司卡摩宁 I 和 II，来自旋花科植物药旋花的树脂糖苷。

Scammonins I and II, the resin glycosides of radix scammoniae from Convolvulus scammonia.

作者信息

Noda N, Kogetsu H, Kawasaki T, Miyahara K

机构信息

Faculty of Pharmaceutical Sciences, Setsunan University, Osaka, Japan.

出版信息

Phytochemistry. 1990;29(11):3565-9. doi: 10.1016/0031-9422(90)85277-m.

DOI:10.1016/0031-9422(90)85277-m

PMID:1367262

Abstract

The ether-soluble resin glycoside ('jalapin') fraction obtained from scammony roots, on alkaline hydrolysis, gave a glycosidic acid, scammonic acid A, together with isobutyric, 2S-methylbutyric and tiglic acids. In addition, two kinds of resin glycosides, named scammonin I and II, were isolated and characterized, respectively, as (11S)-hydroxyhexadecanoic acid, 11-[( O-6-deoxy-4-O-(2(E)-methyl-1-oxo-2- butenyl)-beta-D-glucopyranosyl-(1----4)-O-6-deoxy-2-O-(2-methyl-1-oxobut yl)- alpha-L-mannopyranosyl-(1----2)-O-beta-D-glucopyranosyl-(1----2)-6-deoxy -beta- D-glucopyranosyl]oxy)-, intramol. 1,3"'-ester and (11S)-hydroxyhexadecanoic acid, 11-[( O-beta-D-glucopyranosyl-(1----4)-O-6-deoxy-2-O-(2-methyl-1-oxobutyl)- alpha-L-mannopyranosyl-(1----2)-O-beta-D-glucopyranosyl-(1----2)-6-deoxy -beta-D - glucopyranosyl]oxy)-, intramol. 1,3"'-ester.

摘要

从药旋花根中获得的醚溶性树脂糖苷（“药旋花苷”）部分在碱性水解时，产生了一种糖苷酸——药旋花酸A，以及异丁酸、2S-甲基丁酸和惕各酸。此外，还分离并鉴定了两种树脂糖苷，分别命名为药旋花苷I和II，它们分别为(11S)-羟基十六烷酸，11-[(O-6-脱氧-4-O-(2(E)-甲基-1-氧代-2-丁烯基)-β-D-吡喃葡萄糖基-(1→4)-O-6-脱氧-2-O-(2-甲基-1-氧代丁基)-α-L-吡喃甘露糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→2)-6-脱氧-β-D-吡喃葡萄糖基]氧基)-，分子内1,3”'-酯和(11S)-羟基十六烷酸，11-[(O-β-D-吡喃葡萄糖基-(1→4)-O-6-脱氧-2-O-(2-甲基-1-氧代丁基)-α-L-吡喃甘露糖基-(1→2)-O-β-D-吡喃葡萄糖基-(1→2)-6-脱氧-β-D-葡萄糖基]氧基)-，分子内1,3”'-酯。