Isolation and Structural Elucidation of Some Glycosides from the Rhizomes of Smaller Galanga (Alpinia officinarum Hance)

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115

作者:

TN LyR YamauchiM ShimoyamadaK Kato

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摘要:

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 β-d-glucopyranoside (1), benzyl β-d-glucopyranoside (3), and 1-O-β-d-glucopyranosyl-4-allylbenzene (chavicol β-d-glucopyranoside, 4); and the six novel glycosides, 3-methyl-but-2-en-1-yl β-d-glucopyranoside (2), 1-hydroxy-2-O-β-d-glucopyranosyl-4-allylbenzene (5), 1-O-β-d-glucopyranosyl-2-hydroxy-4-allylbenzene (demethyleugenol β-d-glucopyranoside, 6), 1-O-(6-O-α-l-rhamnopyranosyl-β-d-glucopyranosyl)-2-hydroxy-4-allylbenzene (demethyleugenol β-rutinoside, 7), 1-O-(6-O-α-l-rhamnopyranosyl-β-d-glucopyranosyl)-4-allylbenzene (chavicol β-rutinoside, 8), and 1,2-di-O-β-d-glucopyranosyl-4-allylbenzene (9). Compounds 2−9 were detected for the first time as constituents of galanga rhizomes. Keywords: Glycoside; chavicol β-d-glucopyranoside; chavicol β-d-rutinoside; galanga; Alpinia officinarum Hance; Zingiberaceae

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DOI:

10.1021/jf025529p

被引量:

254

年份:

2002

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