Oleanane-type triterpenes from the flowers, pith, leaves, and fruit of Tetrapanax papyriferus

Oleanane-type triterpenes were isolated from Tetrapanax papyriferus (Hook) K. Koch, whose structures were determined by analysis of spectroscopic data, including by 1D and 2D NMR. Papyriogenin A ( 8) exhibited anti-HIV activity and low cytotoxicity in acutely infected H9 lymphocytes. Four oleanane-type triterpenes, 3α,21β,22α-trihydroxy-11,13(18)-oleanadien-28-oic acid ( 1), 3-epi-papyriogenin C ( 2), 21- O-acetyl-21-hydroxy-3-oxo-11,13(18)-oleanadien-28-oic acid ( 3) and 3β-hydroxy-21-oxo-11,13(18)-oleanadien-28-oic acid methyl ester ( 4), together with four known triterpenes, were isolated from Tetrapanax papyriferus (Hook) K. Koch. Papyriogenin A ( 8) exhibited anti-HIV activity and low cytotoxicity in acutely infected H9 lymphocytes. Their structures were determined by analysis of spectroscopic data, including by 1D and 2D NMR.