Constituents of Chinese Crude Drug"Wujiapi."VII. On the Structure of Glycoside E of Bei-Wujiapi

Constituents of Chinese Crude Drug"Wujiapi."VII. On the Structure of Glycoside E of Bei-Wujiapi
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DOI:
10.1248/cpb.20.2402
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发表时间:
1972-03
影响因子:
1.7
通讯作者:
S. Kawanishi;S. Sakuma;J. Shoji
S. Kawanishi;S. Sakuma;J. Shoji
中科院分区:
医学4区
文献类型:
--
作者:
S. Kawanishi;S. Sakuma;J. Shoji

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糖苷H1(I)的化学结构为C56 H90 O24,mp 182°,[α] 24 D-22。83°(EtOH),从北五加皮(Periploca sepittm BGE.)确定为Δ5-藜芦烯-3 β,20α-二醇(3)-[2-O-乙酰基-β-D-吡喃洋地黄糖基(1dig→4cym)-β-D-吡喃葡萄糖苷](20)-[β-D-吡喃葡萄糖基(1glu→ 6 glu)-β-D-吡喃葡萄糖基应该注意的是,糖苷H1是其糖部分连接到C-3和C-4上的藜芦烷型糖苷的第一个实例。萝摩苷的糖序列具有一定的规律性,如糖苷配基-(2,6-双脱氧糖或其3-O-甲基衍生物)O-1-(6-脱氧糖或其3-O-甲基衍生物)O_m-(葡萄糖)O_n。
The chemical structure of glycoside H1 (I), C56H90O24, mp 182°, [α]24D-22. 83°(EtOH), which was isolated from Bei-Wujiapi (cortex of Periploca sepittm BGE.), was established to be Δ5-pregnene-3β, 20α-diol (3)-[2-O-acetyl-β-D-digitalopyranosyl (1dig→4cym)-β-D-cymaropyranoside](20)-[β-D-glucopyranosyl (1glu→6glu)-β-D-glucopyranosyl (1glu→2dig)-β-D-digitalopyranoside].It should be noted that glycoside H1 is the first example of the pregnane type glycoside whose sugar moiety links to both C-3 and C-20 hydroxyl groups of the aglycone and that the sugar sequences of Asclepiadaceous glycosides are ruled by certain regularity, such as aglycone-(2, 6-dideoxysugar or its 3-O-methyl derivative) 0-l-(6-deoxysugar or its 3-Omethyl derivatives) o_m-(glucose) o-n.