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篦齿虎耳草正丁醇部位的化学成分研究
引用本文:向伦,李文艳,黄慧莲,任刚,祝美宁,求加木,普尺,刘李意,黄玲玲,唐一钦,钟国跃,罗光明,蒋伟. 篦齿虎耳草正丁醇部位的化学成分研究[J]. 中草药, 2024, 55(8): 2510-2523
作者姓名:向伦  李文艳  黄慧莲  任刚  祝美宁  求加木  普尺  刘李意  黄玲玲  唐一钦  钟国跃  罗光明  蒋伟
作者单位:江西中医药大学 中药资源与民族药研究中心, 江西 南昌 330004;江西中医药大学药学院, 江西 南昌 330004;西藏藏医药大学, 西藏 拉萨 850000
基金项目:国家自然科学基金地区基金资助项目(82260825);江西中医药大学校级科技创新团队发展计划(CXTD22002)
摘    要:目的 对篦齿虎耳草Saxifraga umbellulata var. pectinata的正丁醇部位化学成分进行研究。方法 利用多种色谱层析方法(硅胶柱色谱、Sephadex LH-20凝胶柱色谱、ODS反相柱色谱和半制备HPLC等)进行分离纯化,运用理化性质结合现代波谱学(紫外分光光度法、红外分光光度法、核磁共振波谱法、质谱等)技术进行结构鉴定。结果 从篦齿虎耳草正丁醇部位中分离得到31个化合物,分别鉴定为(2S,4S)-6-(4-羟基苯基)已烷-2,4-二醇(1)、(4R)-4-羟基-6-(3,4-二羟基苯基)己烷-4-醇(2)、(2R)-6-(3,4-二羟基苯基)-2-羟基己烷-4-酮(3)、6-(4-羟基苯基)已烷-2,4-二醇(4)、(E)-9,10-二羟基-苯已基-2-烯-4-酮(5)、rhododendrin(6)、对香豆酸(7)、对羟基苯丙酸(8)、异落叶松脂素(9)、(5S)-5-丁氧基-7-(3,4-二羟基苯基)-1-(4-羟基苯基)-3-庚酮(10)、(5S)-5-丁氧基-1,7-二(4-羟基苯基)-3-庚酮(11)、1-(4-羟基苯基)-7-(3,4-二羟基苯...

关 键 词:篦齿虎耳草  虎耳草酚二醇  虎耳草酚  (R)-纤孔菌酚A  对羟基苯丙酸  异落叶松脂素  山柰酚-3-O-(6’’-乙酰基)-β-D-半乳糖苷
收稿时间:2024-01-15

Chemical constituents of n-butanol fraction of Saxifraga umbellulata var. pectinata
XIANG Lun,LI Wenyan,HUANG Huilian,REN Gang,ZHU Meining,QIU Jiamu,PU Chi,LIU Liyi,HUANG Lingling,TANG Yiqin,ZHONG Guoyue,LUO Guangming,JIANG Wei. Chemical constituents of n-butanol fraction of Saxifraga umbellulata var. pectinata[J]. Chinese Traditional and Herbal Drugs, 2024, 55(8): 2510-2523
Authors:XIANG Lun  LI Wenyan  HUANG Huilian  REN Gang  ZHU Meining  QIU Jiamu  PU Chi  LIU Liyi  HUANG Lingling  TANG Yiqin  ZHONG Guoyue  LUO Guangming  JIANG Wei
Affiliation:Research Center for Traditional Chinese Medicine Resources and Ethnic Minority Medicine, Jiangxi University of Chinese Medicine, Nanchang 330004, China;School of Pharmacy, Jiangxi University of Chinese Medicine, Nanchang 330004, China;University of Tibetan Medicine, Lhasa 850000, China
Abstract:Objective To investigate the chemical constituents of Saxifraga umbellulata var. pectinata (SUP). Method N-butanol fraction of SUP extract was isolated and purified by a variety of chromatographic methods including silica gel, Sephadex LH-20 gel and semi-preparative HPLC. And the isolated compounds'' structures were elucidated through the analysis of their physico-chemical properties combined with the modern spectroscopic techniques, such as UV, IR, NMR and MS, et al. Result A total of 31 compounds were isolated. They were identified as (2S,4S)-6-(4-hydroxyphenyl)hexane-2,4-diol (1), (4R)-6-(3,4- dihydroxyphenyl) hexane-4-ol (2), (2R)-6-(3,4-dihydroxyphenyl)-2-hydroxyhexan-4-one (3), 6-(4-hydroxyphenyl)hexane-2,4-diol (4), (E)9, 10-dihydroxy-phenylhex-2-en-4-one (5), rhododendrin (6), p-coumaric acid (7), 3-(4-hydroxyphenyl)propanoic acid (8), isolariciresinol (9), (5S)-5-butynoxy-7-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)heptan-3-one (10), (5S)-5-Butyloxy-1,7- di(4-hydroxyphenyl)-3-heptanone (11), 1-(4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)-5-O-β-D-glucopyranosyl-heptan-3-one (12), 5-hydroxy-1-(4-hydroxyphenyl)-7- (3,4-dihydroxyphenyl)-3-heptanone (13), alusenone (14), platyphyllenone (15), hannokinol (16), alnuheptanoid A (17), 5-hydroxy-1,7-bis(4-hydroxyphenyl)-3-heptanone (18), quercetin 3,7-di-O-α-L-rhamnoside (19), kaempferol 3,7-O-α-L-dirhamnopyranoside (20), hyperoside (21), rhamnetin-3-O-galactopyranoside (22), rhamnetin-3-O-rhamnoside (23), quercitrin (24), myricetin-3-O-β-D-galactopyranoside (25), kaempferol 3-O-(6''-acetyl)-β-D-galactopyranoside (26), quercetin (27), vomifoliol (28), 8,9-dihydromegastigmane-4,6-diene-3-one (29), tubiflorone (30), chakyunglupulin A (31). Conclusion Compounds 1-3 are new compounds, sequentially named as saxiphenadiol, saxifraphenol, and (R)-inonophenol A. Compounds 4, 8, 9, 10, 11, 12, 13, 17-20, 22, 23, 26, and 28-31 were isolated from Genus Saxifraga for the first time. Compounds 6, 7, 12, 14, 15, 16, 24 and 25 were isolated from S. umbellulata var. pectinata for the first time. Compounds 10 and 11 are the butylated artificial substances produced during the extraction. Furthermore, the above-mentioned flavonoids, diphenylheptanes, monophenyls, and cycloenes have certain chemical taxonomic value in plants of the genus Saxifraga.
Keywords:Saxifraga umbellulata Hook. f. et Thoms. var. pectinata (Marquand et Airy-Shaw) J. T. Pan  saxiphenadiol  saxifraphenol  (R)-inonophenol A  3-(4-hydroxyphenyl)propanoic acid  isolariciresinol  kaempferol 3-O-(6''-acetyl)-β-D-galactopyranoside
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