Saponin and sapogenol. L. On the constituents of the roots of Glycyrrhiza uralensis Fischer from Xinjiang, China. Chemical structures of licorice-saponin L3 and isoliquiritin apioside

Chem Pharm Bull (Tokyo). 1993 Sep;41(9):1567-72. doi: 10.1248/cpb.41.1567.

Abstract

From the air-dried roots of Glycyrrhiza uralensis Fischer collected in Xinjiang province, China ("Shinkyo-Kanzo" in Japanese), a new oleanene-type triterpene oligoglycoside named licorice-saponin L3 and a new chalcone oligoglycoside named isoliquiritin apioside were isolated together with glycyrrhizin, 18 alpha-glycyrrhizin, apioglycyrrhizin, araboglycyrrhizin, licorice-saponins A3, E2, G2, and H2, and six known flavonoid glycosides. On the basis of chemical and physicochemical evidence, the structures of licorice-saponin L3 and isoliquiritin apioside were elucidated as 3 beta-[alpha-L-rhamnopyranosyl(1-->2)-alpha-L-arabinopyranosyl(1--> 2)-beta-D-glucuronopyranosyloxy]-22 beta-acetoxy-24-hydroxyolean-12-en-30-oic acid (1) and 4-O-[beta-D-apiofuranosyl(1-->2)-beta-D- glucopyranosyl]isoliquiritigenin (6), respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chalcone / analogs & derivatives*
  • Chalcone / analysis
  • China
  • Glycyrrhiza / chemistry*
  • Oleanolic Acid* / analogs & derivatives*
  • Plants, Medicinal*
  • Saponins / analysis*
  • Triterpenes / analysis*

Substances

  • Saponins
  • Triterpenes
  • isoliquiritin apioside
  • licorice-saponin L3
  • Chalcone
  • Oleanolic Acid