Three new compounds with nitric oxide inhibitory activity from Tirpitzia sinensis, an ethnomedicinal plant from Southwest China

被引:2
作者
Gu, Ronghui [1 ]
Wang, Yuehu [2 ]
Wu, Shibiao [3 ]
Wang, Yeling [1 ]
Li, Ping [1 ]
Xu, Li [1 ]
Zhou, Yue [1 ]
Chen, Ze'e [1 ]
Kennelly, Edward J. [1 ,3 ,4 ]
Long, Chunlin [1 ,2 ,5 ]
机构
[1] Minzu Univ China, Coll Life & Environm Sci, 27 Zhongguancun South Ave, Beijing 100081, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, 132 Lanhei Rd, Kunming 650201, Yunnan, Peoples R China
[3] CUNY, Dept Biol Sci, Lehman Coll, 250 Bedford Pk Blvd West, Bronx, NY 10468 USA
[4] CUNY, Grad Ctr, PhD Programs Biol, 365 Fifth Ave, New York, NY 10016 USA
[5] Minzu Univ China, Key Lab Ethnomed, Minist Educ, 27 Zhongguancun South Ave, Beijing 100081, Peoples R China
基金
中国国家自然科学基金;
关键词
Tirpitzia sinensis; Linaceae; Lignans; Inflammatory; NO inhibition; Pharmacological targets; Pharmacophore; In silico; PHENOLIC-COMPOUNDS; CONSTITUENTS; INFLAMMATION; FLAVONOIDS; PATHWAY; LIPOPOLYSACCHARIDE; KINASE; LINUM; ACTIVATION; MACROPHAGE;
D O I
10.1186/s13065-019-0568-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The medicinal plant Tirpitzia sinensis has been used by the Zhuang ethnic people in mountainous areas of Southwest China to stop bleeding, invigorate blood circulation, and treat inflammation and wounds. In order to further explore its traditional medicinal uses, the phytochemical constituents of this species were examined. Three new compounds, the lignan tirpitzin (1), the flavonoid tirpitzoside (2), and the furan-glycoside tirpitziol (3), along with five known compounds were isolated from the aerial part of T. sinensis for the first time. The structures of these compounds were elucidated by 1D and 2D NMR, LC/MS, IR spectrometric methods and compared with published data. The results of an in silico pharmacophore-based analysis showed potential targets of the new compounds, including ERBB2, IRAK4, LCK, JAK2, MAPK14, and MMP-12. These targets suggested that 1-3 may be involved with wound-healing and/or inflammation, leading to an in vitro assay of nitric oxide (NO) inhibition assays with lipopolysaccharide-induced BV-2 cells. All three new compounds displayed moderate NO inhibitory activity with the IC50 values of 14.97 +/- 0.87, 26.63 +/- 1.32, and 17.09 +/- 2.3 mu M, respectively.
引用
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页数:12
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共 55 条
[1]   Exploring Polypharmacology Using a ROCS-Based Target Fishing Approach [J].
AbdulHameed, Mohamed Diwan M. ;
Chaudhury, Sidhartha ;
Singh, Narender ;
Sun, Hongmao ;
Wallqvist, Anders ;
Tawa, Gregory J. .
JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2012, 52 (02) :492-505
[2]   Targeting neuronal MAPK14/p38 activity to modulate autophagy in the Alzheimer disease brain [J].
Alam, John ;
Scheper, Wiep .
AUTOPHAGY, 2016, 12 (12) :2516-2520
[3]   Microglial p38α MAPK is a key regulator of proinflammatory cytokine up-regulation induced by toll-like receptor (TLR) ligands or beta-amyloid (Aβ) [J].
Bachstetter, Adam D. ;
Xing, Bin ;
de Almeida, Lucia ;
Dimayuga, Edgardo R. ;
Watterson, D. Martin ;
Van Eldik, Linda J. .
JOURNAL OF NEUROINFLAMMATION, 2011, 8
[4]   Triterpenoid saponins and flavonoids from licorice residues with anti-inflammatory activity [J].
Bai, Ming ;
Yao, Guo-Bong ;
Ren, Qiang ;
Li, Qin ;
Liu, Qing-Bo ;
Zhang, Yan ;
Wang, Xiao-Bo ;
Huang, Xiao-Xiao ;
Song, Shao-Jiang .
INDUSTRIAL CROPS AND PRODUCTS, 2018, 125 :50-58
[5]  
Calixto JB, 2004, PLANTA MED, V70, P93, DOI [10.1055/s-2003-45141, 10.1055/s-2004-815483]
[6]   Phenylpropanoids from leaves of Juniperus phoenicea [J].
Comte, G ;
Vercauteren, J ;
Chulia, AJ ;
Allais, DP ;
Delage, C .
PHYTOCHEMISTRY, 1997, 45 (08) :1679-1682
[7]   Anti-inflammatory activity of phenolic compounds from the whole plant of Scutellaria indica [J].
Cuong, To Dao ;
Hung, Tran Manh ;
Lee, Joo-Sang ;
Weon, Kwon-Yeon ;
Woo, Mi Hee ;
Min, Byung Sun .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (05) :1129-1134
[8]   Macrophage-specific metalloelastase (MMP-12) truncates and inactivates ELR+CXC chemokines and generates CCL2,-7,-8, and-13 antagonists:: potential role of the macrophage in terminating polymorphonuclear leukocyte influx [J].
Dean, Richard A. ;
Cox, Jennifer H. ;
Bellac, Caroline L. ;
Doucet, Alain ;
Starr, Amanda E. ;
Overall, Christopher M. .
BLOOD, 2008, 112 (08) :3455-3464
[9]   Benzimidazole: An emerging scaffold for analgesic and anti-inflammatory agents [J].
Gaba, Monika ;
Singh, Sarbjot ;
Mohan, Chander .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 76 :494-505
[10]   New Triterpenoids and Other Constituents from the Fruits of Benincasa hispida (Thunb.) Cogn. [J].
Han, Xiao-na ;
Liu, Chun-yu ;
Liu, Yan-li ;
Xu, Qiong-ming ;
Li, Xiao-ran ;
Yang, Shi-lin .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2013, 61 (51) :12692-12699