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Wilsonols AL, Megastigmane Sesquiterpenoids from the Leaves of Cinnamomum wilsonii

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posted on 26.07.2013, 00:00 by Penghua Shu, Xialan Wei, Yongbo Xue, Weijie Li, Jinwen Zhang, Ming Xiang, Mengke Zhang, Zengwei Luo, Yan Li, Guangmin Yao, Yonghui Zhang
Twelve new megastigmane sesquiterpenoids, wilsonols A–L (112), were isolated from the leaves of Cinnamomum wilsonii, along with seven known analogues (1319). The structures of compounds 112 were established by spectroscopic analyses. The absolute configurations of 15 were determined by single-crystal X-ray diffraction analysis with Cu Kα irradiation, and the absolute configurations of 612 were determined by the modified Mosher’s method. Compounds 19 and 1319 were evaluated for in vitro cytotoxicity against five human cancer cell lines, HL-60, SMMC-7721, A-549, MCF-7, and SW-480, and compared against the Beas-2B immortalized (noncancerous) human bronchial epithelial cell line. Compound 13 exhibited IC50 values ranging from 2.5 to 12 μM and selectivity indices of >10 against SMMC-7721, A-549, and MCF-7 cell lines. Selected compounds were evaluated for in vitro immunomodulatory activity.