Phytochemicals from the stem wood of Sorbus lanata (D. Don.) Schauer

Phytochemicals from the stem wood of Sorbus lanata (D. Don.) Schauer
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花梨 (Sorbus lanata (D. Don.) Schauer) 茎材的植物化学物质

DOI:
10.1016/j.phytol.2012.10.002
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发表时间:
2013
影响因子:
1.7
通讯作者:
Uddin G
Uddin G
中科院分区:
生物学4区
文献类型:
--
作者:
Uddin G

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三个新的酚类化合物,sorlanin(4-(3-(羟甲基)-5-甲氧基-7-苯基-2,3-二氢苯并[B][1,4]二恶英-2-基)-2-甲氧基苯酚,1),山梨醇(2-((3,5-二甲氧基-[1,1 ′-联苯]-4-基)氧基)-1-(4-羟基-3-甲氧基苯基)丙烷-1,3-二醇,2)和山梨糖醇(4-(3-(羟甲基)-5,6-二甲氧基-2,3-二氢苯并[B][1,4]二恶英并[2,3-g]苯并呋喃-2-基)-2-甲氧基苯酚,3),以及八种已知化合物,聚水苏醇(4),异落叶松树脂酚(5),从花楸(Sorbuslanata)中分离得到5个化合物,分别为二氢脱氢双子叶醇(dihydrodehydrodiconiferylalcohol,6)、结核菌素(tubercatin,7)、卵孢菌素E(ovafolininin E,8)、桃叶珊瑚肝素(aucuparin,9)、2′-甲氧基桃叶珊瑚肝素(2 ′-methoxyaucuparin,10)和3-(3,4-二羟基苯基)丙烯酸二十四烷基酯(tetracosyl-3-(3,4-dihydroxyphenyl)acrylate,11)。通过UV、IR、1D和2D NMR、ESI-MS和HRES-MS等光谱技术对这些化合物的结构进行了鉴定。化合物9和10为首次从花楸属植物中分离得到。化合物6、7、10和11具有明显的DPPH自由基清除活性,其IC 50值分别为9.2、11.7、23.0和33.7μM。
Three new phenolic compounds, sorlanin (4-(3-(hydroxymethyl)-5-methoxy-7-phenyl-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)-2-methoxyphenol, 1), sorbanin (2-((3,5-dimethoxy-[1,1′-biphenyl]-4-yl)oxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol, 2) and sorbalanin (4-(3-(hydroxymethyl)-5,6-dimethoxy-2,3-dihydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-2-yl)-2-methoxyphenol, 3), together with eight known compounds, polystachyol (4), isolariciresinol (5), dihydrodehydrodiconiferyl alcohol (6), tuberculatin (7), ovafolinin E (8), aucuparin (9), 2′-methoxyaucuparin (10), and tetracosyl-3-(3,4-dihydroxyphenyl)acrylate (11), were isolated from Sorbus lanata. The structures of these phytoconstituents were elucidated through extensive spectroscopic techniques, including UV, IR, 1D and 2D NMR, ESI-MS and HRESI-MS experiments. All the compounds except 9 and 10 were isolated for the first time from the genus Sorbus. The isolated compounds were also tested in DPPH radical scavenging reaction where compounds 6, 7, 10 and 11 showed significant activities with IC50values of 9.2, 11.7, 23.0 and 33.7μM, respectively.
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