Journal
PHYTOCHEMISTRY
Volume 70, Issue 6, Pages 779-784Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2009.03.008
Keywords
Gardenia jasminoides; Rubiaceae; Gardeniae Fructus; Ankle sprain treatment; Iridoid glycosides; Genipin 1-O-beta-D-isomaltoside; Genipin 1,10-di-O-beta-D-glucopyranoside
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Funding
- BK21 Program of the Korean Government
- Korea Research Foundation [KRF-2007-211-E00002]
- Korean Government (MOEHRRD) [KPF-2008-331-E00451]
- National Research Foundation of Korea [2007-211-E00002] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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The iridoid glycosides, genipin 1-O-beta-D-isomaltoside (1) and genipin 1,10-di-O-beta-D-glucopyranoside (2), together with six known iridoid glycosides, genipin 1-O-beta-D-gentiobioside (3), geniposide (4), scandoside methyl ester (5), deacetylasperulosidic acid methyl ester (6), 6-O-methyldeacetylasperulosidic acid methyl ester (7), and gardenoside (8) were isolated from an EtOH extract of Gardeniae Fructus. The structures and relative stereochemistries of the metabolites were elucidated on the basis of 1D- and 2D-NMR spectroscopic techniques, high-resolution mass spectrometry, and chemical evidence. Geniposide (4), one of the main compounds of Gardeniae Fructus, was tested for treatment of ankle sprain using an ankle sprain model in rats. From the second to fifth day, the geniposide (4) (100 mg/ml) treated group exhibited significant differences (p < 0.01) with similar to 21-34% reduction in swelling ratio compared with those of the vehicle treated control group. This indicated the potential effect of geniposide (4) for the treatment of disorders such as ankle sprain. (C) 2009 Elsevier Ltd. All rights reserved.
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