Technical Abstract: Verbesinosides A-F (1-6), six novel 15,27-cyclooleanane-type triterpenoid saponins carrying different aromatic acyl moieties on the aglycone, were isolated from the leaf and flower of Verbesina virginica. Their structures were established by interpretation of spectroscopic data and chemical methods. The representative major saponin, verbesinoside A, has a structure of 21-trimethoxybenzoyl 15a,27-cycloolean-12-en-3B,21B-diol-28-oic acid 3-O-B-D-xylopyranosyl(1-4)-B-D-xylopyranosyl-(1-2)-B-D-glucopyranoside. This is the first time triterpenoid saponins possessing a unique 15,27-cyclooleanane skeleton have been isolated in nature. The anisotropic effects of the aromatic acyl moieties on the triterpenoid skeleton are also noted.