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云南獐牙菜的化学成分及其抗乙型肝炎病毒活性。

Chemical constituents of Swertia yunnanensis and their anti-hepatitis B virus activity.

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.

出版信息

Fitoterapia. 2013 Sep;89:175-82. doi: 10.1016/j.fitote.2013.05.023. Epub 2013 Jun 5.

DOI:10.1016/j.fitote.2013.05.023
PMID:23747320
Abstract

Four new triterpenoids, sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4), along with nineteen known compounds (5-23) were isolated from Swertia yunnanensis. Based on extensive spectroscopic analyses (1D- and 2D-NMR, HRESIMS, UV, IR, [α]D), the structures of sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4) were elucidated as taraxer-14-ene-3α,6β-diol, oleanolic acid 28-O-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranoside, 2α,3β-di-hydroxyolean-12-en-28-oic acid 28-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl (1→6)-β-D-glucopyranosyl(1→2)-β-D-glucopyranoside and hederagenin 28-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl(1→2)-β-D-glucopyranoside, respectively. Twenty-two compounds were evaluated for their anti-HBV activities on the HepG 2.2.15 cell line in vitro, of which nine compounds showed potent anti-HBV activities. Compounds 1, 5-6, 14-16 and 19 showed activities against the secretion of HBsAg (IC50 values from 0.10 to 1.76 mM) and HBeAg (IC50 values from 0.04 to 1.41 mM), and compounds 11 and 13-16 exhibited significant inhibition on HBV DNA replication (IC50 values from 0.01 to 0.09 mM).

摘要

从川西獐牙菜中分离得到四个新的三萜皂苷,即 sweriyunnangenin A(1)、sweriyunnanosides A(2)、B(3)和 C(4),以及十九个已知化合物(5-23)。基于广泛的光谱分析(1D 和 2D-NMR、HRESIMS、UV、IR、[α]D),确定了 sweriyunnangenin A(1)、sweriyunnanosides A(2)、B(3)和 C(4)的结构分别为蒲公英萜-14-烯-3α,6β-二醇、齐墩果酸 28-O-β-D-吡喃葡萄糖基-(1→2)-O-β-D-吡喃葡萄糖苷、2α,3β-二羟基齐墩果酸 28-O-β-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖苷和常春藤皂苷元 28-O-β-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖基(1→6)-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖苷。在 HepG 2.2.15 细胞系中,对 22 种化合物进行了抗 HBV 活性评价,其中 9 种化合物表现出较强的抗 HBV 活性。化合物 1、5-6、14-16 和 19 对 HBsAg(IC50 值为 0.10-1.76 mM)和 HBeAg(IC50 值为 0.04-1.41 mM)的分泌具有活性,化合物 11 和 13-16 对 HBV DNA 复制具有显著抑制作用(IC50 值为 0.01-0.09 mM)。

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