目的 研究离舌橐吾Ligularia veitchiana花和种子中的倍半萜类化学成分及其细胞毒活性。方法 综合运用正、反相硅胶柱色谱、薄层制备色谱、Sephadex LH-20凝胶柱色谱及高效液相色谱等多种色谱技术对离舌橐吾花和种子中倍半萜类化学成分进行分离纯化，采用现代波谱学技术鉴定单体化合物的结构；采用MTT法对单体化合物进行体外细胞毒活性评价。结果 从离舌橐吾花和种子中分离得到了14个倍半萜类化合物，分别鉴定为10β-氢-8α,12-环二氧艾里莫酚-7(11)-烯-8β-醇（1）、8β-羟基艾里莫酚-7(11)-烯-12,8α-内酯（2）、艾里莫酚-7(11),9-二烯-8-酮（3）、isopetasol（4）、neopetasane（5）、6,9-二烯-8-羰基艾里莫酚-12-去甲基-11-酮（6）、1β-羟基艾里莫酚-7(11),9(10)-二烯-8-酮（7）、11-羟基艾里莫酚-6(7),9(10)-二烯-8-酮（8）、rel-[(4S,5S)-1β,11-二羟基艾里莫酚-6,9-二烯-8-酮]（9）、phacadinane E（10）、platyphyllide（11）、liguhodgsonal（12）、ligudentatin A（13）、7-methoxylplatyphyllide（14）；体外细胞毒活性评价结果表明，化合物1对人胃癌HCG-27细胞、人肝癌HepG2细胞的半数抑制浓度（median inhibition concentration，IC₅₀）值分别为（13.46±1.93）、（14.79±1.45）µg/mL；化合物12对HepG2细胞的IC₅₀值为（28.65±2.08）µg/mL。结论 化合物1、4～10和14均为首次从该植物中分离得到；化合物10为首次从橐吾属植物中分离得到。化合物1对HCG-27细胞、HepG2细胞具有较显著的细胞毒活性。

Objective To study the sesquiterpenoids from flowers and seeds of Ligularia veitchiana and their cytotoxic activities in vitro. Methods Various chromatographic techniques such as normal and reversed-phase silica gel column chromatography, precipitation thin-layer chromatography (PTLC), Sephadex LH-20 gel column chromatography, and HPLC were used to isolate and purify the sesquiterpenoids from flowers and seeds of L. veitchiana, and combined with the spectroscopic techniques such as NMR and MS for the structural characterization. The MTT method was used for evaluating cytotoxic activities of the compounds in vitro. Results Fourteen sesquiterpenoids were isolated from the flowers and seeds of L. veitchiana and identified as 10βH-8α,12-epidioxyeremophil-7(11)-en-8β-ol (1), 8β-hydroxy-eremophil-7(11)-en-12,8α-olide (2), eremophil-7(11),9-dien-8-one (3), isopetasol (4), neopetasane (5), 6,9-dien-8-oxoeremophil-12-nor-11-ketone (6), 1β-hydroxyeremophil-7(11),9(10)-dien-8-one (7), 11- hydroxyeremophil-6(7),9(10)-dien-8-one (8), rel-[(4S,5S)-1β,11-dihydroxy-eremophil-6,9-dien-8-one] (9), phacadinane E (10), platyphyllide (11), liguhodgsonal (12), ligudentatin A (13) and 7-methoxylplatyphyllide (14). The half maximal inhibitory concentration (IC₅₀) value of compound 1 against human gastric cancer cell line HCG-27 and human liver cancer cell line HepG2 were (13.46 ±1.93) and (14.79 ±1.45) μg/mL, respectively; Compound 12 showed certain cytotoxic activity against human liver cancer cells HepG2 with an IC₅₀ value of (28.65 ±2.08) µg/mL. Conclusion Compounds 1, 4—10 and 14, were isolated from this plant for the first time. Compound 10 was isolated from Ligularia genus for the first time. Compound 1 has significant cytotoxic activity against human gastric cancer cells HCG-27 and human hepatocellular carcinoma cells HepG2

R284.1

国家自然科学基金资助项目（22207063）;高等学校学科创新引智计划（111计划，D20015）;湖北省教育厅科学技术研究项目（Q20161207）