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番荔枝素 - O(1) 和番荔枝素 - O(2),来自番荔枝种子的新型相邻双四氢呋喃类产乙酸天然产物。

Squamocin-O(1) and squamocin-O(2), new adjacent bis-tetrahydrofuran acetogenins from the seeds of Annona squamosa.

作者信息

Araya Hiroshi, Sahai Mahendra, Singh Shubhra, Singh Ajit Kumar, Yoshida Mitsuzi, Hara Noriyuki, Fujimoto Yoshinori

机构信息

National Institute for Agro-Environmental Sciences, Kan-nondai, Tsukuba, Ibaraki 305-8604, Japan.

出版信息

Phytochemistry. 2002 Dec;61(8):999-1004. doi: 10.1016/s0031-9422(02)00351-5.

DOI:10.1016/s0031-9422(02)00351-5
PMID:12453534
Abstract

Two bis-tetrahydrofuran acetogenins, squamocin-O(1) (1) and squamocin-O(2) (2), were isolated from a MeOH extract of seeds of Annona squamosa L. Their structures were determined by spectral means including precursor-ion scanning mass spectral analysis for their aminal derivatives. The configurations at the oxymethine chiral centers were assigned as 12R,15R,16R,19R,20R,23R,24S,28S,36S for 1 and 12S,15R,16R,19R,20R,23R,24S, 28S,36S for 2, based on 1H NMR analysis of their Mosher's ester derivatives and CD data.

摘要

从番荔枝种子的甲醇提取物中分离出两种双四氢呋喃产乙酸菌素,番荔枝辛 - O(1)(1)和番荔枝辛 - O(2)(2)。通过光谱手段,包括对其缩醛胺衍生物进行前体离子扫描质谱分析来确定它们的结构。基于对其莫舍尔酯衍生物的 1H NMR 分析和圆二色性(CD)数据,将 1 的羟次甲基手性中心的构型指定为 12R,15R,16R,19R,20R,23R,24S,28S,36S,2 的为 12S,15R,16R,19R,20R,23R,24S,28S,36S。

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