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藜麦中的新型齐墩果烷皂苷。

New oleanane saponins in Chenopodium quinoa.

作者信息

Dini I, Tenore G C, Schettino O, Dini A

机构信息

Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli Federico II, via D. Montesano 49, 80131 Naples, Italy.

出版信息

J Agric Food Chem. 2001 Aug;49(8):3976-81. doi: 10.1021/jf010361d.

Abstract

Six triterpenoid saponins were isolated from the seeds of Chenopodium quinoa (Chenopodiaceae). Their structures were as follows: phytolaccagenic acid 3-O-[alpha-L-arabinopyranosyl-(1' '-->3')-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranoside (1); spergulagenic acid 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl-28-O-beta-D-glucopyranoside (2); hederagenin 3-O-[beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranosyl]-28-O-beta-D-glucopyranoside (3); phytolaccagenic acid 3-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl]-28-O-beta-D-glucopyranoside (4); hederagenin 3-O-[beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->4)-beta-D-glucopyranosyl]-28-O-beta-D-glucopyranoside (5); and spergulagenic acid 3-O-[alpha-L-arabinopyranosyl-(1' '-->3')-beta-D-glucuronopyranosyl]-28-O-beta-D-glucopyranoside (6). Saponins 5 and 6 are new. The structures were characterized on the basis of hydrolysis and spectral evidence, including IR, UV, optical rotations, 1D- and 2D-NMR (HMQC and HMBC), ESIMS, and FABMS analyses.

摘要

从藜麦(藜科)种子中分离出六种三萜皂苷。它们的结构如下:商陆酸3 - O - [α - L - 阿拉伯吡喃糖基 - (1''→3') - β - D - 葡萄糖醛酸吡喃糖基] - 28 - O - β - D - 葡萄糖吡喃糖苷(1);蝇子草酸3 - O - [β - D - 葡萄糖吡喃糖基 - (1→2) - β - D - 葡萄糖吡喃糖基 - (1→3) - α - L - 阿拉伯吡喃糖基 - 28 - O - β - D - 葡萄糖吡喃糖苷(2);常春藤皂苷元3 - O - [β - D - 葡萄糖吡喃糖基 - (1→3) - α - L - 阿拉伯吡喃糖基] - 28 - O - β - D - 葡萄糖吡喃糖苷(3);商陆酸3 - O - [β - D - 葡萄糖吡喃糖基 - (1→4) - β - D - 葡萄糖吡喃糖基 - (1→4) - β - D - 葡萄糖吡喃糖基] - 28 - O - β - D - 葡萄糖吡喃糖苷(4);常春藤皂苷元3 - O - [β - D - 葡萄糖吡喃糖基 - (1→4) - β - D - 葡萄糖吡喃糖基 - (1→4) - β - D - 葡萄糖吡喃糖基] - 28 - O - β - D - 葡萄糖吡喃糖苷(5);以及蝇子草酸3 - O - [α - L - 阿拉伯吡喃糖基 - (1''→3') - β - D - 葡萄糖醛酸吡喃糖基] - 28 - O - β - D - 葡萄糖吡喃糖苷(6)。皂苷5和6是新的。通过水解和光谱证据对结构进行了表征,包括红外光谱(IR)、紫外光谱(UV)、旋光度、一维和二维核磁共振(HMQC和HMBC)、电喷雾离子化质谱(ESIMS)以及快原子轰击质谱(FABMS)分析。

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