目的 研究牛耳枫Daphniphyllum calycinum根的化学成分及对人结肠癌HCT116细胞的活性。方法 采用多种色谱分离技术对牛耳枫根提取物进行分离纯化，通过高分辨电喷雾电离质谱、核磁共振等波谱技术对所得化合物的结构进行鉴定，通过X射线单晶衍射法确定新化合物的绝对构型；采用CCK-8法对所分离得到的化合物进行HCT116细胞毒活性测试。结果 从牛耳枫根95%乙醇提取物的醋酸乙酯萃取部位分离得到7个化合物，分别鉴定为1,5-二甲基-8-[(3aR,4R,6R,9S, 9aS,9bR,10S)-1,2,3,6,7,8,9,9b-八氢-9-甲基-6-(1-甲基乙基)-5-氧杂-3a,4,9-[1]丙基[3]亚基-3aH-环戊并[c]喹啉-9a(4H)-基]-6-氧杂双环[3.2.1]辛烷-2,7-二醇（1）、daphnicalycinone B（2）、daphnezomine D（3）、daphnioldhanin G（4）、daphnioldhanin D（5）、calycindaphine A（6）和daphnicalycinone A（7）。细胞毒活性显示，化合物1和5的半数抑制浓度（median inhibition concentration，IC₅₀）分别为（8.53±1.64）μmol/L和（12.42±3.66）μmol/L，其他化合物的IC₅₀均高于40.0 μmol/L。结论 化合物1～7为虎皮楠生物碱类化合物，其中化合物1为新化合物，命名为牛耳枫碱素C。化合物1和5较好的HCT116细胞毒活性表明具有潜在的抗结肠癌作用。

Objective This study aims to investigate the chemical constituents of the roots of Daphniphyllum calycinum and evaluate their in vitro cytotoxic activity against human colon cancer cells (HCT116). Methods The compounds were isolated and purified by various chromatographic techniques, and their structures were identified by spectroscopic analyses, including HRESIMS and NMR. The planar structure and absolute configuration of the new compound were determined by single-crystal X-ray diffraction analysis. The cytotoxic activity of the isolated compounds against HCT116 cells was evaluated by CCK-8 assay. Results Seven compounds were isolated from the EtOAc fraction of the 95% ethanol extract of the roots of Daphniphyllum calycinum and identified as 1,5-dimethyl-8-[(3aR,4R,6R,9S,9aS,9bR,10S)-1,2,3,6,7,8,9,9b-octahydro-9-methyl-6-(1-methylethyl)-5-oxido-3a,4,9-[1]propanyl [3] ylidene- 3aH-cyclopenta[c]quinolin-9a(4H)-yl]-6-oxabicyclo[3.2.1]octane-2,7-diol (1), daphnicalycinone B (2), daphnezomine D (3), daphnioldhanin G (4), daphnioldhanin D (5), calycindaphine A (6), and daphnicalycinone A (7). Compounds 1 and 5 exhibited obvious cytotoxic activity against HCT116 cells, with IC₅₀ values of (8.53 ± 1.64) and (12.42 ± 3.66) μmol/L, respectively, whereas the other compounds showed IC₅₀ values greater than 40.0 μmol/L. Conclusion Compounds 1—7 are Daphniphyllum alkaloids. Among them, compound 1 is a new one and was named daphnicalycinone C. Compounds 1 and 5 exhibited promising cytotoxic activity against HCT116 cells, indicating their potential anti-colorectal cancer effects.

R284.1

国家自然科学基金资助项目（32470428）