Aspidsaponins E-H, Four new steroidal saponins from the rhizomes of Aspidistra elatior Blume and their anti-inflammatory activity

被引:4
作者
Sun, Zhi-Ying [1 ]
Zuo, Sheng-Qi [1 ]
Yang, Xia [1 ]
Lan, Jia-Hui [1 ]
Liu, Cheng-Xiong [1 ]
Guo, Zhi-Yong [1 ]
Cheng, Fan [1 ]
Zou, Kun [1 ]
机构
[1] China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Peoples R China
关键词
Aspidistra elatior blume; Steroidal glycosides; NMR; Structural elucidation; Anti-inflammatory activity; INFLAMMATORY RESPONSES; FUROSTANOL SAPONINS; GLYCOSIDES; PI3K/AKT; PATHWAY; CELLS;
D O I
10.1016/j.phytol.2019.09.014
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Four new furostanol saponins, named aspidsaponins E-H (1-4) were isolated from the rhizomes of Aspidistra elatior Blume. Their structures were determined based on chemical methods and spectral data. Compounds 1 and 2 were a pair of diastereoisomeric furostanol saponins and possessed the highly oxidized structural feature of 1 beta, 2 beta, 3 beta, 4 beta, 5 beta, 26-hexanol-steroids, and compounds 3-4 were steroidal glycosides with a tetra-saccharide chain at C3. The isolated compounds (1-4) were tested in vitro for inhibitory activities against LPS-induced nitric oxide production in RAW264.7 macrophages. Among them, compounds 3 and 4 showed excellent anti-inflammatory activities with IC50 values 82.1 and 65.9 mu M, respectively.
引用
收藏
页码:68 / 73
页数:6
相关论文
共 26 条
[1]   A new steroidal saponin from Allium ampeloprasum var. porrum with antiinflammatory and gastroprotective effects [J].
Adao, Camila Rodrigues ;
da Silva, Bernadete Pereira ;
Parente, Jose Paz .
PHYTOCHEMISTRY LETTERS, 2011, 4 (03) :306-310
[2]   Assigning stereodiversity of the 27-Me group of furostane-type steroidal saponins via NMR chemical shifts [J].
Agrawal, PK .
STEROIDS, 2005, 70 (10) :715-724
[3]   Dependence of 1H NMR chemical shifts of geminal protons of glycosyloxy methylene (H2-26) on the orientation of the 27-methyl group of furostane-type steroidal saponins [J].
Agrawal, PK .
MAGNETIC RESONANCE IN CHEMISTRY, 2004, 42 (11) :990-993
[4]   NMR-SPECTROSCOPY IN THE STRUCTURAL ELUCIDATION OF OLIGOSACCHARIDES AND GLYCOSIDES [J].
AGRAWAL, PK .
PHYTOCHEMISTRY, 1992, 31 (10) :3307-3330
[5]   Steroidal saponins from Tribulus terrestris [J].
Cai, LF ;
Wu, YJ ;
Zhang, JG ;
Pei, FK ;
Xu, YJ ;
Xie, SX ;
Xu, DM .
PLANTA MEDICA, 2001, 67 (02) :196-198
[6]   Steroidal Saponins from the Rhizomes of Aspidistra typica [J].
Cui, Jiang-Ming ;
Kang, Li-Ping ;
Zhao, Yang ;
Zhao, Jian-Yuan ;
Zhang, Jie ;
Pang, Xu ;
Yu, He-Shui ;
Jia, De-Xian ;
Liu, Chao ;
Yu, Li-Yan ;
Ma, Bai-Ping .
PLOS ONE, 2016, 11 (03)
[7]   Two new furostanol saponins from Aspidistra typica [J].
Cui, Jiang-Ming ;
Kang, Li-Ping ;
Yu, He-Shui ;
Zhao, Yang ;
Xiong, Cheng-Qi ;
Liu, Chao ;
Ma, Bai-Ping .
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2013, 15 (05) :525-531
[8]   Involvement of NOS/NO in the development of chronic dental inflammatory pain in rats [J].
Fan, Wenguo ;
Huang, Fang ;
Li, Cuixia ;
Qu, Huaigang ;
Gao, Zhixiong ;
Leng, Shuilong ;
Li, Dongpei ;
He, Hongwen .
BRAIN RESEARCH REVIEWS, 2009, 59 (02) :324-332
[9]   Antiviral saponins from Tieghemella heckelii [J].
Gosse, B ;
Gnabre, J ;
Bates, RB ;
Dicus, CW ;
Nakkiew, P ;
Huang, RCC .
JOURNAL OF NATURAL PRODUCTS, 2002, 65 (12) :1942-1944
[10]   The anti-inflammatory secoiridoid glycosides from Gentianae Scabrae Radix: the root and rhizome of Gentiana scabra [J].
He, Yu-Min ;
Zhu, Shu ;
Ge, Yue-Wei ;
Kazuma, Kohei ;
Zou, Kun ;
Cai, Shao-Qing ;
Komatsu, Katsuko .
JOURNAL OF NATURAL MEDICINES, 2015, 69 (03) :303-312