Bioactive sesquiterpenoids from the flowers of Inula japonica

被引：29
作者：
Wu, Xing-De [1 ]
Ding, Lin-Fen [2 ,3 ]
Tu, Wen-Chao [1 ,2 ,3 ]
Yang, Hui [1 ,2 ,3 ]
Su, Jia [1 ]
Peng, Li-Yan [1 ]
Li, Yan [1 ]
Zhao, Qin-Shi [1 ]
机构：
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
[2] Kunming Med Univ, Sch Pharmaceut Sci, Kunming 650500, Peoples R China
[3] Kunming Med Univ, Yunnan Key Lab Pharmacol Nat Prod, Kunming 650500, Peoples R China
来源：
PHYTOCHEMISTRY | 2016年 / 129卷
基金：
中国国家自然科学基金;
关键词：
Inula japonica; Asteraceae; Sesquiterpenoids; Inujaponins A-I; Cytotoxicity; Nitric oxide (NO); NITRIC-OXIDE PRODUCTION; LACTONES; BRITANNICA; CONSTITUENTS; THUNB;
D O I：
10.1016/j.phytochem.2016.07.008
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：
Phytochemical investigation of the flowers of Inula japonica led to isolation of nine sesquiterpenoids, inujaponins A-I, as well as eighteen known ones. These sesquiterpenoids belong to six skeletal-types, including eudesmane, 1,10-seco-eudesmane, germacrane, guaiane, 4,5-seco-guaiane, and pseudoguaiane sesquiterpenoids. Their structures were established by extensive spectroscopic analysis. The absolute configurations of inujaponin A, eupatolide, and deacetylovatifolin were determined by Cu-K alpha Xray crystallographic analysis. Most of the isolated compounds exhibited potent cytotoxicity against HL 60, SMMC-7721, A-549, MCF-7, and SW-480 cancer cell lines, with IC50 values ranging from 1.57 to 22.58 mu M. Some selected compounds also possessed significant inhibitory activity against LPS-induced NO production in RAW264.7 macrophages with IC50 values ranging from 1.42 to 8.99 mu M. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：68 / 76
页数：9
相关论文
共 50 条
[41]   BISBIBENZYL AND SESQUITERPENOIDS FROM THE LIVERWORT JUBULA-JAPONICA [J].
TOYOTA, M ;
ASAKAWA, Y .
PHYTOCHEMISTRY, 1993, 34 (04) :1135-1137
[42]   Xanthane sesquiterpenoids from the roots and flowers of Xanthium cavanillesii [J].
Olivaro, Cristina ;
Rostan, Vanesa ;
Bandera, Daniela ;
Moyna, Guillermo ;
Vazquez, Alvaro .
NATURAL PRODUCT RESEARCH, 2016, 30 (19) :2238-2242
[43]   Sesquiterpenes and other constituents from the aerial parts of Inula japonica [J].
Yang, C ;
Wang, CM ;
Jia, ZJ .
PLANTA MEDICA, 2003, 69 (07) :662-666
[44]   Bioactive Sesquiterpenoids from Santolina chamaecyparissus L. Flowers: Chemical Profiling and Antifungal Activity Against Neocosmospora Species [J].
Sanchez-Hernandez, Eva ;
Martin-Gil, Jesus ;
Gonzalez-Garcia, Vicente ;
Casanova-Gascon, Jose ;
Martin-Ramos, Pablo .
PLANTS-BASEL, 2025, 14 (02)
[45]   Sesquiterpenoids, alantolactone analogues, and seco-guaiene from the roots of Inula helenium [J].
Jiang, Hai-Long ;
Chen, Jia ;
Jin, Xiao-Jie ;
Yang, Jun-Li ;
Li, Ya ;
Yao, Xiao-Jun ;
Wu, Quan-Xiang .
TETRAHEDRON, 2011, 67 (47) :9193-9198
[46]   Four new sesquiterpenoids from Dendranthema morifolium (Ramat.) kitam flowers [J].
Chen, Wenjing ;
Zeng, Mengnan ;
Li, Meng ;
Li, Fang ;
Zhao, Xuan ;
Fan, Hui ;
Zheng, Xiaoke ;
Feng, Weisheng .
PHYTOCHEMISTRY LETTERS, 2018, 23 :52-56
[47]   Sesquiterpene Monomers and Dimers From the Flower of Inula japonica Thunb. With Selective Antiproliferation Against Breast Cancer Cells [J].
Chen, Hong-Yu ;
Guo, Lu ;
Luo, Di ;
Lou, Si-Qing ;
Liang, Dong-E. ;
Xu, Xin-Ya ;
Xi, Zhi-Fang ;
Zhan, Zha-Jun ;
Ma, Lie-Feng .
CHEMISTRY & BIODIVERSITY, 2025, 22 (05)
[48]   Bioactive compounds from organic extracts of Helianthus tuberosus L. flowers [J].
Jantaharn, Phongphan ;
Mongkolthanaruk, Wiyada ;
Senawon, Thanaset ;
Jogloy, Sanun ;
McCloskey, Sirirath .
INDUSTRIAL CROPS AND PRODUCTS, 2018, 119 :57-63
[49]   Bioactive eudesmane and germacrane derivatives from Inula wissmanniana Hand.-Mazz. [J].
Cheng, Xiang-Rong ;
Zhang, Shou-De ;
Wang, Chun-Hui ;
Ren, Jie ;
Qin, Jiang-Jiang ;
Tang, Xue ;
Shen, Yun-Heng ;
Yan, Shi-Kai ;
Jin, Hui-Zi ;
Zhang, Wei-Dong .
PHYTOCHEMISTRY, 2013, 96 :214-222
[50]   Cytotoxic sesquiterpenoids from Winteraceae of Caledonian rainforest [J].
Allouche, Noureddine ;
Apel, Cecile ;
Martin, Marie-Therese ;
Dumontet, Vincent ;
Gueritte, Francoise ;
Litaudon, Marc .
PHYTOCHEMISTRY, 2009, 70 (04) :546-553
12345