Phenolic glycosides and indole alkaloids isolated from the roots and rhizomes of Clematis chinensis and their anti-inflammatory activity

被引:0
作者
Jiang, Hai -Bing [1 ]
Shao, Si -Yuan [1 ]
Wei, Ya-Zi [1 ]
Lin, Ming-Bao [1 ]
Li, Shuai [1 ]
机构
[1] Chinese Acad Med Sci & Peking Union Med Coll, State Key Lab Bioact Subst & Funct Nat Med, Inst Mat Med, Beijing 100050, Peoples R China
关键词
Clematis chinensis; Ranunculaceae; Indole alkaloids; Phenolic glycosides; Anti-inflammatory activity; TNF-alpha and IL-6 inhibitory activities; NF -KB signaling pathway; TRITERPENOID SAPONINS; CONSTITUENTS; ALLOPYRANOSIDES; BARK;
D O I
10.1016/j.phytochem.2023.113832
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
Six undescribed compounds, including three phenolic glycosides (1-3) and three indole alkaloids (4-6), together with ten known alkaloids (7-16) and three known phenolic glycosides (17-19), were isolated from 70% EtOH aqueous extracts of the roots and rhizomes of Clematis chinensis Osbeck. The structures were elucidated by NMR, HRESIMS and X-ray diffraction spectroscopies. The anti-inflammatory activity of these compounds was evaluated, and twelve compounds showed significant inhibitory activity against TNF-alpha with an inhibition ratio from 47.87% to 94.70% at a dose of 10 mu M. Compound 7 exhibited significant inhibitory activity against TNF-alpha and IL-6 with IC50 values of 3.99 mu M and 2.24 mu M, respectively. Compound 8 displayed potent anti-inflammatory activity against mouse ear edema induced by croton oil. A mechanistic study suggested that compounds 7 and 8 decreased the activation of the NF-kappa B signaling pathway to reduce the secretion of inflammatory factors in LPS-induced RAW 264.7 cells.
引用
收藏
页数:10
相关论文
共 42 条
[1]  
[Anonymous], 2004, J. Chin. Pharm. Sci., DOI [10.1147/sj.421.0045, DOI 10.1147/SJ.421.0045]
[2]   Monoindole alkaloids from a marine sponge Spongosorites sp. [J].
Bao, Baoquan ;
Zhang, Ping ;
Lee, Yoonmi ;
Hong, Jongki ;
Lee, Chong-O. ;
Jung, Jee H. .
MARINE DRUGS, 2007, 5 (02) :31-39
[3]   Sesquiterpenoids, phenolic and lignan glycosides from the roots and rhizomes of Clematis hexapetala Pall. and their bioactivities [J].
Cai, Lu ;
Shao, Si-Yuan ;
Han, Shao-Wei ;
Li, Shuai .
BIOORGANIC CHEMISTRY, 2020, 104
[4]   A NEW ALLOSIDE FROM Neocheiropteris palmatopedata [J].
Chen, Ye-Gao ;
Yang, Jian-Hong ;
Zhang, Yan ;
Liu, Ying .
CHEMISTRY OF NATURAL COMPOUNDS, 2010, 46 (02) :173-175
[5]  
Chinese Pharmacopoeia Commission, 2020, Chinese Pharmacopoeia, P393
[6]  
Delectis Florae Reipublicae Popularis Sinicae Agendae Academiae Sinicae Edita, 1980, Flora Reipublicae Popularis Sinicae, P161
[7]  
Du Cheng-fang, 2005, Zhongguo Zhong Yao Za Zhi, V30, P1663
[8]  
Fan W., 2016, J. Pharm. Pract, V34, P138
[9]   Triterpenoid saponins from Clematis chinensis and their inhibitory activities on NO production [J].
Fu, Qiang ;
Qiu, Lu ;
Yuan, Hai-Mei ;
Du, Yu-Feng ;
Cheng, Xiao-Ling ;
Tang, Ting-Ting ;
Wang, Ping ;
Xu, Ling ;
Liang, Jun-Ming ;
Yang, Long-Fei ;
Zou, Liang ;
Xu, Shu-Yun .
PHYTOCHEMISTRY LETTERS, 2017, 21 :206-210
[10]   Alkaloids and phenolic glycosides from Clematis mandshurica and their inhibitory effects against NO production in LPS-induced RAW 246.7 macrophages [J].
Fu, Qiang ;
Chen, Jiang ;
Yuan, Hai-Mei ;
Ma, Yu ;
Yu, Tian ;
Zou, Liang .
PHYTOCHEMISTRY LETTERS, 2016, 17 :238-241