Bioactive saponins and glycosides. XVII. Inhibitory effect on gastric emptying and accelerating effect on gastrointestinal transit of tea saponins: Structures of assamsaponins F, G, H, I, and J from the seeds and leaves of the tea plant
Bioactive saponins and glycosides. XVII. Inhibitory effect on gastric emptying and accelerating effect on gastrointestinal transit of tea saponins: Structures of assamsaponins F, G, H, I, and J from the seeds and leaves of the tea plant
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DOI：
10.1248/cpb.48.1720
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发表时间：
2000-11-01
影响因子：
1.7
通讯作者：
Yoshikawa, M
中科院分区：
文献类型：
--
作者：
Murakami, T;Nakamura, J;Yoshikawa, M
从茶树（Camellia sinensis L.）种子中分离得到4个新皂苷，分别命名为阿萨姆皂苷F、G、H和I。变种assamica PIERRE），而assamsaponin J是从其叶中分离的。根据化学和物理化学证据，确定了阿萨姆皂苷F-J的结构，并发现其为16，22-O-二乙酰基-21-O-当归基茶皂精醇E3-O-[β-D-吡喃半乳糖基（1 -> 2）][β-D-吡喃葡萄糖基（1-> 2）-α-L-吡喃阿拉伯糖基（1 -> 3）]-β-D-吡喃葡萄糖苷酸，21-O-当归酰基-22-O-乙酰基茶皂精醇E3-O-[β-D-吡喃半乳糖基（1 -> 2）][β-D-吡喃葡萄糖基（1 -> 2）-α-L-吡喃阿拉伯糖基（1 -> 3）]-β-D-吡喃葡萄糖苷酸，21-O-当归酰基-28-O-乙酰基茶皂精醇E3-O-[β-D-吡喃半乳糖基（1 -> 2）][β-D-吡喃葡萄糖基（1->2）-α-L-吡喃阿拉伯糖基（1 -> 3）]-β-D-吡喃葡萄糖苷酸，21-O-惕各酰基-28-O-乙酰基茶皂精醇E3-O-[β-D-吡喃半乳糖基（1 -> 2）][β-D-吡喃葡萄糖基（1->2）-α-L-吡喃阿拉伯糖基（1->3）]-β-D-吡喃葡萄糖苷酸，和16，21-O-二乙酰基-22-O-肉桂酰基茶皂精醇B 3-O-[β-D-吡喃半乳糖基（1->2）][β-D-吡喃鼠李糖基（1 -> 2）-α-L-吡喃阿拉伯糖基（1 -> 3）]-β-D-吡喃葡萄糖苷酸，发现来自茶树种子的皂苷混合物对小鼠的胃排空表现出抑制作用，并对胃肠道转运表现出加速作用。茶皂苷E-1是茶树的主要皂苷，显示出有效的活性，而茶皂苷E-2没有显示出活性，因此从药理学的观点来看，皂苷元部分中酰基的位置是重要的。
Following the investigation of assamsaponins A, B, C, D, and E, four new saponins termed assamsaponins F, G, H, and I were isolated from the seeds of the tea plant (Camellia sinensis L. var. assamica PIERRE), while assamsaponin J was isolated from its leaves. The structures of assamsaponins F-J were elucidated on the basis of chemical and physicochemical evidence and found to be 16,22-O-diacetyl-21-O-angelogyltheasapogenol E 3-O-[beta -D-galactopyranosyl(1 --> 2)][beta -D-glucopyranosyl(1 --> 2)-alpha -L-arabinopyranosyl(1 --> 3)]-beta -D-glucopyranosiduronic acid, 21-O-angeloyl-22-O-acetyltheasapogenol E 3-O-[beta -D-galactopyranosyl(1 --> 2)][beta -D-glucopyranosyl(1 --> 2)-alpha -L-arabinopyranosyl(1 --> 3)]-beta -D-glucopyranosiduronic acid, 21-O-angeloyl-28-O-acetyltheasapogenol E 3-O-[beta -D-galactopyranosyl(1 --> 2)][beta -D-glucopyranosyl(1-->2)-alpha -L-arabinopyranosyl(1 --> 3)]-beta -D-gucopyranosiduronic acid, 21-O-tigloyl-28-O-acetyltheasapogenol E 3-O-[beta -D-galactopyranosyl(1 --> 2)][beta -D-glucopyranosyl(1-->2)-alpha -L-arabinopyranosyl(1-->3)]-beta -D-glucoypyranosiduronic acid, and 16,21-O-diacetyl-22-O-cinnamoyltheasapogenol B 3-O-[beta -D-galactopyranosyl(1-->2)][beta -D-rhamnopyranosyl(1 --> 2)-alpha -L-arabinopyranosyl(1 --> 3)]-beta -D-glucopyranosiduronic acid, respectively.The saponin mixture from the seeds of the tea plant was found to exhibit an inhibitory effect on gastric emptying and an accelerating effect on gastrointestinal transit in mice. Theasaponin E-1, the principle saponin of the tea plant, showed potent activity, while theasaponin E-2 showed none, so that the position of the acyl groups in the sapogenin moiety is important from a pharmacological point of view.