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血人参石油醚部位化学成分研究

王 欢1,2, 周 谣1,2, 张 灿1, 刘 青3, 周 萍3, 李金玉1,2, 娄华勇1,2, 潘卫东1,2*
1. 贵州医科大学省部共建药用植物功效与利用国家重点实验室/药学院, 贵阳 550025;2.贵州省中国科学院 天然产物化学重点实验室,贵阳 550014;3. 贵阳德昌祥药业有限公司,贵阳 550200
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。
关键词:  血人参, 木蓝属, 化学成分, 分离纯化, 结构鉴定
DOI:10.11931/guihaia.gxzw202112044
分类号:Q946
文章编号:1000-3142(2023)01-0139-09
基金项目:国家自然科学基金(U1812403,32060100,32100322); 贵州省科技计划项目(黔科合基础-ZK [2021]一般534)。
 
Chemical constituents from petroleum ether part of roots of Indigofera stachyodes
WANG Huan1,2, ZHOU Yao1,2, ZHANG Can1, LIU Qing3, ZHOU Ping3, LI Jinyu1,2, LOU Huayong1,2, PAN Weidong1,2*
1. State Key Laboratory of Functions and Applications of Medicinal Plants/School of Pharmaceutial SciencesGuizhou Medcial University, Guiyang 550025, China;2. Key Laboratory of Chemistry for Natural Product of Guizhou Province and Chinese Academy of Sciences, Guiyang 550014, China;3. Guiyang Dechangxiang Pharmaceutical Co., Ltd., Guiyang 550200, China
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.
Key words:  roots of Indigofera stachyodesIndigofera, chemical constituents, isolation and purification, structural and identification
 
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