Biologically active triterpenoid saponins from Acanthopanax senticosus
Biologically active triterpenoid saponins from Acanthopanax senticosus
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DOI：
10.1021/np060195
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发表时间：
2006-11-27
影响因子：
5.1
通讯作者：
Koike, Kazuo
中科院分区：
文献类型：
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作者：
Jiang, Wenhong;Li, Wei;Koike, Kazuo
从刺五加叶中分离得到三个新的三萜皂苷，即刺五加皂苷A（1）、B（7）和C（13）。这些新皂苷的结构被确定为3-O-β-D-吡喃葡萄糖基-（1 -> 2）-α-L-吡喃阿拉伯糖基-30-降冰片-12，20（29）-二烯-28-酸28-O-α-L-吡喃鼠李糖基（1 -> 4）-6-O-乙酰基-β-D-吡喃葡萄糖基-（1 -> 6）-β-D-吡喃葡萄糖基酯（1），3-O-β-D-吡喃葡萄糖基-（1 -> 2）-R-Larabinopyranosyl油酸28-O-α-L-吡喃鼠李糖基-（1 -> 4）-6-O-乙酰基-β-D-吡喃葡萄糖基-（1 -> 6）-β-D-吡喃葡萄糖基酯（7），和3-O-α-L-吡喃鼠李糖基-（1 -> 2）-α-L-吡喃阿拉伯糖基-3 β-羟基齐墩果-12-烯-28，29-二酸（13）。在已知化合物中，无梗苷和牛磺苷H-1为首次从A.有感觉的检测化合物1-15对胰脂肪酶的生物活性。刺五加苷C-1（6）、牛磺苷H-1（11）、3-O-α-鼠李糖基-（1 -> 2）-α-阿拉伯糖基中胚状体生成酸（12）、刺五加苷C（13）、无梗皂苷（14）和Chiisanoside（15）在体外抑制胰脂肪酶活性。反过来，刺五加苷C-2（3），D-2（5），C-4（8）和C-3（10）和常春藤皂苷B（9）增强这种酶。
Three new triterpenoid saponins, acanthopanaxosides A (1), B (7), and C (13), were isolated from the leaves of Acanthopanax senticosus, together with 12 known saponins. The structures of these new saponins were established as 3-O-beta-D-glucopyranosyl-(1 -> 2)-alpha-L-arabinopyranosyl-30-nor-olean-12,20(29)-dien-28-oic acid 28-O-alpha-L-rhamnopyranosyl (1 -> 4)-6-O-acetyl-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester (1), 3-O-beta-D-glucopyranosyl-(1 -> 2)-R-Larabinopyranosyl oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1 -> 4)-6-O-acetyl-beta-D-glucopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester ( 7), and 3-O-alpha-L-rhamnopyranosyl-(1 -> 2)-alpha-L-arabinopyranosyl-3 beta-hydroxyolean-12-ene-28,29-dioic acid ( 13), on the basis of spectroscopic analysis and chemical degradation. Among the known compounds, sessiloside and tauroside H-1 are reported for the first time from A. senticosus. The biological activity of compounds 1-15 was examined against pancreatic lipase. Ciwujianoside C-1 (6), tauroside H-1 (11), 3-O-alpha-rhamnopyranosyl-(1 -> 2)-alpha-arabinopyranosyl mesembryanthemoidigenic acid (12), acanthopanaxoside C (13), sessiloside (14), and chiisanoside (15) inhibited pancreatic lipase activity in vitro. In turn, ciwujianosides C-2 (3), D-2 (5), C-4 (8), and C-3 (10) and hederasaponin B (9) enhanced this enzyme.