灰毡毛忍冬花蕾中三萜皂苷类化学成分研究  

Triterpenoids isolated from flower buds of Lonicera macranthoides

作　　者：董俊丽[1] 黄传奇[1] 王富乾[1] 黄伟[2] 林世和[1] 张耕[1] DONG Jun-li;HUANG Chuan-qi;WANG Fu-qian;HUANG Wei;LIN Shi-he;ZHANG Geng(Department of Pharmacy,Wuhan No.1 Hospital,Wuhan 430022,China;Department of Clinical Laboratory,Wuhan No.1 Hospital,Wuhan 430022,China)

机构地区：[1]武汉市第一医院药学部,湖北武汉430022 [2]武汉市第一医院检验科,湖北武汉430022

出　　处：《中草药》2018年第19期4484-4490,共7页Chinese Traditional and Herbal Drugs

基　　金：湖北省自然科学基金青年项目(2018CFB318)

摘　　要：目的研究灰毡毛忍冬Lonicera macranthoides花蕾中的化学成分。方法采用正相硅胶、ODS、Sephadex LH-20、半制备高效液相色谱等方法对灰毡毛忍冬花蕾的水提取物进行分离纯化,采用NMR、MS等波谱方法进行鉴定结构,采用MTT法研究化合物的细胞毒活性。结果从灰毡毛忍冬花蕾中分离得到了7个三萜类化合物,分别鉴定为3-O-β-D-吡喃葡萄糖基-(1→4)-α-L-吡喃阿拉伯糖基常春藤皂苷元28-O-β-D-吡喃葡萄糖酯苷(1)、3-O-α-L-吡喃鼠李糖基-(1→2)-α-L-吡喃阿拉伯糖基齐墩果酸28-O-α-L-吡喃鼠李糖基-(1→4)-O-β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基酯苷(2)、3-O-α-L-吡喃鼠李糖基-(1→2)-α-L-吡喃阿拉伯糖基常春藤皂苷元28-O-β-D-吡喃葡萄糖酯苷(3)、3-O-α-L-吡喃鼠李糖基-(1→2)-α-L-吡喃阿拉伯糖基常春藤皂苷元28-O-α-L-吡喃鼠李糖基-(1→4)-O-β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基酯苷(4)、3-O-α-L-吡喃阿拉伯糖基常春藤皂苷元28-O-α-L-吡喃鼠李糖基-(1→4)-β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基酯苷(5)、3-O-β-D-吡喃葡萄糖基-(1→4)-α-L-吡喃阿拉伯糖基常春藤皂苷元28-O-α-L-吡喃鼠李糖基-(1→4)-β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基酯苷(6)、3-O-β-D-吡喃葡萄糖基-(1→3)-α-L-吡喃鼠李糖基-(1→2)-α-L-吡喃阿拉伯糖基常春藤皂苷元28-O-α-L-吡喃鼠李糖基-(1→4)-β-D-吡喃葡萄糖基-(1→6)-β-D-吡喃葡萄糖基酯苷(7)。结论化合物1为新化合物,命名为灰毡毛忍冬皂苷丙;化合物2～7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、4和5对人宫颈癌He La细胞均有一定的抑制作用,其IC50值分别为54.3、43.9、61.2μmol/L。Objective To study the chemical constituents from the flower buds of Lonicera macranthoides and their antitumor activities. Methods The constituents were separated by chromatography of silica gel, ODS, Sephadex LH20, and semi-pre HPLC. Their structures were elucidated by spectral means. The in vitro cytotoxic activities of the isolated compounds were studied by MTT method. Results Seven compounds were isolated and identified as 3-O-β-D-glucopyranosyl-（1→4）-α-L-arabinopyranosylhederagenin 28-O-β-D-glucopyranosyl ester（1）, 3-O-α-L-rhamnopyranosyl-（1→2）-α-L-arabinopyranosyl-oleanolic acid 28-O-α-L-rhamnopyranosyl-（1→4）-O-β-D-glucopyranosyl-（1→6）-β-D-glucopyranosyl ester（2）, 3-O-α-L-rhamnopyranosyl-（1→2）-α-Larabinopyranosyl-hederagenin 28-O-β-D-glucopyranosyl ester（3）, 3-O-α-L-rhamnnopyranosyl-（1→2）-α-L-arabinopyranosylhederagenin 28-O-α-L-rhamnopyransyl-（1→4）-O-β-D-glucopyranosyl-（1→6）-β-D-glucopyranosyl ester（4）, 3-O-α-L-arabinopyranosylhederagenin 28-O-α-L-rhamnopyranosyl-（1→4）-β-D-glucopyranosyl-（1→6）-β-D-glucopyranosyl ester（5）, 3-O-β-D-glucopyranosyl-（1→4）-α-L-arabinopyranosyl-hederagenin 28-O-α-L-rhamnopyranosyl-（1→4）-β-D-glucopyranosyl-（1→6）-β-D-glucopyranoside ester（6）, and 3-O-β-D-glucopyranosyl-（1→3）-α-L-rhamnopyranosyl-（1→2）-α-L-arabinopyranosyl-hederagenin 28-O-α-L-rhamnopyranosyl-（1→4）-β-D-glucopyranosyl-（1→6）-β-D-glucopyranosyl ester（7）. Conclusion Compound 1 is a new compound named macranthoidin C, and compounds 2—7 are isolated fromL. macranthoides for the first time. Compounds 1, 4, and 5 show cytotoxicities against He La cells with IC50 of 54.3, 43.9 and 61.2 μmol/L, respectively.

关 键 词：灰毡毛忍冬 三萜皂苷 常春藤皂苷元 灰毡毛忍冬皂苷丙 细胞毒活性 

分 类 号：R284.1[医药卫生—中药学]