Phenolic acid and glycosides from rhizomes of Cibotium barometz / 中草药

ABSTRACT

Objective: To investigate the chemical constituents from the rhizomes of Cibotium barometz. Methods: Macroporous adsorption resin, column chromatography, and preparative HPLC were carried out to isolate and purify the chemical compounds in the 50% ethanol extracts from the rhizomes of C. barometz, and their structures were elucidated by spectroscopic and chemical analyses. The activities of compounds 1 and 2 were tested on in vitro assays of anti-inflammatory, anti-tumor, neuro-protection, anti-diabetes, estrogen receptor agonism, and estrogen receptor antagonism. Results: Nine compounds were isolated and identified as protocatechuic acid-4-O-(6'-O-protocatechuoyl)-β-D-pyranoglucoside (1), resveratrol (2), p-hydroxycinnamic acid (3), p-hydroxycinnamic aldehyde (4), C-veratroylglycol (5), 4-methyl-1,2-dihydroxybenzene (6), protocatechualdehyde (7), p-hydroxybenzoic acid (8), and caffeic acid (9). Compound 1 showed anti-inflammatory activity at the concentration of 10, 1, and 0.1 μmol/L with inhibition rates of 75.3%, 72.0%, and 58.0% to NO release of BAW cells, respectively, and exhibited promising hepatoprotective activity against APAP-induced acute liver damage of HepG 2 cells in vitro as effective as bicyclol. Compound 2 showed anti-inflammatory activity at the concentration of 1 μmol/L with inhabition rate of 50.0%. There were no activity on other assays, such as anti-tumor, estrogen receptor agonism, and estrogen receptor antagonism. Conclusion: Compound 1 is a new compound named biprotocatechuicoside with promising anti-inflammatory and hepatoprotective activity, and compounds 2-5 are isolated from the plants of Cibotium Kaulf. for the first time.