Anti-inflammatory abietanes diterpenoids isolated from Tripterygium hypoglaucum

被引:29
作者
Chen, Xing-Long [1 ]
Liu, Fang [1 ]
Xiao, Xue-Rong [1 ]
Yang, Xiu-Wei [2 ]
Li, Fei [1 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
[2] Peking Univ, Peking Univ Hlth Sci Ctr, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
关键词
Tripterygium hypoglaucum (H. Lev.) Hutch. (Celastraceae); Diterpenoids; Anti-inflammatory activity; LC-MS; SESQUITERPENE PYRIDINE ALKALOIDS; TRIPTOLIDE; DERIVATIVES; TERPENOIDS; WILFORDII; LEAVES; ROOTS; CELLS;
D O I
10.1016/j.phytochem.2018.10.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Tripterygium hypoglaucum (H. Lev.) Hutch. has been used to remedy rheumatoid arthritis, however, it shows frequent toxicity to the body. In this study, liquid chromatograph-mass spectrometer (LC-MS) was guided to characterize abietanes diterpenoids with anti-inflammatory activity from the stem of T. hypoglaucum. Thirteen undescribed abietanes diterpenoids were isolated and purified, and their chemical structure was identified using various spectroscopic methods. These compounds belonged to abietanes with splitting C ring, abietanes with benzenoid rings, diterpene quinoids, diterpene quinoids with lactone rings, and abietanes with benzenoid and lactone rings, respectively. Lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 macrophages was used to evaluate anti-inflammatory activity of the compounds. The results indicated that hypoglicin B-G and hypoglicin J-M exhibited inhibitory activity of NO production with the IC50 values of 6.01, 25.21, 8.29, 3.63, 0.72, 0.89, 36.91, 0.82, 2.85, 11.92 mu M, respectively. Among these compounds, compound hypoglicin L showed high anti-inflammatory activity and low toxicity (SI = 5.02 x 10(4)). Further QPCR analysis revealed that hypoglicin D and hypoglicin L can inhibit the mRNA expression of iNOS in LPS-stimulated RAW264.7 cells at doses of 12.5 and 3.13 mu M, respectively. Taken together, ten anti-inflammatory diterpenoids were found from T. hypoglaucum in this study.
引用
收藏
页码:167 / 175
页数:9
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