Advances in the chemistry, pharmacological diversity, and metabolism of 20()-ginseng saponins.

Ginseng has been used as a popular herbal medicine in East Asia for at least two millennia. However, 20()-ginseng saponins, one class of important rare ginsenosides, are rare in natural products. 20()-ginseng saponins are generally prepared by chemical epimerization and microbial transformation from 20()-isomers. The C20 configuration of 20()-ginseng saponins are usually determined by C NMR and X-ray single-crystal diffraction. 20()-ginseng saponins have antitumor, antioxidative, antifatigue, neuroprotective, and osteoclastogenesis inhibitory effects, among others. Owing to the chemical structure and pharmacological and stereoselective properties, 20()-ginseng saponins have attracted a great deal of attention in recent years. In this study, the discovery, identification, chemical epimerization, microbial transformation, pharmacological activities, and metabolism of 20()-ginseng saponins are summarized.