TARAXACOSIDE, A TYPE OF ACYLATED γ-BUTYROLACTONE GLYCOSIDE FROM TARAXACUM OFFICINALE

Article abstract of DOI:10.1016/S0031-9422(00)81065-1

Key Word Index - Taraxacum officinale; Compositae; Chichoriaceae; roots; lactone glycoside; butyrolactone acylglycoside; glucose ester; p-hydroxyphenylacetic acid; taraxacoside; β-O-<4-O-(p-hydroxyphenylacetyl)-β-D-glucopyranosyl>-β-hydroxy-γ-butyrolactone. - In addition to the four new sesquiterpene lactones previously identified, a new acylated γ-butyrolactone glucoside, taraxacoside, was isolated from the roots of Taraxacum officinale.Its structure was elucidated mainly by 1H and 13C NMR studies as β-O-<4-O-(p-hydroxyphenylacetyl)-β-D-glucopyranosyl>-β-hydroxy-γ-butyrolactone.This seems to be the first instance of the detection of a monocyclic five-membered, saturated lactone O-glycoside.Additionally, p-hydroxyphenylacetic acid was identified for the first time as an acylating acid in a sugar ester.