有齿鞘柄木根及茎的化学成分研究

Study on the chemical constituents of the roots and rhizoma of Toricellia 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:  Toricellia, Toricellia angulata var. intermedia, chemical constituents, isolation and purification, structure identification

摘要:

为探究有齿鞘柄木（Toricellia 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。比较实验与理论计算的ECD来确定化合物绝对构型。结果表明: 从有齿鞘柄木根及茎中得到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）、aralidiosid（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。

Abstract:

Toricellia angulata var. Intermedia belongs to the family Toricellia. In China, this plant is mainly found in Guangxi, Guizhou, Yunnan and Sichuang. 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 Toricellia 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 wsa a new compound, 2-4, 6, 7, 9-12 and 15 were isolated from genus Toricellia for the first time.