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从圆叶茑萝种子中分离得到的三种新树脂糖苷和一种新的四氢吡喃衍生物。

Three new resin glycosides and a new tetrahydropyran derivative from the seeds of Quamoclit pennata.

作者信息

Ono Masateru, Takaki Yoshinari, Takatsuji Masamitsu, Akiyama Kousuke, Okawa Masafumi, Kinjo Junei, Miyashita Hiroyuki, Yoshimitsu Hitoshi, Nohara Toshihiro

机构信息

School of Agriculture, Tokai University, 5435 Minamiaso, Aso, Kumamoto 869-1404, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2012;60(8):1083-7. doi: 10.1248/cpb.c12-00334.

DOI:10.1248/cpb.c12-00334
PMID:22863715
Abstract

Three new resin glycosides, quamoclins V (1), VI (2), and VII (3) and a new tetrahydropyran derivative, quamopyran (4), were isolated from the seeds of Quamoclit pennata BOJER (Convolvulaceae). The chemical structures of these compounds were determined primarily on the basis of spectroscopic data. The carboxyl group of the aglycone, 11S-convolvulinolic acid, of 1 and 2 was linked intermoleculary with a hydroxy group of the sugar moiety to form a macrocyclic ester structure, as in already known jalapins, and 3 was an acylated glycosidic acid methyl ester. All of the sugar moieties of 1-3 were acylated by one 2S-methylbutyric acid. Compound 4 was a diketone having a tetrahydropyran ring.

摘要

从茑萝(旋花科)种子中分离出三种新的树脂糖苷,即茑萝苷V(1)、VI(2)和VII(3),以及一种新的四氢吡喃衍生物茑萝吡喃(4)。这些化合物的化学结构主要根据光谱数据确定。化合物1和2的苷元11S-旋花醇酸的羧基与糖部分的羟基通过分子间连接形成大环酯结构,如同已知的泻根醇酸,化合物3是一种酰化糖苷酸甲酯。化合物1-3的所有糖部分均被一个2S-甲基丁酸酰化。化合物4是一种具有四氢吡喃环的二酮。

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引用本文的文献

1
Resin Glycosides from Convolvulaceae Family: An Update.旋花科树脂糖苷:最新研究进展。
Molecules. 2022 Nov 23;27(23):8161. doi: 10.3390/molecules27238161.
2
Resin glycosides from Convolvulaceae plants.旋花科植物中的树脂糖苷。
J Nat Med. 2017 Oct;71(4):591-604. doi: 10.1007/s11418-017-1114-5. Epub 2017 Jul 26.