有齿鞘柄木根及茎的化学成分研究

Chemical constituents of the roots and rhizomata of Torricellia angulata var. intermedia

关键词:  鞘柄木属, 有齿鞘柄木, 化学成分, 分离纯化, 结构鉴定

Key words:  Torricellia, Torricellia angulata var. intermedia, chemical constituents, isolation and purification, structure identification

摘要:

为探究有齿鞘柄木(Torricellia angulata var. intermedia)根及茎的化学成分,该研究采用D101大孔树脂、硅胶、制备型HPLC等色谱方法,对有齿鞘柄木根及茎的45%乙醇提取物进行分离纯化,通过一维质谱、二维质谱、高分辨质谱等鉴定化合物结构,并比较实验与理论计算的电子圆二色谱(electronic circular dichroism,ECD)光谱数据来确定化合物绝对构型。结果表明:从有齿鞘柄木的根及茎中得到15个化合物,分别鉴定为(7S,8S)-8,9-dihydroxy-3,5,7-trimethoxy phenicol-4-O-β-D-glucoside(1)、腺苷(2)、(8E)-decaene-4,6-diyn-1-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside(3)、2,6-二甲氧基苯醌(4)、软脂酸(5)、2,2'-氧代双(1,4-二叔丁苯)(6)、syringaldeyde-4-O-β-D-glucopyranoside(7)、植物醇(8)、对羟基苯甲醛(9)、(8R)-deca-2-trans-2-ene-4,6-diyn-1,8-diol(10)、烟酰胺(11)、aralidioside(12)、β-胡萝卜苷(13)、griselinoside(14)、2-(4-hydroxy-3-methoxyphenyl)-3-(2-hydroxy-5-methoxyphenyl)-3-oxo-1-propanol(15)。其中,化合物1为新的化合物,化合物2-4、6、7、9-12、15首次从鞘柄木属中分离得到。该研究结果丰富了有齿鞘柄木药材的植物化学信息,为其药效物质的阐明、质量标志物的寻找、药理机制的探寻及药物的研发提供了物质基础。

Abstract:

Torricellia angulata var. intermedia belongs to the genus Torricellia. In China, this plant is mainly found in Guangxi, Guizhou, Yunnan and Sichuan. T. angulata var. intermedia has been prescribed for the treatment of various diseases in the field of traditional Chinese medicine, such as rheumatoid arthritis, closed soft-tissue injuries. In order to study the chemical constituents of the roots and rhizoma of T. angulata var. intermedia. This paper explored the chemical constituents of 45% ethanol extraction of T. angulata var. intermedia by D101 macroporous resin, silica gel, preparative high performance liquid chromatography and other methods. Their structures were elucidated by extensive spectroscopic analysis such as 1D-NMR, 2D-NMR, HR-ESI-MS and so on. The absolute configurations were determined by comparison of the experimental and theoretically calculated ECD. The results were as follows: Fifteen compounds were isolated and identified as(7S,8S)-8,9-dihydroxy-3,5,7-trimethox phenicol-4-O-β-D-glucoside(1), adenosine(2),(8E)-decaene-4,6-diyn-1-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside(3), 2,6-dimethoxy-p-benzoquinone(4), palmiticacid(5), 2,2'-oxybis(1,4-di-tert-butylbenzene)(6), syringaldeyde-4-O-β-D-glucopyranoside(7), phytol(8), p-hydroxybenzaldehyde(9),(8R)-deca-2-trans-2-ene-4,6-diyn-1,8-diol(10), nicotinamide(11), aralidioside(12), β-daucosterol(13), griselinoside(14), 2-(4-hydroxy-3-methoxyphenyl)-3-(2-hydroxy-5-methoxyphenyl)-3-oxo-1-propanol(15). Among them, 1 was a new compound, 2-4, 6, 7, 9-12 and 15 were isolated from Toricellia for the first time. The results of this study enrich the phytochemical information of T. angulata var. intermedia, and provide a material basis for the elucidation of its pharmacodynamic substances, the search for quality markers, the exploration of pharmacological mechanisms and the development of drugs.