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来自麦冬(Liriope graminifolia (Linn.) Baker)的具有抗肿瘤活性的新型甾体皂苷。

Novel steroidal saponins from Liriope graminifolia (Linn.) Baker with anti-tumor activities.

作者信息

Wang Kui-Wu, Zhang Hong, Shen Lian-Qing, Wang Wei

机构信息

School of Food Science and Biotechnology, Zhejiang Gongshang University, Hangzhou 310035, PR China.

出版信息

Carbohydr Res. 2011 Feb 1;346(2):253-8. doi: 10.1016/j.carres.2010.11.015. Epub 2010 Nov 21.

DOI:10.1016/j.carres.2010.11.015
PMID:21163470
Abstract

Phytochemical investigation of the underground parts of Liriope graminifolia (Linn.) Baker resulted in the isolation of two new steroidal saponins lirigramosides A (1) and B (2) along with four known compounds. The structures were determined by extensive spectral analysis, including two-dimensional (2D) NMR spectroscopy and chemical methods, to be 3-O-[β-d-xylopyranosyl-(1→3)-α-l-arabinopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→4)]-β-d-glucopyranosyl-(25S)-spirost-5-ene-3β,17α-diol (1), 1-O-[α-l-rhamnopyranosyl-(1→2)-β-d-xylopyranosyl]-(25R)-ruscogenin (2), 1-O-β-d-xylopyranosyl-3-O-α-l-rhamnopyranosyl-(25S)-ruscogenin (3), 3-O-α-l-rhamnopyranosyl-1-O-sulfo-(25S)-ruscogenin (4), methylophiopogonanone B (5), and 5,7-dihydroxy-3-(4-methoxybenzyl)-6-methyl-chroman-4-one, (ophiopogonanone B, 6), respectively. Compound 1 has a new (25S)-spirost-5-ene-3β,17α-diol ((25S)-pennogenin) aglycone moiety. The isolated compounds were evaluated for their cytotoxic activities against Hela and SMMC-7721 cells.

摘要

对麦冬(Liriope graminifolia (Linn.) Baker)地下部分进行植物化学研究,分离得到了两种新的甾体皂苷麦冬糖苷A(1)和B(2)以及四种已知化合物。通过广泛的光谱分析,包括二维(2D)核磁共振光谱和化学方法,确定其结构分别为3 - O - [β - d - 吡喃木糖基 - (1→3) - α - l - 吡喃阿拉伯糖基 - (1→2) - [α - l - 吡喃鼠李糖基 - (1→4)] - β - d - 吡喃葡萄糖基 - (25S) - 螺旋甾 - 5 - 烯 - 3β,17α - 二醇(1)、1 - O - [α - l - 吡喃鼠李糖基 - (1→2) - β - d - 吡喃木糖基] - (25R) - 鲁斯可皂苷元(2)、1 - O - β - d - 吡喃木糖基 - 3 - O - α - l - 吡喃鼠李糖基 - (25S) - 鲁斯可皂苷元(3)、3 - O - α - l - 吡喃鼠李糖基 - 1 - O - 磺基 - (25S) - 鲁斯可皂苷元(4)、甲基麦冬黄酮B(5)和5,7 - 二羟基 - 3 - (4 - 甲氧基苄基) - 6 - 甲基 - 色满 - 酮(麦冬黄酮B,6)。化合物1具有一个新的(25S) - 螺旋甾 - 5 - 烯 - 3β,17α - 二醇((25S) - 潘尼皂苷元)苷元部分。对分离得到的化合物进行了针对Hela和SMMC - 7721细胞的细胞毒性活性评估。

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