SummaryTweleve pseudo-ginsensides were synthesized under a mild condition, via a simple three-step called acetylation, elimination-addition and saponification. The inhibitory effects of these tweleve pseudo-ginsenosides were screened on the hemolysis of rabbit erythrocytes caused by 2,2 ' -azobis (2-amidinopropane hydrochloride) (AAPH). It was found that the IC 50 values followed the sequence of (20Z) pseudo-protopanaxatriol (pseudo-PPT) < (20Z) pseudo-protopanaxadiol (pseudo-PPD) < (20Z) pseudo-Rh2 < (20E) pseudo-PPT< (20E) pseudo-PPD < (20E) pseudo-Rh2 < (20Z) pseudo-Rg2 < (20E) pseudo-Rg2 < Rb1 < (20Z) pseudo-Rh1 < Rg2 < (20E) pseudo-Rh1. These compounds can be divided into three groups: accelerate the hemolysis group (7, 8), weak group (2, 11, 12) and strong group (others).Moreover, we also find that most of the Z configuration has better antioxidative activity than E configuration and the number and type of sugar moieties to the ring of triterpene dammarane influence the antioxidative activity.
Two ginsenoside derivatives (1, 2) along with 2 known ginsenosides (3, 4) were isolated from the acid hydrolysis products of pseudoginsenoside-F 11. Their structures were elucidated on the basis of spectroscopic analyses, including 1D, 2D NMR and HR-ESI-MS. Among them, (12R, 20S, 24S)-20, 24; 12, 24diepoxy-dammarane-3β, 6α-diol (1) and (20R, 24R)-dammar-20, 24-epoxy-3β, 6α, 12β, 25-tetraol (2) were identified as new triterpenoid saponins. They were subjected to assay for cytotoxic activities against six human tumor cells lines.
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