Hepatoprotective triterpenes from traditional Tibetan medicine Potentilla anserina

• Published in: Phytochemistry (Oxford) 2014-06, Vol.102, p.169-181
• Main Authors: Morikawa, Toshio, Ninomiya, Kiyofumi, Imura, Katsuya, Yamaguchi, Takahiro, Akagi, Yoshinori, Yoshikawa, Masayuki, Hayakawa, Takao, Muraoka, Osamu
• Format: Article
• Language: English
• Subjects: Animals; Cell Line; Chemical and Drug Induced Liver Injury - drug therapy; Chemical and Drug Induced Liver Injury - metabolism; Chemical and Drug Induced Liver Injury - pathology; Dose-Response Relationship, Drug; Galactosamine - antagonists & inhibitors; Galactosamine - pharmacology; Hepatocytes - drug effects; Hepatocytes - pathology; Hepatoprotective activity; Macrophages - drug effects; Macrophages - metabolism; Male; Medicine, Tibetan Traditional; Mice; Mice, Inbred Strains; Molecular Conformation; Nitric Oxide - biosynthesis; Plant Roots - chemistry; Potentilla - chemistry; Potentilla anserina; Potentillanoside; Rosaceae; Stereoisomerism; Structure-Activity Relationship; Traditional Tibetan medicine; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; Tumor Necrosis Factor-alpha - antagonists & inhibitors; Tumor Necrosis Factor-alpha - metabolism; Ursane-type triterpene 28-O-monoglucopyranosyl ester
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2014.03.002

Six triterpene 28-O-monoglucopyranosyl esters, potentillanosides A–F were isolated from tuberous roots of Potentilla anserina. Among the triterpene constituents, potentillanosides A, rosamutin, and kaji-ichigoside F1 exhibited in vivo hepatoprotective effects at doses of 50–100mg/kg, p.o. [Display omitted] •The MeOH extract from tuberous roots of Potentilla anserina showed hepatoprotective activity.•Six triterpene 28-O-glucopyranosyl esters, potentillanosides A–F, were isolated.•Several triterpenes exhibited in vivo hepatoprotective activity.•The mode of action was deduced to be cytotoxicity reduction caused by d-GalN. A methanol extract from the tuberous roots of Potentilla anserina (Rosaceae) exhibited hepatoprotective effects against d-galactosamine (d-GalN)/lipopolysaccharide-induced liver injuries in mice. Six triterpene 28-O-monoglucopyranosyl esters, potentillanosides A–F, were isolated from the extract along with 32 known compounds, including 15 triterpenes. The structures of potentillanosides A–F were determined on the basis of spectroscopic properties and chemical evidence. Four ursane-type triterpene 28-O-monoglycosyl esters, potentillanoside A (IC50=46.7μM), 28-O-β-d-glucopyranosyl pomolic acid (IC50=9.5μM), rosamutin (IC50=35.5μM), and kaji-ichigoside F1 (IC50=14.1μM), inhibited d-GalN-induced cytotoxicity in primary cultured mouse hepatocytes. Among these four triterpenes, potentillanoside A, rosamutin, and kaji-ichigoside F1 exhibited in vivo hepatoprotective effects at doses of 50–100mg/kg, p.o. The mode of action was ascribable to the reduction in cytotoxicity caused by d-GalN.