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曼尼希苷 B-F,来自鹅掌柴(Hook.f.)Harms 叶的五种新的三萜皂苷。

Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms.

机构信息

Research Unit of Environmental and Applied Chemistry, Department of Chemistry, Faculty of Science, University of Dschang, Box 183, Dschang, Cameroon; Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, 812-8582, Japan.

Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, 812-8582, Japan.

出版信息

Carbohydr Res. 2021 Apr;502:108279. doi: 10.1016/j.carres.2021.108279. Epub 2021 Mar 1.

DOI:10.1016/j.carres.2021.108279
PMID:33691222
Abstract

Fifteen triterpenoid saponins including five new compounds (Mannioside B: 3β-[(β-d-glucopyranosyl)oxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (1), mannioside C: 3β-[(β-d-glucopyranosyl)23-dioxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (2), mannioside D: 3β,23-dihydroxyurs-12-en-28-oic acid β-d-glucopyranosyl-(1 → 6)- β-d-glucopyranosyl ester (3), mannioside E: 3β-hydroxy-23-oxolup-20(29)-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (4) and mannioside F: (22S)-27β-[(β-d-glucopyranosyl)oxy]-22-hydroxyprotosta-12,24-dien-3β-yl β-d-glucopyranoside (5)) were isolated from the leaves of Schefflera mannii (Hook.f.) Harms. Their structures were established on the basis of 1D and 2D NMR data, mass spectrometry and chemical methods. The major isolated compounds were tested for their antiproliferative activity on human malignant epithelial (HeLa) cells but were not efficient at the concentration of 33 mM.

摘要

从 Schefflera mannii(Hook.f.)Harms 的叶子中分离得到了 15 种三萜皂苷,包括 5 种新化合物(曼尼糖苷 B:3β-[(β-d-吡喃葡萄糖基)氧基]熊-12-烯-28-羧酸 α-l-鼠李吡喃糖基-(1 → 4)-β-d-吡喃葡萄糖基-(1 → 6)-β-d-吡喃葡萄糖基酯 (1)、曼尼糖苷 C:3β-[(β-d-吡喃葡萄糖基)23-二氧基]熊-12-烯-28-羧酸 α-l-鼠李吡喃糖基-(1 → 4)-β-d-吡喃葡萄糖基-(1 → 6)-β-d-吡喃葡萄糖基酯 (2)、曼尼糖苷 D:3β、23-二羟基熊-12-烯-28-羧酸 β-d-吡喃葡萄糖基-(1 → 6)-β-d-吡喃葡萄糖基酯 (3)、曼尼糖苷 E:3β-羟基-23-氧代羽扇豆-20(29)-烯-28-羧酸 α-l-鼠李吡喃糖基-(1 → 4)-β-d-吡喃葡萄糖基-(1 → 6)-β-d-吡喃葡萄糖基酯 (4)和曼尼糖苷 F:(22S)-27β-[(β-d-吡喃葡萄糖基)氧基]-22-羟基原甾烷-12,24-二烯-3β-基 β-d-吡喃葡萄糖苷 (5))。它们的结构是基于 1D 和 2D NMR 数据、质谱和化学方法确定的。主要分离得到的化合物在 33mM 浓度下对人恶性上皮(HeLa)细胞的增殖活性没有影响。

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引用本文的文献

1
Manniosides G-J, New Ursane- and Lupane-Type Saponins from (Hook.f.) Harms.曼尼糖苷 G-J,来自(钩福氏)海姆的新型乌苏烷型和羽扇烷型皂苷。
Molecules. 2024 Jul 23;29(15):3447. doi: 10.3390/molecules29153447.