桃儿七中1个新的异戊烯基黄酮苷类化合物

A new prenylated flavonoid glycoside from Sinopodophyllum hexandrum

目的研究桃儿七Sinopodophyllum hexandrum中黄酮类化学成分。方法采用正相硅胶柱色谱、ODS-C18柱色谱、Sephadex LH-20凝胶柱色谱、制备薄层色谱等方法进行分离和纯化,通过波谱数据鉴定化合物的结构,采用MTT法研究化合物的细胞毒活性。结果从桃儿七95%乙醇冷浸提取物的醋酸乙酯部位分离出9个化合物,分别鉴定为8,2′-二异戊烯基槲皮素-3-甲醚-4′-O-β-D-葡萄糖苷(1)、8,2′-diprenylquercetin-3-methylether(2)、5,7,4′-trihydroxy-3′-(3-methylbut-2-enyl)-3-methoxy flavone(3)、8-prenylkaempferol(4)、sophoflavescenol(5)、podoverine A(6)、sinoflavonoid K(7)、香叶木素(8)、金合欢素(9)。结论化合物1为未见文献报道的异戊烯基黄酮苷类化合物,命名为桃儿七酮苷A;化合物5~9为为首次从该植物中分离得到。细胞毒活性结果显示,化合物1~5对人宫颈癌HeLa细胞均有一定的抑制作用,其半数抑制浓度(IC50)值分别为42.6、46.9、26.9、16.1、31.2μmol/L。

Objective To study the chemical constituents from Sinopodophyllum hexandrum and their antitumor activities. Methods The constituents were separated by chromatography of silica gel, ODS, Sephadex LH20 and pre-TLC. Their structures were elucidated by spectroscopic means. The in vitro cytotoxic activities of the isolated compounds were studied by MTT method. Results Nine compounds were isolated and identified as 8,2′-diprenylquercetin 3-methyl ether-4′-O-β-D-glucoside(1), 8,2′-diprenyl quercetin-3-methylether(2), 5,7,4′-trihydroxy-3′-(3-methylbut-2-enyl)-3-methoxy flavone(3), 8-prenylkaempferol(4), sophoflavescenol(5), podoverine A(6), sinoflavonoid K(7), diosmetin(8) and acacetin(9). Conclusion Compound 1 is a new compound named sinoflavonoid glycosides A, and compounds 5—9 are isolated from S. hexandrum for the first time. Compounds 1—5 show cytotoxicities against HeLa cells with IC50 of 42.6, 46.9, 26.9, 16.1 and 31.2 μmol/L, respectively.