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Highly Oxygenated Limonoids and Lignans from Phyllanthus flexuosus |
| Jian-Qiang Zhao1,2, Yan-Ming Wang1,2, Hong-Tao Zhu1, Dong Wang1, Sheng-Hong Li1, Rong-Rong Cheng1, Chong-Ren Yang1, Yi-Fei Wang3, Min Xu1, Ying-Jun Zhang1 |
1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China;
2. University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China;
3. Guangzhou Jinan Biomedicine Research and Development Center, Guangzhou 510632, People's Republic of China |
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Abstract Two new highly oxygenated limonoids, flexuosoids A(1) and B(2), and three new arylnaphthalene lignan glycosides, phyllanthusmins D-F(3-5), were isolated from the roots of Phyllanthus flexuosus, in addition to three known lignans, phyllanthusmin C, arabelline, and(+)-diasyringaresinol. Their structures were elucidated on the basis of detailed spectroscopic analysis and chemical methods. Compounds 1 and 2, two new decaoxygenated limonoids with a C-19/29 lactol bridge and heptaoxygenated substituents at C-1, C-2, C-3, C-7, C-11, C-17, and C-30, represent the second example of limonoids in the Euphorbiaceae family. Most of the isolates were tested for their antifeedant, anti-herpes simplex virus 1, and cytotoxic activities. The new limonoids 1 and 2 showed promising antifeedant activity against the beet army worm(Spodoptera exigua) with EC50 values of 25.1 and 17.3 μg/cm2, respectively. In addition, both of them displayed moderate cytotoxicity against the ECA109 human esophagus cancer cell line, along with the known lignan glycoside, phyllanthusmin C, with the IC50 values of 11.5(1), 8.5(2), and 7.8(phyllanthusmin C) μM, respectively.
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| Keywords
Phyllanthus flexuosus
Euphorbiaceae
Limonoids
Lignan glycosides
Antifeedant
Antiviral
Cytotoxicity
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| Fund:We are grateful to the members of the analytical group of our institute for the measurement of spectroscopic data. This work was supported by the NSFC 21002105, the 973 Program of Science and Technology of P. R. China(2011CB915503), the Fourteenth Batch Candidates of the Young Academic Leaders of Yunnan Province(Min XU, 2011CI044) and by West Light Foundation of the Chinese Academy of Sciences. |
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Issue Date: 11 February 2018
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