Prenylated C6-C3 compounds with molecular diversity from the roots of Illicium oligandrum.


Eleven prenylated C(6)-C(3) compounds, illioliganpyranone A (1), illioliganfunone A-D (2-5), and illioliganone D-I (6-11), together with five known prenylated C(6)-C(3) compounds (12-16), were isolated from roots of Illicium oligandrum. The structures of 1-11 were elucidated by spectroscopic methods including 1D and 2D NMR, HRESIMS, and CD experiments. Possible biosynthetic pathways to compounds 1-16 derived from a common precursor of 5-allylbenzene-1,2,4-triol were postulated. All compounds were evaluated for cytotoxic activities against five human cancer cell lines (HCT-8, Bel-7402, BGC-823, A549 and A2780). Compound 15 exhibited significant cytotoxicity against HCT-8, BGC-823, A549, and A2780 cell lines with IC(50) values of 0.30-2.57 μM. Compound 16 showed moderate selective cytotoxicity against sensitive A2780 cells with IC(50) value of 1.38 μM.

DOI: 10.1016/j.phytochem.2010.10.021

Cite this paper

@article{Ma2011PrenylatedCC, title={Prenylated C6-C3 compounds with molecular diversity from the roots of Illicium oligandrum.}, author={Shuang-gang Ma and Wen-zhao Tang and Yu-xi Liu and Youcai Hu and Shishan Yu and Yi Zhang and Xiaoguang Chen and Jing Qu and Jin-hong Ren and Yunbao Liu and Song Xu and Jing Liu and Yuan-yan Liu and Yong Li and Hai-Ning L{\"{u} and Xian-fu Wu}, journal={Phytochemistry}, year={2011}, volume={72 1}, pages={115-25} }