Caseahomopene A, a ring-expanded homotriterpenoid from Casearia kurzii showing anti-inflammatory activities in vitro and in vivo

被引:5
作者
An, Lijun [1 ,2 ]
Ma, Jun [1 ,2 ]
Yang, Xueyuan [1 ,2 ]
Liang, Yue [1 ,2 ]
Wang, Huimei [1 ,2 ]
Tuerhong, Muhetaer [3 ]
Lall, Namrita [4 ]
Abudukeremu, Munira [3 ]
Zhang, Yi [5 ,6 ]
Lee, Dongho [7 ]
Xu, Jing [1 ,2 ,8 ]
Wu, Xiaohui [9 ]
Guo, Yuanqiang [1 ,2 ]
机构
[1] Nankai Univ, Coll Pharm, State Key Lab Med Chem Biol, Tianjin 300350, Peoples R China
[2] Nankai Univ, Tianjin Key Lab Mol Drug Res, Tianjin 300350, Peoples R China
[3] Kashgar Univ, Coll Chem & Environm Sci, Kashgar 844000, Peoples R China
[4] Univ Pretoria, Dept Plant & Soil Sci, ZA-0002 Pretoria, South Africa
[5] Tianjin Univ Tradit Chinese Med, Tianjin State Key Lab Modern Chinese Med, Tianjin Key Lab TCM Chem & Anal, Tianjin 300193, Peoples R China
[6] Tianjin Univ Tradit Chinese Med, Inst Tradit Chinese Med, Tianjin 300193, Peoples R China
[7] Korea Univ, Coll Life Sci & Biotechnol, Seoul 02841, South Korea
[8] Chinese Acad Med Sci & Peking Union Med Coll, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
[9] Tianjin Med Univ, Coll Pharm, Tianjin 300070, Peoples R China
基金
中国国家自然科学基金;
关键词
Homotriterpenoid; Anti-inflammation; Zebrafish model; Molecular docking; Casearia kurzii; CYTOTOXIC CLERODANE DITERPENOIDS; LEAVES; SYLVESTRIS; TRITERPENOIDS; DERIVATIVES; INHIBITOR; GLYCOSIDE; TWIGS; BARK;
D O I
10.1016/j.bioorg.2020.103758
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
Caseahomopene A (1), a rare natural product with a ring-expanded homotriterpenoid skeleton, was isolated from the leaves of Casearia kurzii. The structure including the absolute configuration was determined by spectroscopic data and X-ray crystallography analysis. Compound 1 showed anti-inflammatory effects in vitro and in vivo using LPS-stimulated cell and zebrafish model. As a potential anti-inflammatory agent, the anti-inflammatory mechanism of 1 was also investigated.
引用
收藏
页数:7
相关论文
共 54 条
[1]   NO inhibitory diterpenoids as potential anti-inflammatory agents from Euphorbia antiquorum [J].
An, Lijun ;
Liang, Yue ;
Yang, Xueyuan ;
Wang, Huimei ;
Zhang, Jie ;
Tuerhong, Muhetaer ;
Li, Dihua ;
Wang, Chunyan ;
Lee, Dongho ;
Xu, Jing ;
Shuai, Ling ;
Jin, Jin ;
Guo, Yuanqiang .
BIOORGANIC CHEMISTRY, 2019, 92
[2]   Spilanthol Inhibits Inflammatory Transcription Factors and iNOS Expression in Macrophages and Exerts Anti-inflammatory Effects in Dermatitis and Pancreatitis [J].
Bakondi, Edina ;
Singh, Salam Bhopen ;
Hajnady, Zoltan ;
Nagy-Penzes, Mate ;
Regdon, Zsolt ;
Kovacs, Katalin ;
Hegedus, Csaba ;
Madacsy, Tamara ;
Maleth, Jozsef ;
Hegyi, Peter ;
Demeny, Mate A. ;
Nagy, Tibor ;
Keki, Sandor ;
Szabo, Eva ;
Virag, Laszlo .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2019, 20 (17)
[3]   Chemical Composition and Cytotoxicity Evaluation of Essential Oil from Leaves of Casearia Sylvestris, Its Main Compound α-Zingiberene and Derivatives [J].
Bou, Diego Dinis ;
Lago, Joao Henrique G. ;
Figueiredo, Carlos R. ;
Matsuo, Alisson L. ;
Guadagnin, Rafael C. ;
Soares, Marisi G. ;
Sartorelli, Patricia .
MOLECULES, 2013, 18 (08) :9477-9487
[4]   Three New Acylated Glycosides from the Stems of Casearia velutina and their Protective Effect Against H2O2-Induced Impairment in PC12 Cells [J].
Chai, Xing-Yun ;
Li, Fei-Fei ;
Bai, Chang-Cai ;
Xu, Zheng-Ren ;
Shi, Hai-Ming ;
Tu, Peng-Fei .
PLANTA MEDICA, 2010, 76 (01) :91-93
[5]   CORYMBOTINS A-I - HIGHLY OXIDIZED KOLOVANE DERIVATIVES FROM CASEARIA-CORYMBOSA [J].
CHEN, TB ;
WIEMER, DF .
JOURNAL OF NATURAL PRODUCTS, 1991, 54 (06) :1612-1618
[6]   Inflammation and cancer [J].
Coussens, LM ;
Werb, Z .
NATURE, 2002, 420 (6917) :860-867
[7]   Chemotherapeutic potential of two gallic acid derivative compounds from leaves of Casearia sylvestris Sw (Flacourtiaceae) [J].
Da Silva, Saulo L. ;
Chaar, Jamal da S. ;
Yano, Tomomasa .
EUROPEAN JOURNAL OF PHARMACOLOGY, 2009, 608 (1-3) :76-83
[8]  
dos Santos AG, 2010, CHEM BIODIVERS, V7, P205, DOI 10.1002/cbdv.200800342
[9]   A fucoidan fraction purified from Chnoospora minima; a potential inhibitor of LPS-induced inflammatory responses [J].
Fernando, I. P. Shanura ;
Sanjeewa, K. K. Asanka ;
Samarakoon, Kalpa W. ;
Lee, Won Woo ;
Kim, Hyun-Soo ;
Kang, Nalae ;
Ranasinghe, P. ;
Lee, Hyi-Seung ;
Jeon, You-Jin .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2017, 104 :1185-1193
[10]   Anchored plasticity opens doors for selective inhibitor design in nitric oxide synthase [J].
Garcin, Elsa D. ;
Arvai, Andrew S. ;
Rosenfeld, Robin J. ;
Kroeger, Matt D. ;
Crane, Brian R. ;
Andersson, Gunilla ;
Andrews, Glen ;
Hamley, Peter J. ;
Mallinder, Philip R. ;
Nicholls, David J. ;
St-Gallay, Stephen A. ;
Tinker, Alan C. ;
Gensmantel, Nigel P. ;
Mete, Antonio ;
Cheshire, David R. ;
Connolly, Stephen ;
Stuehr, Dennis J. ;
Aberg, Anders ;
Wallace, Alan V. ;
Tainer, John A. ;
Getzoff, Elizabeth D. .
NATURE CHEMICAL BIOLOGY, 2008, 4 (11) :700-707