Four new compounds from Ligularia virgaurea: isolation of eremophilane and noreremophilane sesquiterpenoids and the absolute configuration of 2 alpha-hydroxyeremophil-11-en-9-one by CD spectrum and DFT calculation
Saito, Yoshinori1; Taniguchi, Mizuho1; Komiyama, Teppei2; Ohsaki, Ayumi2; Okamoto, Yasuko1; Gong, Xun3; Kuroda, Chiaki4,5; Tori, Motoo1
通讯作者Gong, X (reprint author), Chinese Acad Sci, Kunming Inst Bot, Kunming 650204, Peoples R China. ; gongxun@mail.kib.ac.cn ; chkkuroda@rikkyo.ac.jp ; tori@ph.bunri-u.ac.jp
2013-09-30
发表期刊TETRAHEDRON
ISSN0040-4020
卷号69期号:39页码:8505-8510
摘要Four new compounds, rearranged noreremophilan-8,6-olide, rearranged dinoreremophilanone, epoxy gamma-lactone, and 2 alpha-hydroxyermophil-11-en-9-one, along with eremophilenolides related to ligularol and other known terpenoids, were isolated from Ligularia virgaurea (ligularol type) collected from the northern Sichuan Province of China. Three of the new compounds had degraded and unique structures. The absolute configuration of 2 alpha-hydroxyermophil-11-en-9-one was determined on the basis of density functional theory calculation. The back octant rule cannot be applied to this compound because of the contribution of the hydroxy group to the front octant. (C) 2013 Elsevier Ltd. All rights reserved.
关键词Asteraceae Ligularia Virgaurea Sesquiterpenoid Absolute Configuration Circular Dichroism
学科领域Chemistry, Organic
DOI10.1016/j.tet.2013.06.104
收录类别SCI ; IC
语种英语
WOS记录号WOS:000323796000022
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/16849
专题资源植物与生物技术所级重点实验室
作者单位1.Tokushima Bunri Univ, Fac Pharmaceut Sci, Yamashiro, Tokushima 7708514, Japan
2.Tokyo Med & Dent Univ, Inst Biomat & Bioengn, Chiyoda Ku, Tokyo 1010062, Japan
3.Chinese Acad Sci, Kunming Inst Bot, Kunming 650204, Peoples R China
4.Rikkyo Univ, Dept Chem, Toshima Ku, Tokyo 1718501, Japan
5.Rikkyo Univ, Res Ctr Smart Mol, Toshima Ku, Tokyo 1718501, Japan
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GB/T 7714
Saito, Yoshinori,Taniguchi, Mizuho,Komiyama, Teppei,et al. Four new compounds from Ligularia virgaurea: isolation of eremophilane and noreremophilane sesquiterpenoids and the absolute configuration of 2 alpha-hydroxyeremophil-11-en-9-one by CD spectrum and DFT calculation[J]. TETRAHEDRON,2013,69(39):8505-8510.
APA Saito, Yoshinori.,Taniguchi, Mizuho.,Komiyama, Teppei.,Ohsaki, Ayumi.,Okamoto, Yasuko.,...&Tori, Motoo.(2013).Four new compounds from Ligularia virgaurea: isolation of eremophilane and noreremophilane sesquiterpenoids and the absolute configuration of 2 alpha-hydroxyeremophil-11-en-9-one by CD spectrum and DFT calculation.TETRAHEDRON,69(39),8505-8510.
MLA Saito, Yoshinori,et al."Four new compounds from Ligularia virgaurea: isolation of eremophilane and noreremophilane sesquiterpenoids and the absolute configuration of 2 alpha-hydroxyeremophil-11-en-9-one by CD spectrum and DFT calculation".TETRAHEDRON 69.39(2013):8505-8510.
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