1. Cadinane-type sesquiterpenoid dimeric diastereomers hibisceusones A-C from infected stems of Hibiscus tiliaceus with cytotoxic activity against triple-negative breast cancer cells.
- Author
-
Chen, De-Li, Ma, Guo-Xu, Yang, Er-Lan, Yang, Yun, Wang, Can-Hong, Sun, Zhao-Cui, Liang, Han-Qiao, Xu, Xu-Dong, and Wei, Jian-He
- Subjects
- *
TRIPLE-negative breast cancer , *CANCER cells , *HIBISCUS , *NUCLEAR magnetic resonance spectroscopy , *CARBON films , *ANTINEOPLASTIC agents , *DIASTEREOISOMERS - Abstract
[Display omitted] • Three new cadinene-type sesquiterpene dimers, named hibisceusones A-C, were isolated from H. tiliaceus. • Dimeric skeletons were formed from a unique 1,4-dioxane ring for the first time in natural products. • Compound 2 exhibited promising anti-TNBC activities by inducing the apoptosis of MDA-MB-231 cells by inhibiting the PI3Kα pathway. Three new cadinane-type sesquiterpenoid dimeric diastereomers (1 – 3) named hibisceusones A-C were obtained from the infected stems of Hibiscus tiliaceus. The structures were determined by NMR spectroscopy and MS techniques, and the absolute configurations were assigned by ECD and single-crystal X-ray diffraction techniques. Compounds 1 – 3 are diastereomers, and contain a 1,4-dioxane ring linearly fused to different cadinane-type polycyclic skeletons. This is the first time that such a structure has been identified in natural products. Compounds 1 – 3 exhibited cytotoxic activities, and 2 showed a significantly high anti-triple-negative breast cancer (TNBC) effect. The anti-cancer effect of compound 2 was 3–4 fold higher than that of 1 and 3. The anti-cancer effect was generated via the induction of the apoptosis of the MDA-MB-231 cells by inhibiting the PI3Kα pathway. [ABSTRACT FROM AUTHOR]
- Published
- 2022
- Full Text
- View/download PDF