Iridoid glycosides from Gardeniae Fructus for treatment of ankle sprain.
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) (100mg/ml) treated group exhibited significant differences (p<0.01) with approximately 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.
Chen
Quan Cheng
QC
College of Pharmacy, Chungnam National University, Daejeon 305-764, Republic of Korea.
Zhang
Wei Yun
WY
Youn
Uijoung
U
Kim
Hongjin
H
Lee
IkSoo
I
Jung
Hyun-Ju
HJ
Na
MinKyun
M
Min
Byung-Sun
BS
Bae
KiHwan
K
D000818:Animals; D016512:Ankle Injuries / Q000188:drug therapy*; D032062:Gardenia / Q000737:chemistry*; D039823:Iridoids / Q000302:isolation & purification / Q000627:therapeutic use*; D009682:Magnetic Resonance Spectroscopy; D051381:Rats; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013180:Sprains and Strains / Q000188:drug therapy*
D039823:Iridoids