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矮牵牛种子中的甾体糖苷及其生物活性。

Steroidal glycosides from Petunia hybrida L. seeds and their biological activity.

作者信息

Shvets S A, Kintia P K, Naibi M A

机构信息

Institute of Genetics, Academy of Science, Chisinau, Moldova.

出版信息

Adv Exp Med Biol. 1996;404:251-62. doi: 10.1007/978-1-4899-1367-8_23.

DOI:10.1007/978-1-4899-1367-8_23
PMID:8957301
Abstract

A new plant source containing steroidal glycosides of the furostane and spirostane series has been shown. Ten individual steroidal glycosides (petuniosides) of the spirostane and furostane series have been isolated from Petunia hybrida L. seeds. They differ in the structures of aglycone and oligosaccharide chain, four of them are novel compounds, and their chemical structures have been established. Petuniosides A, C, and E are 3-O-beta-D-galactopyranoside spirostane; 3-O-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside spirostane; and 3-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside of (25R)-5 alpha-spirostan-3 beta-ol, respectively. Petuniosides B, D, and F are 3-O-beta-D-galactopyranoside spirostane; 3-O-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside spirostane; and 3-O-beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl (1-->4)-beta-D-galactopyranoside of (25R)-5 alpha-spirostane-2 alpha, 3 beta-diol, respectively. Petuniosides E and F are new compounds, and B, C, and D have been detected in the Petunia genus for the first time. Glycosides of the furostane series, petuniosides I and K, are derivatives of (25R)-5 alpha-spirostane-3 beta, 22 alpha, 26-triol, and K and M of (25R)-5 alpha-spirostane-2 alpha, 3 beta, 22 alpha, 26-tetraol. Petuniosides I and L are new compounds, and K and M are known, but have been detected in the Petunia genus for the first time. Growth-stimulating activity has been established for petunioside M. This glycoside has been shown to enhance cucumber resistance to cucumber green eye-sport mosaic virus.

摘要

已发现一种含有呋甾烷和螺旋甾烷系列甾体糖苷的新植物来源。从矮牵牛种子中分离出了螺旋甾烷和呋甾烷系列的10种单一甾体糖苷(矮牵牛苷)。它们在苷元及寡糖链结构上有所不同,其中4种为新化合物,其化学结构已确定。矮牵牛苷A、C和E分别是(25R)-5α-螺旋甾烷-3β-醇的3-O-β-D-吡喃半乳糖苷螺旋甾烷;3-O-β-D-吡喃葡萄糖基(1→4)-β-D-吡喃半乳糖苷螺旋甾烷;以及3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖基(1→4)-β-D-吡喃半乳糖苷。矮牵牛苷B、D和F分别是(25R)-5α-螺旋甾烷-2α,3β-二醇的3-O-β-D-吡喃半乳糖苷螺旋甾烷;3-O-β-D-吡喃葡萄糖基(1→4)-β-D-吡喃半乳糖苷螺旋甾烷;以及3-O-β-D-吡喃葡萄糖基(1→2)-β-D-吡喃葡萄糖基(1→4)-β-D-吡喃半乳糖苷。矮牵牛苷E和F是新化合物,B、C和D首次在矮牵牛属中被检测到。呋甾烷系列糖苷矮牵牛苷I和K是(25R)-5α-螺旋甾烷-3β,22α,26-三醇的衍生物,K和M是(25R)-5α-螺旋甾烷-2α,3β,22α,26-四醇的衍生物。矮牵牛苷I和L是新化合物,K和M是已知的,但首次在矮牵牛属中被检测到。已确定矮牵牛苷M具有生长刺激活性。该糖苷已被证明能增强黄瓜对黄瓜绿眼斑驳花叶病毒的抗性。

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