-O-alpha-L-rhamnopyranosyl-25-O-beta-D-glucoyranosyl-1 alpha,3 beta,7 beta,24(S),25-pentahydroxycycloartane (3), and 3-O-alpha-L-rhamnopyranosyl-24-O-(2-O-beta-D-xylopyranosyl)-beta-D-xylopyranosyl-1 alpha,3 beta,7 beta,24(S),25-pentahydroxycycloartane (4).