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无患子果实和虫瘿中的三萜皂苷

Triterpenoid saponins from the fruits and galls of Sapindus mukorossi.

作者信息

Huang Hui-Chi, Wu Ming-Der, Tsai Wei-Jern, Liao Sin-Chung, Liaw Chia-Ching, Hsu Li-Chuan, Wu Yang-Chang, Kuo Yao-Haur

机构信息

Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung, Taiwan, ROC.

出版信息

Phytochemistry. 2008 May;69(7):1609-16. doi: 10.1016/j.phytochem.2007.10.033. Epub 2008 Mar 10.

DOI:10.1016/j.phytochem.2007.10.033
PMID:18329676
Abstract

Six saponins, sapinmusaponin K (1) [hederagenin-3-O-(3-O-acetyl-alpha-L-arabinopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside], sapinmusaponin L (2) [hederagenin-3-O-(4-O-acetyl-alpha-L-arabinopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabino-pyranoside], sapinmusaponin M (3) [hederagenin-3-O-(2,3-O-diacetyl-beta-D-xylopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside], sapinmusaponin N (4) [hederagenin-3-O-(2,4-O-diacetyl-beta-D-xylopyranosyl)-(1-->3)-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside], sapinmusaponin O (5) [3,7,20(S)-trihydroxydammar-24-ene-3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-glucopyranoside], and sapinmusaponin P (6) [3,7,20(R)-trihydroxydammar-24-ene-3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-d-glucopyranoside], along with seven known saponins (7-13), were isolated from fruits and the galls of Sapindus mukorossi. Their structures were elucidated by 1D and 2D NMR spectroscopic techniques and acid hydrolysis. Biological evaluation indicated that saponins 1-4 and 7-13 showed moderate cytotoxicity against several human tumor cell lines.

摘要

从无患子的果实和虫瘿中分离得到了6种皂苷,即无患子皂苷K(1)[海柯皂苷元-3-O-(3-O-乙酰基-α-L-阿拉伯吡喃糖基)-(1→3)-α-L-鼠李吡喃糖基-(1→2)-α-L-阿拉伯吡喃糖苷]、无患子皂苷L(2)[海柯皂苷元-3-O-(4-O-乙酰基-α-L-阿拉伯吡喃糖基)-(1→3)-α-L-鼠李吡喃糖基-(1→2)-α-L-阿拉伯吡喃糖苷]、无患子皂苷M(3)[海柯皂苷元-3-O-(2,3-O-二乙酰基-β-D-木吡喃糖基)-(1→3)-α-L-鼠李吡喃糖基-(1→2)-α-L-阿拉伯吡喃糖苷]、无患子皂苷N(4)[海柯皂苷元-3-O-(2,4-O-二乙酰基-β-D-木吡喃糖基)-(1→3)-α-L-鼠李吡喃糖基-(1→2)-α-L-阿拉伯吡喃糖苷]、无患子皂苷O(5)[3,7,20(S)-三羟基达玛-24-烯-3-O-α-L-鼠李吡喃糖基-(1→2)-β-D-葡萄糖吡喃糖苷]和无患子皂苷P(6)[3,7,20(R)-三羟基达玛-24-烯-3-O-α-L-鼠李吡喃糖基-(1→2)-β-D-葡萄糖吡喃糖苷],以及7种已知皂苷(7 - 13)。通过一维和二维核磁共振波谱技术以及酸水解对它们的结构进行了阐明。生物学评价表明,皂苷1 - 4和7 - 13对几种人类肿瘤细胞系显示出中等程度的细胞毒性。

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