摘要
Aim To investigate the chemical composition of Ranunculus sieboldii Miq..Methods Repeated column chromatography over silica gel, polyamide and RP-18 followed by gelfiltration on sephadex LH-20 were used to isolate chemical constituents, and their structures wereelucidated by extensive spectroscopic methods (UV, IR, MS, ~1H NMR, ^(13)C NMR) including 2D NMR(COSY, HMQC, HMBC, NOESY) techniques and by direct comparing spectral data with those reported inliterature. Results Five flavonoid glycosides named apigenin-4'-O-α-L-rhamnopyranoside (1),apigenin-7-O-β-D-glucopyranosyl-4'-O-α-L-rhamnopyranoside (2), apigenin-8-C-α-L-arabinopyranoside(3), apigenin-8-C-β-D-ga-lactopyranoside (4) , tricin-7-O-β-D-glucopyranoside (5), together withtricin (6), luteolin (7), scopoletin (8), esculetin (9), scoparone (10), ferulic acid (11),protocatechuic acid (12) , and tematolide (13) were isolated from the 95% etha-nolic extract of itswhole plant, and their cytotoxic activities were preliminarily tested. Conclusion Compounds 1-12were obtained from this genus and compound 13 from this species for the first time. Furthermore,compound 1 was for the first time isolated from nature while the ^(13)C NMR data of compounds 2 and3 are reported for the first time. The bioassay revealed that compound 1 was active against BEL-7407and A549 cell lines (IC_(45) 43, 77 μg·mL^(-1)), 8 and 10 showed inhibitory activities on KB celllines (IC_(50) 78, 44 μg·mL^(-1)) and HL-60 cell lines (Ic_(50) 85, 85 μg·mL^(-1)), while 7exerted moderate cytotoxic activities on KB, BFL-7407, A549 and HL-60 cell lines with their IC_(50)being 51, 55, 44 and 10 μg·mL^(-1) , respectively.
目的 研究扬子毛茛的化学成分。方法 应用多种色谱方法和色谱材料进行提取、分离和纯化 ,用各种现代光谱方法并结合文献对分得的化合物进行结构解析。结果 从扬子毛茛的 95 %乙醇提取物中分到十三个化合物 ,其中五个为黄酮苷类化合物 ,分别命名为芹菜素 4′ O α L 鼠李糖苷 (1) ,芹菜素 7 O β D 葡萄糖苷 4′ O α L 鼠李糖苷 (2 ) ,芹菜素 8 C α L 阿拉伯糖苷 (3) ,芹菜素 8 C β D 半乳糖苷 (4 ) ,小麦黄素 7 O β D 葡萄糖苷 (5 ) ;其余八个分别为小麦黄素 (6 ) ,木犀草素 (7) ,东莨菪内酯 (8) ,秦皮乙素 (9) ,滨蒿内酯 (10 ) ,阿魏酸 (11) ,原儿茶酸 (12 )和小毛茛内酯 (13)。此外还对这些化合物的体外抗癌活性进行了初步的测试。结论 化合物 1- 12为首次从该属植物中分到 ,化合物 13为首次从该种植物中分到 ,其中化合物 1为新的天然产物 ,化合物 2和 3首次报道了其碳谱数据。生物活性测试结果表明化合物 1对BEL 74 0 7及A5 4 9细胞的IC50 值分别为 4 3及 77μg·mL- 1 ,化合物 8和 10对KB细胞的IC50 分别为 78和 4 4 μg·mL- 1 ,对HL 6 0细胞的IC50 均为 85 μg·mL- 1 。化合物7对所测试的四种肿瘤细胞株均显示一定的细胞毒活性 ,其对KB ,BEL 74 0 7,A5 4 9及HL 6 0细胞的IC50
