血人参石油醚部位化学成分研究

Chemical constituents from petroleum ether part of roots of Indigofera stachyodes

关键词:  血人参, 木蓝属, 化学成分, 分离纯化, 结构鉴定

Key words:  roots of Indigofera stachyodes, Indigofera, chemical constituents, isolation and purification, structural and identification

摘要:

为深入探究血人参中的活性物质成分,该文采用硅胶柱色谱、Sephadex LH-20柱色谱、半制备高效液相色谱以及重结晶等方法对血人参石油醚部位进行了系统分离纯化,并利用现代波谱技术对分离得到的单体化合物进行结构鉴定。结果表明:从血人参石油醚部位共分离得到22个单体化合物,分别鉴定为β-谷甾酮(1)、豆甾烷3,6-二酮(2)、6β-羟基-豆甾-4-烯-3-酮(3)、(22E)-5α,8α-epidioxyergosta-6, 22-dien-3β-ol(4)、美迪紫檀素(5)、sativan(6)、2',4'-二羟基查尔酮(7)、6,7-dimethoxy-4-hydroxy-1-naphthoic acid(8)、对羟基苯甲酸乙酯(9)、2,4-二羟基苯甲酸乙酯(10)、(9E,11E)-13-oxo-9,11-ocatadecadienoic acid(11)、(9E,11E)-13-oxo-9,11-octadecadienoic acid methyl ester(12)、9-oxo-10E,12E-octadecadienoic acid methyl ester(13)、9-hydroxy-10E,12Z-octadecadienoic acid methyl ester(14)、pinellic acid(15)、9-oxo-10E,12E-octadecadienoic acid-(2S)-2,3-dihydroxypropyl ester(16)、β-谷甾醇(17)、白桦脂酸(18)、3β-hydroxyolean-12-en-11-one(19)、高丽槐素(20)、珊瑚菜素(21)、棕榈酸(22)。其中,化合物1-3、7、11-16均为首次从豆科植物中分离得到,化合物1-16均为首次从木蓝属植物中分离得到,化合物1-16、18、19、21均为首次从血人参中分离得到。该研究结果进一步丰富了木蓝属植物血人参的化学结构类型,为该药材的进一步开发利用奠定了科学基础。

Abstract:

With the aim to investigate the active chemical constituents for the roots of Indigofera stachyodes, the petroleum ether part of this plant was separated and purified using silica gel column chromatography, Sephadex LH-20 column chromatography, semi-preparative high performance liquid chromatography, and recrystallization methods. The structures of obtained monomeric compounds were identified through modern spectral techniques by detail analysis of their electrospray ionization mass spectrometry, hydrogen and carbon nuclear magnetic resonance spectra data, as well as compared with the reported references. The results were as follows: twenty-two natural compounds were identified as β-sitostenone(1), stigmasta-3,6-di-one(2), 6β-hydroxystigmast-4-en-3-one(3),(22E)-5α,8α-epidioxyergosta-6,22-dien-3β-ol(4), medicarpin(5), sativan(6), 2',4'-dihydroxychaicone(7), 6,7-dimethoxy-4-hydroxy-1-naphthoic acid(8), p-hydroxybenzoic acid ethyl ester(9), 2,4-dihydroxybenzoic acid ethyl ester(10),(9E,11E)-13-oxo-9,11-ocatadecadienoic acid(11),(9E,11E)-13-oxo-9,11-octadecadienoic acid methyl ester(12), 9-oxo-10E,12E-octadecadienoic acid methyl ester(13), 9-hydroxy-10E,12Z-octadecadienoic acid methyl ester(14), pinellic acid(15)and 9-oxo-10E,12E-octadecadienoic acid-(2S)-2,3-dihydroxypropyl ester(16), β-sitosterol(17), betulinic acid(18), 3β-hydroxyolean-12-en-11-one(19), maackiain(20), phellopterin(21), palmitic acid(22). Of these compounds, ten compounds(compounds 1-3, 7, 11-16)were isolated from the Fabaceae for the first time; sixteen compounds(compounds 1-16)were obtained from Indigofera plant for the first time; at the same time, compounds 1-16, 18, 19, 21 were obtained from the roots of Indigofera stachyodes for the first time. Thus, the results of this research enrich the chemical structure types of roots of I. stachyodes, and afford a scientific foundation for its further rational use.