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植物中的杀锥虫成分6. 1) 酸浆地上部分的微量睡茄内酯类化合物

Trypanocidal constituents in plants 6. 1) Minor withanolides from the aerial parts of Physalis angulata.

作者信息

Abe Fumiko, Nagafuji Shinya, Okawa Masafumi, Kinjo Junei

机构信息

Faculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2006 Aug;54(8):1226-8. doi: 10.1248/cpb.54.1226.

Abstract

Further study of the methanol extract of the aerial parts of Physalis angulata (Solanaceae) resulted in the isolation of new withanolides, designated physagulins L, M and N, together with known withanolide, physagulin D and flavonol glycoside, quercetin 3-O-rhamnosyl-(1-->6)-galactoside. The chemical structures of these new withanolides were elucidated by detailed spectroscopic analyses to be (20R,22R)-15alpha-acetoxy-5alpha,6beta,14beta,17beta,27-pentahydroxy-1-oxo-witha-2, 24-dienolide, (20S,22S)-15alpha-acetoxy-5alpha,6beta,14alpha,23beta-tetrahydroxy-1-oxo-witha-2,16,24-trienolide and (20S,22R)-15alpha-acetoxy-5beta,6beta-epoxy-14alpha-hydoxy-3beta-methoxy-1-oxo-witha-16,24-dienolide, respectively. All these compounds showed weak trypanocidal activity against trypomastigotes, an infectious form of Trypanosoma cruzi, the etiologic agent for Chagas' disease. Withanolides obtained in the previous paper showed considerable trypanocidal activity, suggesting the structure-activity relationships.

摘要

对酸浆(茄科)地上部分的甲醇提取物进行进一步研究,从中分离出了新的维A醇类化合物,命名为酸浆苦素L、M和N,同时还分离出了已知的维A醇类化合物酸浆苦素D以及黄酮醇苷槲皮素3 - O - 鼠李糖基 -(1→6) - 半乳糖苷。通过详细的光谱分析阐明了这些新维A醇类化合物的化学结构,分别为(20R,22R)-15α - 乙酰氧基 - 5α,6β,14β,17β,27 - 五羟基 - 1 - 氧代 - 威斯塔 - 2,24 - 二烯醇内酯、(20S,22S)-15α - 乙酰氧基 - 5α,6β,14α,23β - 四羟基 - 1 - 氧代 - 威斯塔 - 2,16,24 - 三烯醇内酯和(20S,22R)-15α - 乙酰氧基 - 5β,6β - 环氧 - 14α - 羟基 - 3β - 甲氧基 - 1 - 氧代 - 威斯塔 - 16,24 - 二烯醇内酯。所有这些化合物对锥鞭毛体均表现出较弱的杀锥虫活性,锥鞭毛体是恰加斯病的病原体克氏锥虫的一种感染形式。上一篇论文中获得的维A醇类化合物表现出相当强的杀锥虫活性,这表明了结构 - 活性关系。

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