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肥皂草皂苷C,首个含α-D-半乳糖的三萜皂苷,以及来自肥皂草的五种相关化合物。

Saponarioside C, the first alpha-D-galactose containing triterpenoid saponin, and five related compounds from Saponaria officinalis.

作者信息

Jia Z, Koike K, Nikaido T

机构信息

Department of Pharmacognosy, School of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.

出版信息

J Nat Prod. 1999 Mar;62(3):449-53. doi: 10.1021/np980434w.

Abstract

Six novel triterpenoid saponins, named saponariosides C-H, were isolated from the whole plants of Saponaria officinalis. Their structures were established as saponarioside C (1), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-alpha-D-galactopyranosyl-(1-->6)-beta-D-glucopyranosyl-(1-- >6)-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside D (2), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside E (3), 3-O-beta-D-glucopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside F (4), 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->6) -[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranoside; saponarioside G (5), 3-O-beta-D-xylopyranosyl-16alpha-hydroxygypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->6)-[beta-D-glucopyranosyl-(1-->3 )]-beta-D-glucopyranoside; and saponarioside H (6), 3-O-beta-D-xylopyranosyl-gypsogenic acid-28-O-beta-D-glucopyranoside, by a combination of extensive NMR (DEPT, COSY, HOHAHA, HETCOR, HMBC, and NOESY) studies and chemical degradation.

摘要

从肥皂草的全株中分离出六种新型三萜皂苷,命名为肥皂草皂苷C - H。通过广泛的核磁共振(DEPT、COSY、HOHAHA、HETCOR、HMBC和NOESY)研究与化学降解相结合的方法,确定了它们的结构,分别为肥皂草皂苷C(1),3 - O - β - D - 吡喃木糖基 - 丝石竹皂苷元 - 28 - O - α - D - 吡喃半乳糖基 -(1→6)- β - D - 吡喃葡萄糖基 -(1→6)-[β - D - 吡喃葡萄糖基 -(1→3)]- β - D - 吡喃葡萄糖苷;肥皂草皂苷D(2),3 - O - β - D - 吡喃木糖基 - 丝石竹皂苷元 - 28 - O - β - D - 吡喃葡萄糖基 -(1→2)- β - D - 吡喃葡萄糖基 -(1→6) -[β - D - 吡喃葡萄糖基 -(1→3)]- β - D - 吡喃葡萄糖苷;肥皂草皂苷E(3),3 - O - β - D - 吡喃葡萄糖基 - 丝石竹皂苷元 - 28 - O - β - D - 吡喃葡萄糖基 -(1→2)- β - D - 吡喃葡萄糖基 -(1→6) -[β - D - 吡喃葡萄糖基 -(1→3)]- β - D - 吡喃葡萄糖苷;肥皂草皂苷F(4),3 - O - β - D - 吡喃木糖基 - 16α - 羟基丝石竹皂苷元 - 28 - O - β - D - 吡喃葡萄糖基 -(1→2)- β - D - 吡喃葡萄糖基 -(1→6) -[β - D - 吡喃葡萄糖基 -(1→3)]- β - D - 吡喃葡萄糖苷;肥皂草皂苷G(5),3 - O - β - D - 吡喃木糖基 - 16α - 羟基丝石竹皂苷元 - 28 - O - β - D - 吡喃葡萄糖基 -(1→6)-[β - D - 吡喃葡萄糖基 -(1→3 )]- β - D - 吡喃葡萄糖苷;以及肥皂草皂苷H(6),3 - O - β - D - 吡喃木糖基 - 丝石竹皂苷元 - 28 - O - β - D - 吡喃葡萄糖苷。

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