狭叶瓶尔小草黄酮类成分研究
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摘要
目的:研究狭叶瓶尔小草化学成分。方法:采用95%乙醇热回流提取狭叶瓶尔小草干燥全草,并运用大孔树脂、硅胶柱层析、Sephadex LH-20柱及制备液相色谱分离纯化,根据理化性质及波谱学方法鉴定化合物结构。结果:从狭叶瓶尔小草中分离鉴定了6个黄酮类化合物,分别为:3-O-甲基槲皮素(1)、瓶尔小草醇(2)、3-O-甲基槲皮素7-O-β-D-葡萄糖苷(3)、3-O-甲基槲皮素7-O-β-D-葡萄糖基-4'-O-β-D-葡萄糖苷(4)、山柰酚3-O-(6-O-咖啡酰基)-β-D-葡萄糖基-(1→2)-α-L-鼠李糖-7-O-α-L-鼠李糖苷(5)、槲皮素3-O-(6-O-咖啡酰基)-β-D-葡萄糖基-(1→2)-α-L-鼠李糖-7-O-α-L-鼠李糖苷(6)。结论:其中,化合物2~6为首次从该植物分离得到,化合物5、6为首次从瓶尔小草科植物分离得到。
Objective: To investigate the chemical components of Ophioglossum thermale,one of the original species of Chinese medicine "Yizhijian". Methods: The air-dried whole plant material of Ophioglossum thermale was extracted by thermal reflux with 95%Et OH,then separated and purified by joint utilization of various chromatography techniques including macroporous resin,silica gel,Sephadex LH-20 column chromatography and HPLC. Their structures were elucidated on the basis of spectroscopic methods. Results: Six flavonoids were isolated and identified as 3-O-methylquercetin( 1),ophioglonol( 2),3-O-methylquercetin 7-O-β-D-glucopyranoside( 3),3-O-methylquercetin 7-O-β-D-glucopyraosyl-4'-O-β-D-glucopyranoside( 4),kaempferol 3-O-( 6-O-caffeoyl)-β-D-glucopyranosyl-( 1 →2)-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside( 5) and quercetin 3-O-( 6-O-caffeoyl)-β-D-glucopyranosyl( 1→2)-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside( 6). Conclusion: Compounds 2 ~ 6 are isolated from this plant for the first time,compounds 5 and 6are firstly isolated from Ophioglossaceae family.
Objective: To investigate the chemical components of Ophioglossum thermale,one of the original species of Chinese medicine "Yizhijian". Methods: The air-dried whole plant material of Ophioglossum thermale was extracted by thermal reflux with 95%Et OH,then separated and purified by joint utilization of various chromatography techniques including macroporous resin,silica gel,Sephadex LH-20 column chromatography and HPLC. Their structures were elucidated on the basis of spectroscopic methods. Results: Six flavonoids were isolated and identified as 3-O-methylquercetin( 1),ophioglonol( 2),3-O-methylquercetin 7-O-β-D-glucopyranoside( 3),3-O-methylquercetin 7-O-β-D-glucopyraosyl-4'-O-β-D-glucopyranoside( 4),kaempferol 3-O-( 6-O-caffeoyl)-β-D-glucopyranosyl-( 1 →2)-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside( 5) and quercetin 3-O-( 6-O-caffeoyl)-β-D-glucopyranosyl( 1→2)-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside( 6). Conclusion: Compounds 2 ~ 6 are isolated from this plant for the first time,compounds 5 and 6are firstly isolated from Ophioglossaceae family.
引文
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[10]Zhang Y,Morikawa T,Nakamura S,et al.Bioactive constituents from chinese natural medicines.ⅩⅩⅤ.1 New flavonol bisdesmosides,sarmenosidesⅠ,Ⅱ,Ⅲ,andⅣ,with hepatoprotective activity from Sedum sarmentosum(Crassulaceae)[J].Heterocycles,2007,71(7):1565-1576.
[2]秦仁昌.中国蕨类植物科属的系统排列和历史来源[J].植物分类学报,1978,16(3):1-19.
[3]赵继祖.中药一枝箭治疗蛇咬伤1例体会[J].甘肃中医,2001,14(4):51.
[4]卢伟,陈晟玮,董心怡.一叶草的性状及显微鉴别[J].福建中医学院学报,2009,19(3):10-13.
[5]Wan CX,Zhang PH,Luo JG,et al.Homoflavonoid glucosides from Ophioglossum pedunculosum and their anti-HBV activity[J].Journal of Natural Products,2011,74(4):683-689.
[6]张帼威,吴奶珠,范强,等.狭叶瓶尔小草化学成分的研究[J].天然产物研究与开发,2010,22(6):1006-1008.
[7]Lin YL,Shen CC,Huang YJ,et al.Homoflavonoids from Ophioglossum petiolatum[J].Journal of Natural Products,2005,68(3):381-384.
[8]Iwashina T,Ootani S,Hayashi K.Neochilenin,a new glycoside of 3-O-methylquercetin,and other flavonols in the tepals of Neochilenia,Neoporteria and Parodia species(Cactaceae)[J].The botanical magazine,1984,97(1):23-30.
[9]Markham KR,Mabry TJ,Voirin B.3-O-methylquercetin 7-O-diglucoside 4'-O-glucoside from the fern,Ophioglossum vulgatum[J].Phytochemistry,1969,8(2):469-472.
[10]Zhang Y,Morikawa T,Nakamura S,et al.Bioactive constituents from chinese natural medicines.ⅩⅩⅤ.1 New flavonol bisdesmosides,sarmenosidesⅠ,Ⅱ,Ⅲ,andⅣ,with hepatoprotective activity from Sedum sarmentosum(Crassulaceae)[J].Heterocycles,2007,71(7):1565-1576.