The Structure and the Stereochemistry of Solidagonic Acid

Abstract

Abstract A new bitter principle, solidagonic acid C22H34O4, was isolated from the root of Solidago altissima L. It is a bicyclic diterpene carboxylic acid, having an acetoxyl group and two double bonds, and was formulated as II on the basis of chemical and spectroscopic studies. The other constituents of the root, kolavenic acid (XXIV) and kolavenol (XXVIII) were also isolated, and they were chemically correlated to II. The absolute configurations of II, XXIV and XXVIII were established by application of the octant rule on the ORD curves for some ketonic compounds derived from them.