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小黄皮茎的木脂素类化学成分研究 被引量:4

Lignans from stems of Clausena emarginata
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摘要 目的研究小黄皮Clausena emarginata茎的木脂素类化学成分。方法采用硅藻土、硅胶等多种柱色谱、MPLC及制备型HPLC等方法对小黄皮茎的木脂素类化学成分进行分离纯化,根据理化性质结合现代波谱学方法鉴定化合物结构;并对其抑制脂多糖(LPS)诱导小胶质细胞BV2细胞一氧化氮(NO)的活性进行测试。结果从小黄皮茎的95%乙醇提取物的氯仿部位分离得到16个木脂素类化合物,分别鉴定为buddlenol C(1)、hedyotol D(2)、hedyotol C(3)、3-(2,4-二羟基-3-甲氧基苄基)-4-(4-羟基-3-甲氧基苄基)四氢呋喃(4)、tripterygiol(5)、busaliol(6)、2,3-bis[(4-hydroxy-3,5-dimethoxyphenyl)-methyl]-1,4-butanediol(7)、polystachyol(8)、丁香树脂酚(9)、nitidanin(10)、4-[3-hydroxymethyl-5-((E)-3-hydroxypropenyl)-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol(11)、erythro-guaiacylglycerol-β-O-4′-sinapyl ether(12)、erythro-guaiacylglycerol-8-O-4′-(coniferyl alcohol)ether(13)、赤式-1-(4-羟基-3-甲氧基苄基)-2-(4-甲酰基-2-甲氧基苯氧基)-丙烷-1,3-二醇(14)、rosalaevin B(15)和去氢双松柏醇(16)。结论化合物1~15为首次从该植物中分离得到,化合物8和16对LPS诱导BV2细胞产生NO具有一定的抑制活性。 Objective To investigate the lignans from the stems of Clausena emarginata. Methods The compounds were isolated and purified by chromatography on kieselguhr, silica gel, MPLC, and preparative HPLC. Their structures were identified on the basis of spectral data and physicochemical properties. Inhibitory activities on LPS-induced NO production of the lignans were initially investigated. Results Sixteen lignans were isolated from the CHCl3 fractions of 95% ethanol extract of the stems of C. emarginata, and their structures were identified as buddlenol C(1), hedyotol D(2), hedyotol C(3), 3-(2,4-dihydroxy-3-methoxybenzyl)-4-(4-hydroxy-3-methoxybenzyl) tetrahydrofuran(4), tripterygiol(5), busaliol(6), 2,3-bis [(4-hydroxy-3,5-dimethoxyphenyl)-methyl]-1,4-butanediol(7), polystachyol(8), syringaresinol(9), nitidanin(10), 4-[3-hydroxymethyl-5-((E)-3-hydroxypropenyl)-7-methoxy-2,3-dihydrobenzofuran-2-yl]-2,6-dimethoxy-phenol(11), erythro-guaiacylglycerol-β-O-4′-sinapyl ether(12), erythro-guaiacylglycerol-8-O-4′-(coniferyl alcohol) ether(13), erythro-1-(4-hydroxy-3-methoxyphenyl)-2-(4-formyl-2-methoxyphenoxy)-propane-1,3-diol(14), rosalaevin B(15), and dehydroconiferyl alcohol(16). Conclusion Compounds 1—15 are isolated from this plant for the first time. Compounds 8 and 16 show inhibitory effects against LPS-induced NO production in microglia BV2 Cell.
作者 夏红旻 张东明 XIA Hong-min;ZHANG Dong-ming(State Key Laboratory of Bioactive Substance and Function of Natural Medicines,Institute of Materia Medica,Chinese Academy of Medical Sciences and Peking Union Medical College,Beijing 100050,China;Taishan Scholar-Distinguished Experts Position,Key Disciplines on Analysis of Traditional Chinese Medicine,Shandong Key Laboratory of Chinese Medicine Quality Standard Research,Shandong Academy of Chinese Medicine,Jinan 250014,China)
出处 《中草药》 CAS CSCD 北大核心 2018年第19期4494-4499,共6页 Chinese Traditional and Herbal Drugs
基金 国家自然科学基金资助项目(21272278)
关键词 小黄皮 木脂素 polystachyol 丁香树脂酚 去氢双松柏醇 抗炎活性 Clausena emarginata Huang lignans polystachyol syringaresinol dehydroconiferyl alcohol anti-inflammatory activity
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