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从Clematis argentilucida 的根部中分离得到两种新的细胞毒三萜皂苷。

Two new cytotoxic triterpenoid saponins from the roots of Clematis argentilucida.

机构信息

Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, Xi'an 710032, PR China.

出版信息

Fitoterapia. 2012 Jun;83(4):759-64. doi: 10.1016/j.fitote.2012.03.003. Epub 2012 Mar 11.

Abstract

Bioassay-guided fractionation of the n-BuOH extract of the roots of Clematis argentilucida led to the isolation of two new triterpenoid saponins along with a known one, cussonside B (3). By extensive spectral analysis and chemical evidences, the structures of the two new saponins were determined to be 3β-O-[β-D-ribopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl] hederagenin-11,13-dien-28-oic acid (1) and 3β-O-{β-D-ribopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-β-D-xylopyranosyl} oleanolic acid (2), respectively. Saponin 1 is the first example of triterpenoid saponins with two double bonds located at C-11 and C-13 in the aglycone from the genus Clematis. The two new saponins exhibited significant cytotoxicity against human leukemia HL-60 cell lines, human hepatocellular carcinoma Hep-G2 cell lines and human glioblastoma U251MG cell lines with a range of IC(50) values from 2.74 to 25.40μM, while 3 showed inactivity against all of the three cancer cell lines.

摘要

从Clematis argentilucida 的根的 n-BuOH 提取物进行生物测定指导的分段分离,导致分离出两种新的三萜皂苷,以及一种已知的 cussonside B(3)。通过广泛的光谱分析和化学证据,确定了两种新皂苷的结构分别为 3β-O-[β-D-核糖吡喃基-(1→3)-α-L-鼠李吡喃基-(1→2)-α-L-阿拉伯吡喃基]齐墩果酸-11,13-二烯-28-酸(1)和 3β-O-{β-D-核糖吡喃基-(1→3)-α-L-鼠李吡喃基-(1→2)-[β-D-吡喃葡萄糖基-(1→4)]-β-D-木吡喃基}齐墩果酸(2)。皂苷 1 是第一个在糖部分具有两个双键位于 C-11 和 C-13 的三萜皂苷的例子,来自Clematis 属。两种新皂苷对人白血病 HL-60 细胞系、人肝癌 Hep-G2 细胞系和人神经胶质瘤 U251MG 细胞系具有显著的细胞毒性,IC50 值范围为 2.74 至 25.40μM,而 3 对所有三种癌细胞系均无活性。

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