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莱苞迪苷 C,一种从珙桐茎皮中分离得到的新的三萜皂苷,抑制人神经胶质瘤细胞的生长。

Lebbeckoside C, a new triterpenoid saponin from the stem barks of inhibits the growth of human glioblastoma cells.

机构信息

a Faculté de Pharmacie, Pharmacognosie et Molécules Naturelles Bioactives, Laboratoire d'Innovation Thérapeutique, UMR 7200 , CNRS-Université de Strasbourg , Illkirch Cedex , France.

b Faculté de Sciences, Laboratoire de Pharmacochimie des Substances Naturelles, Département de Chimie Organique , Université de Yaoundé , Yaoundé , Cameroon.

出版信息

Nat Prod Res. 2019 Aug;33(16):2292-2299. doi: 10.1080/14786419.2018.1440231. Epub 2018 Feb 19.

Abstract

One new acacic acid-type saponin, named lebbeckoside C (), was isolated from the stem barks of Its structure was established on the basis of extensive analysis of 1D and 2D NMR (H, C NMR, DEPT, COSY, TOCSY, ROESY, HSQC and HMBC) experiments, HRESIMS studies, and by chemical evidence as 3--[-d-xylopyranosyl-(l→2)--d-fucopyranosyl-(1→6)-[-d-glucopyranosyl(1→2)]--d-glucopyranosyl]-21--{(2,6)-6--{4--[(2,6)-2,6-dimethyl-6--(-d-quinovopyranosyl)octa-2,7-dienoyl]-4--[(2,6)-2,6-dimethyl-6--(-d-quinovopyranosyl)octa-2,7-dienoyl]--d-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28 -[-d-quinovopyranosyl-(l→3)-[-l-arabinofuranosyl-(l→4)]--l-rhamnopyranosyl-(l→2)--d-glucopyranosyl] ester. The isolated saponin () displayed significant cytotoxic activity against the human glioblastoma cell line U-87 MG and TG1 stem-like glioma cells isolated from a patient tumor with IC values of 1.69 and 1.44 μM, respectively.

摘要

从 叶子的茎皮中分离得到一种新的槐糖脂型皂苷,命名为 lebbeckoside C ()。其结构是基于 1D 和 2D NMR(H、C NMR、DEPT、COSY、TOCSY、ROESY、HSQC 和 HMBC)实验、高分辨率质谱(HRESIMS)研究以及化学证据的广泛分析确定的,如 3--[-d-吡喃葡萄糖基-(l→2)--d-岩藻糖基-(1→6)-[-d-吡喃葡萄糖基(1→2)]--d-吡喃葡萄糖基]-21--{(2,6)-6--{4--[(2,6)-2,6-二甲基-6--(-d-奎诺糖基)辛二烯酰基]-4--[(2,6)-2,6-二甲基-6--(-d-奎诺糖基)辛二烯酰基]--d-奎诺糖基}-2,6-二甲基辛二烯酰基}槐糖酸 28 -[-d-奎诺糖基-(l→3)-[-l-阿拉伯呋喃糖基-(l→4)]--l-鼠李吡喃糖基-(l→2)--d-吡喃葡萄糖基]酯。分离得到的皂苷 ()对人神经胶质瘤细胞系 U-87 MG 和从具有 IC 值的患者肿瘤中分离得到的 TG1 类神经母细胞瘤样细胞表现出显著的细胞毒性活性,分别为 1.69 和 1.44 μM。

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