Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells

Li-Rong Sun, Chen Qing, Yan-Li Zhang, Shu-Yu Jia, Zhong-Rong Li, Shen-Ji Pei, Ming-Hua Qiu, Michael L. Gross and Samuel X. Qiu
Beilstein J. Org. Chem. 2007, 3, No. 3. https://doi.org/10.1186/1860-5397-3-3

Supporting Information

Supporting Information File 1: Experimental detail of MTT assay. The cytotoxicity of compounds 1, 2 were evaluated using an established protocol with a minor modification.
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Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells
Li-Rong Sun, Chen Qing, Yan-Li Zhang, Shu-Yu Jia, Zhong-Rong Li, Shen-Ji Pei, Ming-Hua Qiu, Michael L. Gross and Samuel X. Qiu
Beilstein J. Org. Chem. 2007, 3, No. 3. https://doi.org/10.1186/1860-5397-3-3

How to Cite

Sun, L.-R.; Qing, C.; Zhang, Y.-L.; Jia, S.-Y.; Li, Z.-R.; Pei, S.-J.; Qiu, M.-H.; Gross, M. L.; Qiu, S. X. Beilstein J. Org. Chem. 2007, 3, No. 3. doi:10.1186/1860-5397-3-3

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  • Saltos, V.; Beatriz, M. Ph.D. Thesis, March 6, 2015.
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