Ly Tram Ngoc, Yamauchi Ryo, Shimoyamada Makoto, Kato Koji
The United Graduate School of Agricultural Science, Department of Bioprocessing, Gifu University, 1-1 Yanagido, Gifu City, Gifu 501-1193, Japan.
J Agric Food Chem. 2002 Aug 14;50(17):4919-24. doi: 10.1021/jf025529p.
Glycosidically bound compounds were isolated from the methanol extract of fresh rhizomes of smaller galanga (Alpinia officinarum Hance). Nine glycosides (1-9) were finally obtained by reversed-phase HPLC and their structures were elucidated by MS and NMR analyses. They were the three known glycosides, (1R,3S,4S)-trans-3-hydroxy-1,8-cineole beta-D-glucopyranoside (1), benzyl beta-D-glucopyranoside (3), and 1-O-beta-D-glucopyranosyl-4-allylbenzene (chavicol beta-D-glucopyranoside, 4); and the six novel glycosides, 3-methyl-but-2-en-1-yl beta-D-glucopyranoside (2), 1-hydroxy-2-O-beta-D-glucopyranosyl-4-allylbenzene (5), 1-O-beta-D-glucopyranosyl-2-hydroxy-4-allylbenzene (demethyleugenol beta-D-glucopyranoside, 6), 1-O-(6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyl)-2-hydroxy-4-allylbenzene (demethyleugenol beta-rutinoside, 7), 1-O-(6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyl)-4-allylbenzene (chavicol beta-rutinoside, 8), and 1,2-di-O-beta-D-glucopyranosyl-4-allylbenzene (9). Compounds 2-9 were detected for the first time as constituents of galanga rhizomes.
从高良姜（Alpinia officinarum Hance）新鲜根茎的甲醇提取物中分离出糖苷结合物。通过反相高效液相色谱最终获得了9种糖苷（1 - 9），并通过质谱和核磁共振分析阐明了它们的结构。它们是三种已知的糖苷，（1R，3S，4S）-反式-3-羟基-1,8-桉叶素β-D-吡喃葡萄糖苷（1）、苄基β-D-吡喃葡萄糖苷（3）和1-O-β-D-吡喃葡萄糖基-4-烯丙基苯（丁香酚β-D-吡喃葡萄糖苷，4）；以及六种新的糖苷，3-甲基-丁-2-烯-1-基β-D-吡喃葡萄糖苷（2）、1-羟基-2-O-β-D-吡喃葡萄糖基-4-烯丙基苯（5）、1-O-β-D-吡喃葡萄糖基-2-羟基-4-烯丙基苯（去甲丁香酚β-D-吡喃葡萄糖苷，6）、1-O-（6-O-α-L-鼠李糖基-β-D-吡喃葡萄糖基）-2-羟基-4-烯丙基苯（去甲丁香酚β-芸香糖苷，7）、1-O-（6-O-α-L-鼠李糖基-β-D-吡喃葡萄糖基）-4-烯丙基苯（丁香酚β-芸香糖苷，8）和1,2-二-O-β-D-吡喃葡萄糖基-4-烯丙基苯（9）。化合物2 - 9首次被检测为高良姜根茎的成分。
