title: Isolation and structural elucidation of some glycosides from the rhizomes of smaller galanga (Alpinia officinarum Hance).
abstract: 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.
authors.affiliation: The United Graduate School of Agricultural Science, Department of Bioprocessing, Gifu University, 1-1 Yanagido, Gifu City, Gifu 501-1193, Japan.
authors.forename: Tram Ngoc
authors.initials: TN
authors.lastname: Ly
authors.forename: Ryo
authors.initials: R
authors.lastname: Yamauchi
authors.forename: Makoto
authors.initials: M
authors.lastname: Shimoyamada
authors.forename: Koji
authors.initials: K
authors.lastname: Kato
mesh_terms: D002236:Carbohydrate Conformation; D002851:Chromatography, High Pressure Liquid; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D027343:Rhizome / Q000737:chemistry*; D030521:Zingiberaceae / Q000737:chemistry*
chemical_list: D006027:Glycosides; D010936:Plant Extracts