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来自毛蕊花属植物的柴胡皂苷同系物。毛蕊花皂苷I-VII的结构。

Saikosaponin homologues from Verbascum spp. The structures of mulleinsaponins I-VII.

作者信息

Miyase T, Horikoshi C, Yabe S, Miyasaka S, Melek F R, Kusano G

机构信息

School of Pharmaceutical Sciences, University of Shizuoka, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1997 Dec;45(12):2029-33. doi: 10.1248/cpb.45.2029.

Abstract

From the aerial parts of Verbascum (V.) sinaiticum, V. thapsiforme, V. fruticulosum and Celsia roripifolia, seven new saikosaponin homologues, called mulleinsaponins I-VII, having 13,28-epoxy-olean-11-ene skelton were isolated together with eight known saikosaponin homologues, 3-O-beta-D-fucopyranosyl saikogenin F, saikosaponin a, desrhamnosylverbascosaponin, songarosaponins C, D, mimengoside A and buddlejasaponins I, IV. The structures of mulleinsaponins I-VII were characterized as 3-O-beta-D-glucopyronosyl-(1-->3)-beta-D-fucopyranosyl-6-deoxy- saikogenin F, 3-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3)-beta-D - fucopyranosyl-16-deoxysaikogenin F, 3-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3)-beta-D - fucopyranosyl-saikogenin F, 3-O-alpha-L-rhamnopyranosyl- (1-->4)-beta-D-glucopyranosyl-(1-->3)-[beta-D-glucopyranosyl-(1-->2)]-be ta -D-fucopyranosyl-21 beta-hydroxysaikogenin F, 3-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3)-[beta- D- glucopyranosyl-(1-->2)]-beta-D-fucopyranosyl-21 beta-acetoxysaikogenin F, 3-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D- glucopyranosyl-(1-->3)-[beta-D-glucopyranosyl-(1-->2)]-beta-D- fucopyranosyl-16 beta-acetoxysaikogenin F and 3-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl- (1-->3)-[beta-D-glucopyranosyl-(1-->2)]-beta-D-fucopyranosylsaikogeni n F 16-O-beta-D-glucopyranoside, respectively, from chemical and spectroscopic evidence.

摘要

从毛蕊花属(Verbascum)的西奈毛蕊花(V. sinaiticum)、塔斯马尼亚毛蕊花(V. thapsiforme)、灌木状毛蕊花(V. fruticulosum)以及泽番椒属(Celsia)的泽番椒(Celsia roripifolia)的地上部分,分离得到了7个新的柴胡皂苷同系物,即毛蕊花皂苷I - VII,它们具有13,28 - 环氧 - 齐墩果 - 11 - 烯骨架,同时还分离得到了8个已知的柴胡皂苷同系物,分别为3 - O - β - D - 岩藻糖基柴胡皂苷元F、柴胡皂苷a、去鼠李糖毛蕊花皂苷、嵩明柴胡皂苷C、D、米门糖苷A以及醉鱼草皂苷I、IV。通过化学和光谱学证据,毛蕊花皂苷I - VII的结构分别被鉴定为3 - O - β - D - 吡喃葡萄糖基 - (1→3) - β - D - 吡喃岩藻糖基 - 6 - 脱氧柴胡皂苷元F、3 - O - α - L - 吡喃鼠李糖基 - (1→4) - β - D - 吡喃葡萄糖基 - (1→3) - β - D - 吡喃岩藻糖基 - 16 - 脱氧柴胡皂苷元F、3 - O - α - L - 吡喃鼠李糖基 - (1→4) - β - D - 吡喃葡萄糖基 - (1→3) - β - D - 吡喃岩藻糖基柴胡皂苷元F﹑3 - O - α - L - 吡喃鼠李糖基 - (1→4) - β - D - 吡喃葡萄糖基 - (1→3) - [β - D - 吡喃葡萄糖基 - (1→2)] - β - D - 吡喃岩藻糖基 - 21β - 羟基柴胡皂苷元F、3 - O - α - L - 吡喃鼠李糖基 - (1→4) - β - D - 吡喃葡萄糖基 - (1→3) - [β - D - 吡喃葡萄糖基 - (1→2)] - β - D - 吡喃岩藻糖基 - 21β - 乙酰氧基柴胡皂苷元F、3 - O - α - L - 吡喃鼠李糖基 - (1→4) - β - D - 吡喃葡萄糖基 - (1→3) - [β - D - 吡喃葡萄糖基 - (1→2)] - β - D - 吡喃岩藻糖基 - 16β - 乙酰氧基柴胡皂苷元F以及3 - O - α - L - 吡喃鼠李糖基 - (1→4) - β - D - 吡喃葡萄糖基 - (1→3) - [β - D - 吡喃葡萄糖基 - (1→2)] - β - D - 吡喃岩藻糖基柴胡皂苷元F 16 - O - β - D - 吡喃葡萄糖苷。

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