New cytotoxic lignan glycosides from Phyllanthus glaucus.

New cytotoxic lignan glycosides from Phyllanthus glaucus.
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来自青叶下珠的新细胞毒性木脂素糖苷。

DOI:
10.1080/14786419.2015.1023198
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发表时间:
2015
影响因子:
2.2
通讯作者:
Zhang Ying-Jun
Zhang Ying-Jun
中科院分区:
化学3区
文献类型:
--
作者:
Yu Shan;Lv Jun-Jiang;Zhao Jian-Qiang;Li Yan;Wang Dong;Yang Chong-Ren;Xu Min;Zhang Ying-Jun

文献摘要

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在探索叶下珠活性先导化合物的过程中,从叶下珠全株甲醇提取物中分离得到两个新的糖苷类化合物:一个是芳基萘木脂素,即diphyllin 4-O-α-l-arabinopyranosyl-(1 → 3)-α-l-arabinopyranoside(1),另一个是酚类化合物,即3,4,5-三甲氧基苄醇7-O-α-l-arabinopyranosyl-(1 → 6)-β-d-glucopyranoside(2)。来自Müll阿古另外,还分离得到31个已知化合物,包括19个木脂素衍生物(3-21)、4个苯丙素类化合物(22-25)、7个简单酚类化合物(26-32)和1个单萜类化合物(33)。通过高分辨电喷雾质谱(HR-ESI-MS)、一维和二维核磁共振波谱分析以及柱前衍生/手性HPLC分析确定了它们的绝对构型。这些化合物均从P.我第一次见到他。此外,已知的木脂素苷叶下珠素C(5)对HL-60、MCF-7和SW 480细胞具有体外细胞毒作用,IC_(50)值分别为9.2 ± 0.2、19.2 ± 1.7和20.5 ± 0.9。
During the process of exploring bioactive lead compounds fromPhyllanthusspecies, two new glycosides including an arylnaphthalene lignan, diphyllin 4-O-α-l-arabinopyranosyl-(1 → 3)-α-l-arabinopyranoside (1), and a phenolic compound, 3,4,5-trimethoxybenzyl alcohol 7-O-α-l-arabinofuranosyl-(1 → 6)-β-d-glucopyranoside (2), were isolated from the methanol extract of the whole plants ofPhyllanthus glaucusWall. ex Müll. Arg. In addition, 31 known compounds, including 19 lignan derivatives (3–21), four phenylpropanoids (22–25), seven simple phenolics (26–32) and one monoterpenoid (33) were obtained. Their structures were determined on the basis of the HR-ESI-MS, 1D and 2D NMR spectroscopic analysis, and pre-column derivative/chiral HPLC analysis in case of1for the absolute configurations. All these compounds were obtained fromP. glaucusfor the first time. Moreover, the known lignan glycoside, phyllanthusmin C (5) showedin vitrocytotoxicities against HL-60, MCF-7 and SW480 cells with IC50values of 9.2 ± 0.2, 19.2 ± 1.7 and 20.5 ± 0.9, respectively.