Oxylipin vanillyl acetals from Solanum lyratum.

Shuang-Shuang Li, Qing-Bo Liu, Yang-Yang Zhang, Shao-Chun Shi, Rui Guo, Guo-Dong Yao, Bin Lin, Xiao-Xiao Huang, Shao-Jiang Song

Fitoterapia 2020 Jun

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Four undescribed oxylipin vanillyl acetals with four stereogenic carbons were isolated from the herbs of Solanum lyratum. A comprehensive set of spectroscopic methods were used to elucidate the structures and relative configurations of 1-4. The absolute configurations of the naturally occurring compounds are assigned as 7S, 9'S, 10'S, 11'R at the site of six-membered cyclic acetal attachment by electronic circular dichroism (ECD) calculations and the modified Mosher's method. Compounds 1 and 3 displayed moderate selective inhibition against Hep3B and HepG2 cells, respectively. Further Annexin V-FITC/PI staining assay revealed that 1 and 3 might have inhibitory effects on hepatoma cells through induction of apoptosis. Copyright © 2020 Elsevier B.V. All rights reserved.

Citation

Shuang-Shuang Li, Qing-Bo Liu, Yang-Yang Zhang, Shao-Chun Shi, Rui Guo, Guo-Dong Yao, Bin Lin, Xiao-Xiao Huang, Shao-Jiang Song. Oxylipin vanillyl acetals from Solanum lyratum. Fitoterapia. 2020 Jun;143:104559