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白薇根中的14,15-断孕甾烷型C-甾体苷。

14,15-Secopregnane-type C-steriosides from the roots of Cynanchum stauntonii.

作者信息

Yu Jin-Qian, Lin Ming-Bao, Deng An-Jun, Hou Qi, Bai Jin-Ye, Li Zhi-Hong, Ma Lin, Zhang Zhi-Hui, Yuan Shao-Peng, Jiang Ren-Tao, Qin Hai-Lin

机构信息

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China; Shandong Analysis and Test Center, Shandong Academy of Sciences, Jinan 250014, Shandong Province, China.

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

出版信息

Phytochemistry. 2017 Jun;138:152-162. doi: 10.1016/j.phytochem.2017.02.026. Epub 2017 Mar 8.

DOI:10.1016/j.phytochem.2017.02.026
PMID:28284564
Abstract

Nine 14,15-secopregnane-type C-steriosides, stauntosides U, V, V-V, W and C-C, as well as two known C-steriosides, were isolated from the roots of Cynanchum stauntonii. Stauntosides U, V and V-V share the same basic structural features of 8α:14α,14:16,15:20,18:20-tetraepoxy-14,15-secopregn-6-ene-3β,5α,9α-triol, with the numbering system following that of C-pregnanes. The aglycones of stauntosides U, V and V-V are classified into two subcategories, the 5,9-dihydroxy groups and 5α:9α-peroxy bridge, according to the oxidative states of the two hydroxy groups at the C-5 and C-9 positions. The anti-inflammatory activity of the major compounds was assessed in an in vitro inflammatory model of mouse peritoneal macrophages using IC values of the inhibition of nitric oxide (NO) production as an indicator. Stauntosides V and V exhibited target activity with IC values of 9.3 μM and 12.4 μM, respectively, compared with dexamethasone, which was used as a positive control.

摘要

从白薇的根中分离出9种14,15-断孕甾烷型C-甾体苷,即白薇苷U、V、V-V、W和C-C,以及两种已知的C-甾体苷。白薇苷U、V和V-V具有相同的基本结构特征,即8α:14α,14:16,15:20,18:20-四环氧-14,15-断孕甾-6-烯-3β,5α,9α-三醇,编号系统遵循C-孕甾烷的编号系统。根据C-5和C-9位两个羟基的氧化状态,白薇苷U、V和V-V的苷元分为两个亚类,即5,9-二羟基和5α:9α-过氧桥。以抑制一氧化氮(NO)产生的IC值为指标,在小鼠腹腔巨噬细胞体外炎症模型中评估了主要化合物的抗炎活性。与用作阳性对照的地塞米松相比,白薇苷V和V-V表现出靶向活性,IC值分别为9.3 μM和12.4 μM。

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