目的 研究狗脊Cibotium barometz根茎的化学成分。方法 采用大孔吸附树脂、柱色谱及制备HPLC进行分离纯化,并采用波谱学分析和化学方法鉴定其结构,筛选其抗炎(LPS诱导小鼠腹腔BAW细胞分泌NO模型)、神经保护(谷氨酸诱导SK-N-SH细胞损伤模型)、肝保护(APAP诱导HepG2细胞损伤模型)、肿瘤细胞毒(MTT法)、抗糖尿病(α糖苷酶和PTP1B酶抑制模型)和雌激素受体拮抗剂/激动剂等生物活性。结果 从狗脊根茎50%乙醇提取物中分离得到了9个酚酸及其苷类化合物,分别鉴定为原儿茶酸-4-O-(6'-O-原儿茶酰基)-β-D-吡喃葡萄糖苷(1)、白藜芦醇(2)、对羟基肉桂酸(3)、对羟基肉桂醛(4)、C-藜芦酰乙二醇(5)、4-甲基邻苯二酚(6)、原儿茶醛(7)、对羟基苯甲酸(8)、咖啡酸(9)。在浓度10、1及0.1 μmol/L下化合物1对BAW细胞释放NO的抑制率分别为75.3%、72.0%和58.0%,在浓度10 μmol/L下化合物1对APAP引起的HepG2细胞损伤具显著保护作用,细胞存活率与阳性对照双环醇相当,在肿瘤细胞毒、雌激素受体激动剂和拮抗剂筛选模型下均未显示出显著的药理活性。在浓度1 μmol/L下化合物2对BAW细胞释放NO的抑制率为50.0%,其他药理模型下均未显示出显著的药理活性。结论 化合物1为新化合物,命名为双原儿茶酸苷;且具有较好的抗炎、肝保护活性,化合物2～5均为首次从该属植物中分离得到。

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.

国家重大专项重大新药创制课题(2012ZX09301002001003)