The absolute stereostructures of the polyacetylenic constituents of Ginseng Radix Rubra

Article abstract of DOI:10.1016/S0040-4020(97)10026-6

The absolute stereostructures of panaxytriol (1) and panaxydol (2), two polyacetylenic constituents of the oriental medicine, Ginseng Radix Rubra, were determined by applying the modified Mosher method, CD exciton chirality method, and chemical conversion to be expressed as (3R,9R,10R)-heptadec-1-ene-4,6-diyne-3,9,10-triol and (3R,9R,10S)-9,10-epoxy-heptadec-1-ene-4,6-diyn-3-ol, respectively. Panaxytriol (1), the characteristic constituent of Ginseng Radix Rubra, was presumed to be formed from panaxydol (2), during the processing of the crude drug, via a regioselective hydrolysis of the epoxy moiety in 2.