Triterpene saponins from Eryngium kotschyi

ERDEM S. A., MITAINE-OFFER A., Miyamoto T., Kartal M., LACAILLE-DUBOIS M.

PHYTOCHEMISTRY, vol.110, pp.160-165, 2015 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 110
  • Publication Date: 2015
  • Doi Number: 10.1016/j.phytochem.2014.11.017
  • Journal Name: PHYTOCHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.160-165
  • Keywords: Eryngium kotschyi, Apiaceae, A1-barrigenol, Steganogenin, 2D NMR
  • Bezmialem Vakıf University Affiliated: No

Abstract

Four new oleanane-type saponins 3-O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucuronopyranosyl-22-O-beta, beta-dimethylacryloylA1-barrigenol (1), 3-O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucuronopyranosyl-22-O-angeloylA1-barrigenol (2), 3-O-beta-D-glucopyranosyl-(1 -> 2)-[beta-D-glucopyranosyl-(1 -> 6)]-beta-D-glucopyranosyl-21,22,28-O-triacetyl-(3 beta,21 beta,22 alpha)-olean-12-en-16-one (3), and 3-O-beta-D-glucopyranosyl-(1 -> 2)-glucopyranosyl-22-O-beta-D-glucopyranosylsteganogenin (4), along with the known 3-O-beta-D-galactopyranosyl-(1 -> 2)-[alpha-L-arabinopyranosyl-(1 -> 3)]-beta-D-glucuronopyranosyl-22-O-angeloylA1-barrigenol and 3-O-alpha-L-rhamnopyranosyl-(1 -> 4)-beta-D-glucuronopyranosyloleanolic acid, were isolated from a methanol extract of the roots of Eryngium kotschyi by multiple chromatographic steps. Saponins 3 and 4 are unusual by the original structure of their aglycon. Compound 3 possessed an oleanane-type skeleton with a 21,22,28-triacetylation and a ketone function at the C-16 position. For compound 4, the 17,22-secooleanolic acid skeleton is rarely found in natural saponins. (C) 2014 Elsevier Ltd. All rights reserved.