New Cytotoxic Naphthohydroquinone Dimers from Rubia alata
Zhao, Si-Meng1,2; Wang, Zhe1,2; Zeng, Guang-Zhi1; Song, Wei-Wu1; Chen, Xiao-Qiang1; Li, Xiao-Nian1; Tan, Ning-Hua1; Zeng,GZ (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China.; gzh_zeng@mail.kib.ac.cn; nhtan@mail.kib.ac.cn
2014-11-07
发表期刊ORGANIC LETTERS
ISSN1523-7060
卷号16期号:21页码:5576-5579
产权排序第一
摘要Two novel naphthohydroquinone dimers with unprecedented skeletons, rubialatins A (1) and B (2), were isolated from the herbal plant Rubia alata together with their precursor, mollugin (3). The structures were elucidated on the basis of NMR spectra and crystal X-ray diffraction. Compound 1, a racemate, was separated by chiral column chromatography, and the absolute configurations of the enantiomers were determined by the computational methods. Cytotoxicity of 1-3 was evaluated as well as the effect on the NF-?B pathway. Compound (+)-1 showed cytotoxicity and could inhibit NF-kappa B pathway. Meanwhile, 2 showed cytotoxicity and a synergistic effect with TNF-alpha on NF-omicron B activation.
关键词Chiral Bicyclic Lactams 1st Total-synthesis Asymmetric-synthesis Helquist Annulation Magellanine-type L-paniculatum (-)-8-deoxyserratinine
资助信息National Key Basic Research Program of China [2014CB954100]; National Key Basic Research Program of China [2014CB954100]; Key Research Program of the Chinese Academy of Sciences [KJZD-EW-L07]; National Natural Science Foundation of China [40830209]; Science and Technology Program of Yunnan Province [2008GA029]; Key Research Program of the Chinese Academy of Sciences [KJZD-EW-L07]; National Natural Science Foundation of China [40830209]; Science and Technology Program of Yunnan Province [2008GA029]
学科领域Chemistry, Organic
DOI10.1021/ol502603f
收录类别SCI ; IC
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000344635200018
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/18454
专题植物化学与西部植物资源持续利用国家重点实验室
通讯作者Zeng,GZ (reprint author),Chinese Acad Sci,Kunming Inst Bot,State Key Lab Phytochem & Plant Resources West Ch,Kunming 650201,Peoples R China.; gzh_zeng@mail.kib.ac.cn; nhtan@mail.kib.ac.cn
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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Zhao, Si-Meng,Wang, Zhe,Zeng, Guang-Zhi,et al. New Cytotoxic Naphthohydroquinone Dimers from Rubia alata[J]. ORGANIC LETTERS,2014,16(21):5576-5579.
APA Zhao, Si-Meng.,Wang, Zhe.,Zeng, Guang-Zhi.,Song, Wei-Wu.,Chen, Xiao-Qiang.,...&nhtan@mail.kib.ac.cn.(2014).New Cytotoxic Naphthohydroquinone Dimers from Rubia alata.ORGANIC LETTERS,16(21),5576-5579.
MLA Zhao, Si-Meng,et al."New Cytotoxic Naphthohydroquinone Dimers from Rubia alata".ORGANIC LETTERS 16.21(2014):5576-5579.
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