NO inhibitory diterpenoids as potential anti-inflammatory agents from Euphorbia antiquorum

被引:24
作者
An, Lijun [1 ,2 ]
Liang, Yue [1 ,2 ]
Yang, Xueyuan [1 ,2 ]
Wang, Huimei [1 ,2 ]
Zhang, Jie [3 ]
Tuerhong, Muhetaer [4 ]
Li, Dihua [5 ]
Wang, Chunyan [6 ]
Lee, Dongho [7 ]
Xu, Jing [1 ,2 ]
Shuai, Ling [1 ,2 ]
Jin, Jin [1 ,2 ]
Guo, Yuanqiang [1 ,2 ,8 ]
机构
[1] Nankai Univ, State Key Lab Med Chem Biol, Coll Pharm, Tianjin Key Lab Mol Drug Res, Tianjin 300350, Peoples R China
[2] Nankai Univ, Drug Discovery Ctr Infect Dis, Tianjin 300350, Peoples R China
[3] Shihezi Univ, Sch Chem & Chem Engn, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832003, Peoples R China
[4] Kashgar Univ, Lab Xinjiang Nat Med & Edible Plant Resources Che, Coll Chem & Environm Sci, Kashgar 844000, Peoples R China
[5] Nankai Univ, Nankai Hosp, Tianjin Inst Acute Abdominal Dis Integrated Tradi, Tianjin 300100, Peoples R China
[6] Tianjin Second Peoples Hosp, Tianjin 300192, Peoples R China
[7] Korea Univ, Coll Life Sci & Biotechnol, Dept Biosyst & Biotechnol, Seoul 136713, South Korea
[8] Guangxi Normal Univ, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
基金
中国国家自然科学基金;
关键词
NO inhibitory effects; Euphorbia antiquorum; Diterpenoids; Inflammation; Molecular docking; STRUCTURALLY DIVERSE DITERPENOIDS; ANTI-NEUROINFLAMMATORY AGENTS; INGOL-TYPE DITERPENES; JATROPHANE DITERPENOIDS; TIGLIANE DITERPENOIDS; BIOLOGICAL EVALUATION; MULTIDRUG-RESISTANCE; ROOTS; LATEX; ESTERS;
D O I
10.1016/j.bioorg.2019.103237
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
Two new ent-atisane-type diterpenoids (1 and 2), three new lathyrane-type diterpenoids (3-5), and seven known analogues (6-12) were isolated from Euphorbia antiquorum. The structures of these diterpenoids were established by analysis of their NMR, MS, and electronic circular dichroism data. The anti-inflammatory activities were evaluated biologically and compounds 1, 4, 7, 8, and 10 displayed strong NO inhibitory effects with IC50, values less than 40 mu M. The potential anti-inflammatory mechanism was also investigated using molecular docking and Western blotting.
引用
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页数:10
相关论文
共 61 条
[1]   Ingol diterpene ester from the latex of Euphorbia lactea [J].
Ahmed, AA ;
Couladis, M ;
Mahmoud, AA ;
de Adams, A ;
Mabry, TJ .
FITOTERAPIA, 1999, 70 (02) :140-143
[2]   Four new compounds from the roots of Euphorbia ebracteolata and their inhibitory effect on LPS-induced NO production [J].
Bai, Jiao ;
Huang, Xue-Yan ;
Liu, Zhi-Guo ;
Gong, Chi ;
Li, Xin-Yu ;
Li, Da-Hong ;
Hua, Hui-Ming ;
Li, Zhan-Lin .
FITOTERAPIA, 2018, 125 :235-239
[3]  
Bruhn T., 2014, SPECDIS VERSION 1 62
[4]   Drug Affinity Responsive Target Stability (DARTS) Identifies Laurifolioside as a New Clathrin Heavy Chain Modulator [J].
Dal Piaz, Fabrizio ;
Vera Saltos, Mariela Beatriz ;
Franceschelli, Silvia ;
Forte, Giovanni ;
Marzocco, Stefania ;
Tuccinard, Tiziano ;
Poli, Giulio ;
Ebrahimi, Sarnad Nejad ;
Hamburger, Matthias ;
De Tommasi, Nunziatina ;
Braca, Alessandra .
JOURNAL OF NATURAL PRODUCTS, 2016, 79 (10) :2681-2692
[5]   Withanolides from Physalis peruviana showing nitric oxide inhibitory effects and affinities with iNOS [J].
Dong, Bangjian ;
An, Lijun ;
Yang, Xueyuan ;
Zhang, Xuke ;
Zhang, Jie ;
Tuerhong, Muhetaer ;
Jin, Da-Qing ;
Ohizumi, Yasushi ;
Lee, Dongho ;
Xu, Jing ;
Guo, Yuanqiang .
BIOORGANIC CHEMISTRY, 2019, 87 :585-593
[6]  
Editorial Committee of the Flora of China, 1997, Flora of China, V44, P26
[7]   Global medicinal uses of Euphorbia L. (Euphorbiaceae) [J].
Ernst, Madeleine ;
Grace, Olwen M. ;
Saslis-Lagoudakis, C. Haris ;
Nilsson, Niclas ;
Simonsen, Henrik Toft ;
Ronsted, Nina .
JOURNAL OF ETHNOPHARMACOLOGY, 2015, 176 :90-101
[8]   Isolation of Premyrsinane, Myrsinane, and Tigliane Diterpenoids from Euphorbia pithyusa Using a Chikungunya Virus Cell-Based Assay and Analogue Annotation by Molecular Networking [J].
Esposito, Melissa ;
Nothias, Louis-Felix ;
Retailleau, Pascal ;
Costa, Jean ;
Roussi, Fanny ;
Neyts, Johan ;
Leyssen, Pieter ;
Touboul, David ;
Litaudon, Marc ;
Paolini, Julien .
JOURNAL OF NATURAL PRODUCTS, 2017, 80 (07) :2051-2059
[9]   Evaluation of Jatrophane Esters from Euphorbia spp. as Modulators of Candida albicans Multidrug Transporters [J].
Esposito, Melissa ;
Nim, Shweta ;
Nothias, Louis-Felix ;
Gallard, Jean-Francois ;
Rawal, Manpreet Kaur ;
Costa, Jean ;
Roussi, Fanny ;
Prasad, Rajendra ;
Di Pietro, Attilio ;
Paolini, Julien ;
Litaudon, Marc .
JOURNAL OF NATURAL PRODUCTS, 2017, 80 (02) :479-487
[10]   Euphorbia dendroides Latex as a Source of Jatrophane Esters: Isolation, Structural Analysis, Conformational Study, and Anti-CHIKV Activity [J].
Esposito, Melissa ;
Nothias, Louis-Felix ;
Nedev, Hirsto ;
Gallard, Jean-Francois ;
Leyssen, Pieter ;
Retailleau, Pascal ;
Costa, Jean ;
Roussi, Fanny ;
Iorga, Bogdan I. ;
Paolini, Julien ;
Litaudon, Marc .
JOURNAL OF NATURAL PRODUCTS, 2016, 79 (11) :2873-2882