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杠板归中的三萜皂苷

Triterpenoid saponins from Hydrocotyle bonariensis Lam.

机构信息

Laboratoire de Pharmacognosie, UMIB, UPRES-EA 3660, Faculté de Pharmacie, Université de Bourgogne, 7 Bd Jeanne d'Arc, BP 87900, 21079 Dijon Cedex, France.

出版信息

Phytochemistry. 2012 Jan;73(1):142-7. doi: 10.1016/j.phytochem.2011.08.027. Epub 2011 Oct 20.

Abstract

Phytochemical investigation of the under-ground parts of Hydrocotyle bonariensis led to the isolation of five oleanane-type triterpenoid saponins, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-21-O-(2-methylbutyroyl)-22-O-acetyl-R(1)-barrigenol, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-21-O-(2-methylbutyroyl)-28-O-acetyl-R(1)-barrigenol, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-21-O-acetyl-R(1)-barrigenol, 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-R(1)-barrigenol, and 3-O-{β-D-glucopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl}-22-O-(2-methylbutyroyl)-A(1)-barrigenol, together with the known saniculoside-R1. Their structures were established by 2D NMR techniques and mass spectrometry. Six compounds were evaluated against two human colon cancer cell lines, HCT 116 and HT-29. Two compounds showed weak cytotoxicity with IC(50) 24.1 and 24.0, 83.0 and 83.6 μM against HT-29 and HCT 116, respectively.

摘要

地下部分的水龙骨科 Hydrocotyle bonariensis 的植物化学研究导致了五种齐墩果烷型三萜皂苷的分离,3-O-{β-D-吡喃葡萄糖基-(1 → 2)-[α-L-阿拉伯吡喃糖基-(1 → 3)]-β-D-吡喃葡萄糖醛酸基}-21-O-(2-甲基丁酰基)-22-O-乙酰基-R(1)-巴瑞根醇,3-O-{β-D-吡喃葡萄糖基-(1 → 2)-[α-L-阿拉伯吡喃糖基-(1 → 3)]-β-D-吡喃葡萄糖醛酸基}-21-O-(2-甲基丁酰基)-28-O-乙酰基-R(1)-巴瑞根醇,3-O-{β-D-吡喃葡萄糖基-(1 → 2)-[α-L-阿拉伯吡喃糖基-(1 → 3)]-β-D-吡喃葡萄糖醛酸基}-21-O-乙酰基-R(1)-巴瑞根醇,3-O-{β-D-吡喃葡萄糖基-(1 → 2)-[α-L-阿拉伯吡喃糖基-(1 → 3)]-β-D-吡喃葡萄糖醛酸基}-R(1)-巴瑞根醇和 3-O-{β-D-吡喃葡萄糖基-(1 → 2)-[α-L-阿拉伯吡喃糖基-(1 → 3)]-β-D-吡喃葡萄糖醛酸基}-22-O-(2-甲基丁酰基)-A(1)-巴瑞根醇,以及已知的山尼酸-R1。它们的结构通过 2D NMR 技术和质谱法确定。六种化合物针对两种人结肠癌细胞系 HCT 116 和 HT-29 进行了评估。两种化合物显示出较弱的细胞毒性,IC50 值分别为 24.1 和 24.0μM,对 HT-29 和 HCT 116 的抑制率为 83.0 和 83.6μM。

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