New sesquiterpenoids from Ligularia duciformis

被引:8
|
作者
Wang, Wen-Shu [1 ]
Dai, Xia [1 ]
Hong, Li-Ya [1 ]
Lu, Peng [1 ]
Feng, Jin-Chao [1 ]
Jiao, Yu-Guo [1 ]
机构
[1] Cent Univ Nationalities, Coll Life & Environm Sci, Beijing 100081, Peoples R China
关键词
D O I
10.1002/hlca.200890119
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
From the whole plants of Ligularia duciformis, four new sesquiterpenoids, 3 beta-acetoxy-6 beta-methoxyeremophila-7(11),9(10)-dien-12,8 beta-olide (1), 3 beta-acetoxy-8 alpha-hydroxy-6 beta-methoxyeremophila-7(11),9(10)-dien-12,8 beta-olide (2), 3 beta-acetoxy-10 beta-hydroxy-6 beta,8 beta-dimethoxyeremophil-7(11)-en-12,8 alpha-olide (3), and 3 beta-acetoxy-6 beta,8 beta,10 beta-trihydroxyeremophil-7(11)-en-12,8 alpha-olide (4) were isolated. Their structures were established by high-field NMR techniques ((1)H,(1)H-COSY, (13)C-APT, HMQC, HMBC, and NOESY) and HR-ESI-MS analysis, together with comparison of the spectroscopic data with those of structurally related compounds. In addition, the cytotoxicity of the new compounds against human hepatic cancer cells Bel-7402, human pneumonic cancer cells A-549, and human colonic cancer cells HCT-8 were evaluated, the new compounds showed no cytotoxicity against the three tumor cells (all IC(50) values > 200 mu M).
引用
收藏
页码:1118 / 1123
页数:6
相关论文
共 50 条
  • [21] Bieremoligularolide and eremoligularin, two novel sesquiterpenoids from Ligularia muliensis
    Wu, QH
    Wang, CM
    Cheng, SG
    Gao, K
    TETRAHEDRON LETTERS, 2004, 45 (48) : 8855 - 8858
  • [22] New Sesquiterpenoids from the Rhizomes of Petasites japonicus MAXIM. and the Roots of Ligularia dentata HARA
    Yaoita, Yasunori
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 2012, 132 (08): : 887 - 893
  • [23] A natural hybrid between Ligularia paradoxa and L. duciformis (Asteraceae, Senecioneae) from Yunnan, China
    Pan, Yuezhi
    Shi, Suhua
    Gong, Xun
    Kuroda, Chiaki
    ANNALS OF THE MISSOURI BOTANICAL GARDEN, 2008, 95 (03) : 487 - 494
  • [24] Eremophilane-Type Sesquiterpenoids with Diverse Skeletons from Ligularia sagitta
    Chen, Jian-Jun
    Chen, Chao-Jun
    Yao, Xiao-Jun
    Jin, Xiao-Jie
    Gao, Kun
    JOURNAL OF NATURAL PRODUCTS, 2014, 77 (06): : 1329 - 1335
  • [25] Two new eremophilane-type sesquiterpenoids from the rhizomes of Ligularia veitchiana (HEMSL.) GREENM
    Wang, Cai-Fang
    Zhao, Yu
    Liu, Yan-Ze
    Zhang, Zhen-Zhong
    HELVETICA CHIMICA ACTA, 2008, 91 (09) : 1712 - 1716
  • [26] Chemical and Genetic Study of Ligularia duciformis and Related Species in Sichuan and Yunnan Provinces of China
    Nagano, Hajime
    Hanai, Ryo
    Yamada, Hiroka
    Matsushima, Mika
    Miura, Yui
    Hoya, Takanori
    Ozawa, Masaaki
    Fujiwara, Miho
    Kodama, Hikari
    Torihata, Atsushi
    Onuki, Hiroyuki
    Nezu, Yoko
    Kawai, Satoru
    Yamazaki, Mizue
    Hirota, Hiroshi
    Saito, Yoshinori
    Tori, Motoo
    Ohsaki, Ayumi
    Gong, Xun
    Kuroda, Chiaki
    CHEMISTRY & BIODIVERSITY, 2012, 9 (04) : 789 - 805
  • [27] Eremophilane Sesquiterpenoids and Nor- and Dinorsesquiterpenoids from Ligularia virgaurea Collected in China
    Nakashima, Katsuyuki
    Hoshiyama, Kie
    Hayami, Chika
    Sakaoku, Misato
    Okamoto, Yasuko
    Kuroda, Chiaki
    Gong, Xun
    Tori, Motoo
    NATURAL PRODUCT COMMUNICATIONS, 2018, 13 (07) : 795 - 798
  • [28] Twelve new compounds from Ligularia melanothyrsa; isolation of melanothyrsins A-E, normelanothyrsin A, and other eremophilane sesquiterpenoids
    Saito, Yoshinori
    Ichihara, Mayu
    Okamoto, Yasuko
    Gong, Xun
    Kuroda, Chiaki
    Tori, Motoo
    TETRAHEDRON, 2014, 70 (16) : 2621 - 2628
  • [29] Eremophilane, bakkane, secoeremophilane, and secobakkane sesquiterpenoids from Ligularia virgaurea collected in China
    Saito, Yoshinori
    Iga, Saori
    Hoshiyama, Kie
    Nakashima, Katsuyuki
    Okamoto, Yasuko
    Kuroda, Chiaki
    Gong, Xun
    Tori, Motoo
    TETRAHEDRON, 2019, 75 (14) : 2239 - 2245
  • [30] STUDIES ON SESQUITERPENOIDS .9. STRUCTURE OF LIGULAROL AND LIGULARONE FROM LIGULARIA SIBIRICA CASS
    ISHII, H
    TOZYO, T
    MINATO, H
    TETRAHEDRON, 1965, 21 (09) : 2605 - &