Iridoid glycosides from Gardeniae Fructus for treatment of ankle sprain

Iridoid glycosides from Gardeniae Fructus for treatment of ankle sprain
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DOI:
10.1016/j.phytochem.2009.03.008
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发表时间:
2009-04-01
期刊:
影响因子:
3.8
通讯作者:
Bae, KiHwan
Bae, KiHwan
中科院分区:
生物学2区
文献类型:
--
作者:
Chen, Quan Cheng;Zhang, Wei Yun;Bae, KiHwan

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环烯醚萜苷,京尼平 1-O-β-D-异麦芽糖苷 (1) 和京尼平 1,10-二-O-β-D-吡喃葡萄糖苷 (2),以及六种已知的环烯醚萜苷,京尼平 1-O-β-D-龙胆二糖苷 (3)、京尼平苷 (4)、scandoside 甲酯 (5)、脱乙酰 Asperulosidic 酸从栀子的 EtOH 提取物中分离出甲酯 (6)、6-O-甲基脱乙酰阿斯哌苷酸甲酯 (7) 和栀子苷 (8)。基于一维和二维核磁共振波谱技术、高分辨率质谱和化学证据,阐明了代谢物的结构和相关立体化学。栀子苷 (4) 是栀子的主要化合物之一,使用大鼠踝关节扭伤模型测试了其治疗踝关节扭伤的效果。从第二天到第五天,京尼平苷 (4) (100 mg/ml) 治疗组表现出显着差异 (p < 0.01),与媒介物治疗对照组相比,肿胀率降低了 21-34%。这表明京尼平苷 (4) 对于治疗踝关节扭伤等疾病具有潜在作用。 (C) 2009 Elsevier Ltd. 保留所有权利。
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.