Anti-inflammatory flavagline glycosides and putrescine bisamides from Aglaia perviridis leaves

被引:5
作者
An, Fa-Liang [2 ]
Xu, Wen-Jun [2 ]
Yang, Ming-Hua [2 ]
Luo, Jun [1 ,2 ]
Kong, Ling-Yi [1 ,2 ]
机构
[1] China Pharmaceut Univ, Dept Nat Med Chem, Jiangsu Key Lab Bioact Nat Prod Res, 24 Tong Jia Xiang, Nanjing 210009, Peoples R China
[2] China Pharmaceut Univ, Dept Nat Med Chem, State Key Lab Nat Med, 24 Tong Jia Xiang, Nanjing 210009, Peoples R China
关键词
Flavagline; Aglaia perviridis; Anti-inflammatory; ECD calculation;
D O I
10.1016/j.tet.2020.131257
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four new cyclopenta[b]benzopyran glycosides (1-4), aglapervirisins J-M, two new putrescine bisamides (6-7), aglaiamides M - N, and a pair of novel flavagline enantiomer (+/-) aglapernin (8) were isolated from the leaves of A. perviridis. Their structures were elucidated based on comprehensive analysis of spectroscopic methods. The anti-inflammatory activities of those compounds were evaluated as inhibitory activities against lipopolysaccharide (LPS) induced nitric oxide (NO) production in RAW264.7 cell lines. Cyclopenta[b]benzopyran glycosides (1-4) showed weak nitric oxide inhibitory activity with IC50 values ranging from 29.5 to 43.6 mu M, and the putrescine bisamides (5-7) exhibited potent nitric oxide inhibitory activity with IC50 values ranging from 7.4 to 19.5 mu M. (C) 2020 Published by Elsevier Ltd.
引用
收藏
页数:6
相关论文
共 13 条
  • [1] Cytotoxic Rocaglate Derivatives from Leaves of Aglaia perviridis
    An, Fa-Liang
    Wang, Xiao-Bing
    Wang, Hui
    Li, Zhong-Rui
    Yang, Ming-Hua
    Luo, Jun
    Kong, Ling-Yi
    [J]. SCIENTIFIC REPORTS, 2016, 6
  • [2] Cytotoxic flavonol-diamide [3+2] adducts from the leaves of Aglaia odorata
    An, Fa-Liang
    Wang, Jun-Song
    Wang, Hui
    Wang, Xiao-Bing
    Yang, Ming-Hua
    Guo, Qing-Long
    Dai, Yue
    Luo, Jun
    Kong, Ling-Yi
    [J]. TETRAHEDRON, 2015, 71 (16) : 2450 - 2457
  • [3] Bioactive A-ring rearranged limonoids from the root barks of Walsura robusta
    An, Faliang
    Wang, Xiaobing
    Yang, Minghua
    Luo, Jun
    Kong, Lingyi
    [J]. ACTA PHARMACEUTICA SINICA B, 2019, 9 (03) : 545 - 556
  • [4] Rocaglamides, glycosides, and putrescine bisamides from Aglaia dasyclada
    Chaidir
    Lin, WH
    Ebel, R
    Edrada, R
    Wray, V
    Nimtz, M
    Sumaryono, W
    Proksch, P
    [J]. JOURNAL OF NATURAL PRODUCTS, 2001, 64 (09): : 1216 - 1220
  • [5] Confab - Systematic generation of diverse low-energy conformers
    O'Boyle, Noel M.
    Vandermeersch, Tim
    Flynn, Christopher J.
    Maguire, Anita R.
    Hutchison, Geoffrey R.
    [J]. JOURNAL OF CHEMINFORMATICS, 2011, 3
  • [6] Rocaglamide, silvestrol and structurally related bioactive compounds from Aglaia species
    Pan, Li
    Woodard, John L.
    Lucas, David M.
    Fuchs, James R.
    Kinghorn, A. Douglas
    [J]. NATURAL PRODUCT REPORTS, 2014, 31 (07) : 924 - 939
  • [7] Bioactive Flavaglines and Other Constituents Isolated from Aglaia perviridis
    Pan, Li
    Acuna, Ulyana Munoz
    Li, Jie
    Jena, Nivedita
    Tran Ngoc Ninh
    Pannell, Caroline M.
    Chai, Heebyung
    Fuchs, James R.
    de Blanco, Esperanza J. Carcache
    Soejarto, Djaja D.
    Kinghorn, A. Douglas
    [J]. JOURNAL OF NATURAL PRODUCTS, 2013, 76 (03): : 394 - 404
  • [8] Peter P., 2001, CURR ORG CHEM, V5, P923
  • [9] Two new bisamides from the leaves of Aglaia perviridis
    Shi, Zhi-Ran
    Zhang, Hua
    Zhang, Xian-Yuan
    Wu, Wen-Bin
    Li, He-Ran
    Yue, Jian-Min
    [J]. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2016, 18 (05) : 443 - 449
  • [10] Triterpenes and triterpene glucosides with their oxidative stress injury protective activity from Rubus lambertianus
    Tan, Shu-Feng
    Zhao, Hui-Jun
    Luo, Jian-Guang
    Kong, Ling-Yi
    [J]. PHYTOCHEMISTRY LETTERS, 2015, 12 : 1 - 5