水红木及威灵仙的化学成分研究
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摘要
本论文对忍冬科荚蒾属植物水红木、毛茛科铁线莲属植物威灵仙的化学成分进行了系统的研究。应用正相硅胶、反相硅胶、树脂、凝胶、氧化铝等多种分离材料及中压色谱柱层析、半制备色谱柱层析等方法分离纯化,经TLC或HPLC鉴别,用1H-NMR、13C-NMR、MS等手段进行结构鉴定,从上述两种植物中分离鉴定了20个化合物。化合物的类型涉及三萜及其皂苷、黄酮及其苷、环烯醚萜、甾醇、木脂素、内酯、小分子酚类化合物、糖类等。
水红木为忍冬科荚蒾属植物,分布于温带和亚热带地区,为傣族民间医生常用药物。目前对水红木化学成分研究较少,为了进一步开发利用其药用价值,阐明其药用物质基础,作者对水红木叶的80%乙醇提取物醋酸乙酯部位分离,鉴定了11个化合物,有5个化合物为首次从该种植物中分到。根据核磁和质谱数据鉴定为乌索酸,槲皮素,阿曼托双黄酮,芹菜素,木犀草素,槲皮素-3-O-β-D-葡萄糖苷,芦丁, dimethyl-secologanoside ,(+)-3-O-β-D-glucopyranosyl-lyoniresinol,β-胡萝卜苷、α-D-葡萄糖和β-D-葡萄糖。
威灵仙为常用中药,药理作用广,临床应用广泛。从威灵仙根茎的80%乙醇提取物分离鉴定了9个化合物,有8个化合物为首次从威灵仙植物中分到,其中3个环菠萝蜜烷型三萜为首次从铁线莲属中分得。分别为升麻醇,升麻醇-3-O-β-D-木糖苷,cimigoside,木栓酮,(+)-3,3'-Bisdemethylpinoresinol,5-O-feruloyl-2-deoxy-D-ribono-γ-lactone,阿魏酸,丁香酸,β-谷甾醇。
对威灵仙与其同属植物及常用伪品的化学成分进行对比。通过广泛查阅文献,对威灵仙及其有化学成分研究报道的同属21种植物、8种常用伪品的化学成分进行了归类总结,比较它们化学成分之间的差异,分析了药典收载威灵仙的合理性及其它铁线莲属植物用作威灵仙替代资源的可行性。认为药典收载品种威灵仙与常用的伪品化学成分差异巨大,伪品不应当作威灵仙来使用;并指出铁线莲属中可能作为威灵仙的资源替代品种为直立铁线莲、圆锥铁线莲。并综述了威灵仙的质量控制和药理、应用的研究进展。参考文献58篇。
This thesis elaborated the studies on the chemical constituents of Viburnum cylindricum and Clematis chinensis osbeck. Twenty compounds were isolated by column chromatography on silica gel, Sephadex LH-20, MCI, AL2O3 and RP-18, and which structures were elucidated on the basis of spectroscopic methods, including 1H-NMR, 13C-NMR and MS spectral techniques. These compounds covered triterpenoids and their glycosides, flavones and their glycosides, iridoid glycosides, lignans, steroides, lactone, aromatic compounds and sugar.
Viburnum cylindricum is distributed in tropical area of Asia, which has been used as folk medicine to treat different diseases such as cough, diarrhea, rheumatoid arthritis and tumefaction . As the base for the resouruce use, we studied the chemical constituents of the leaves of Viburnum cylindricum. From the AcoEt-soluble material of an 80% Ethanol extract of the leaves of Viburnum cylindricum, Eleven compounds were isolated from the leaves of Viburnum cylindricum. Five Compounds are obtained from this plant for the first time. The compounds were identified as ursolic acid, qucertin, amenthoflavone, apigenin, luteolin, qucertin-3-O-β-D-glucopyranoside, rutin, dimethyl-secologanoside, (+)-3α-O-β-D-glucopyranosyl-lyoniresinol,β-daucosterol,α-D-glucoside andβ-D-glucoside.
Clematis chinensis osbeck is a commonly used traditional Chinese medicine, and which have extensive pharmacological effect. We studied the chemical constituents of the roots of Clematis chinensis osbeck. Nine compounds were isolated , eight compounds are obtained from this plant for the first time. The compounds were identified as cimigenol, cimigenol-3-O-β-D-xylpyranoside, cimigoside, friedelin, (+)-3,3'-Bisdemethylpinoresinol, ferulic acid, syringic acid, 5-O-feruloyl-2-deoxy-D-ribono-γ-lactone andβ-sitosterol.
We covers the research advances in the studies on the chemical constituents of Clematis chinensis osbeck and its counterfeits. we makes a comparison between them. As a tesult, the counterfeits should not be used as‘weilingxian’because there is a great difference in the chemical constituents, and it’s reasonable that Clematis chinensis osbeck is contained in the Ch.P. Clematis stans Sieb. et Zucc and Clematis terniflora may be used as the resource substitute of Clematis chinensis osbeck. The quality control, biological activity and clinical application of Clematis chinensis osbeck were summarized. The review covers 58 literatures.
水红木为忍冬科荚蒾属植物,分布于温带和亚热带地区,为傣族民间医生常用药物。目前对水红木化学成分研究较少,为了进一步开发利用其药用价值,阐明其药用物质基础,作者对水红木叶的80%乙醇提取物醋酸乙酯部位分离,鉴定了11个化合物,有5个化合物为首次从该种植物中分到。根据核磁和质谱数据鉴定为乌索酸,槲皮素,阿曼托双黄酮,芹菜素,木犀草素,槲皮素-3-O-β-D-葡萄糖苷,芦丁, dimethyl-secologanoside ,(+)-3-O-β-D-glucopyranosyl-lyoniresinol,β-胡萝卜苷、α-D-葡萄糖和β-D-葡萄糖。
威灵仙为常用中药,药理作用广,临床应用广泛。从威灵仙根茎的80%乙醇提取物分离鉴定了9个化合物,有8个化合物为首次从威灵仙植物中分到,其中3个环菠萝蜜烷型三萜为首次从铁线莲属中分得。分别为升麻醇,升麻醇-3-O-β-D-木糖苷,cimigoside,木栓酮,(+)-3,3'-Bisdemethylpinoresinol,5-O-feruloyl-2-deoxy-D-ribono-γ-lactone,阿魏酸,丁香酸,β-谷甾醇。
对威灵仙与其同属植物及常用伪品的化学成分进行对比。通过广泛查阅文献,对威灵仙及其有化学成分研究报道的同属21种植物、8种常用伪品的化学成分进行了归类总结,比较它们化学成分之间的差异,分析了药典收载威灵仙的合理性及其它铁线莲属植物用作威灵仙替代资源的可行性。认为药典收载品种威灵仙与常用的伪品化学成分差异巨大,伪品不应当作威灵仙来使用;并指出铁线莲属中可能作为威灵仙的资源替代品种为直立铁线莲、圆锥铁线莲。并综述了威灵仙的质量控制和药理、应用的研究进展。参考文献58篇。
This thesis elaborated the studies on the chemical constituents of Viburnum cylindricum and Clematis chinensis osbeck. Twenty compounds were isolated by column chromatography on silica gel, Sephadex LH-20, MCI, AL2O3 and RP-18, and which structures were elucidated on the basis of spectroscopic methods, including 1H-NMR, 13C-NMR and MS spectral techniques. These compounds covered triterpenoids and their glycosides, flavones and their glycosides, iridoid glycosides, lignans, steroides, lactone, aromatic compounds and sugar.
Viburnum cylindricum is distributed in tropical area of Asia, which has been used as folk medicine to treat different diseases such as cough, diarrhea, rheumatoid arthritis and tumefaction . As the base for the resouruce use, we studied the chemical constituents of the leaves of Viburnum cylindricum. From the AcoEt-soluble material of an 80% Ethanol extract of the leaves of Viburnum cylindricum, Eleven compounds were isolated from the leaves of Viburnum cylindricum. Five Compounds are obtained from this plant for the first time. The compounds were identified as ursolic acid, qucertin, amenthoflavone, apigenin, luteolin, qucertin-3-O-β-D-glucopyranoside, rutin, dimethyl-secologanoside, (+)-3α-O-β-D-glucopyranosyl-lyoniresinol,β-daucosterol,α-D-glucoside andβ-D-glucoside.
Clematis chinensis osbeck is a commonly used traditional Chinese medicine, and which have extensive pharmacological effect. We studied the chemical constituents of the roots of Clematis chinensis osbeck. Nine compounds were isolated , eight compounds are obtained from this plant for the first time. The compounds were identified as cimigenol, cimigenol-3-O-β-D-xylpyranoside, cimigoside, friedelin, (+)-3,3'-Bisdemethylpinoresinol, ferulic acid, syringic acid, 5-O-feruloyl-2-deoxy-D-ribono-γ-lactone andβ-sitosterol.
We covers the research advances in the studies on the chemical constituents of Clematis chinensis osbeck and its counterfeits. we makes a comparison between them. As a tesult, the counterfeits should not be used as‘weilingxian’because there is a great difference in the chemical constituents, and it’s reasonable that Clematis chinensis osbeck is contained in the Ch.P. Clematis stans Sieb. et Zucc and Clematis terniflora may be used as the resource substitute of Clematis chinensis osbeck. The quality control, biological activity and clinical application of Clematis chinensis osbeck were summarized. The review covers 58 literatures.
引文
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