Seco-polyprenylated acylphloroglucinols from Hypericum elodeoides induced cell cycle arrest and apoptosis in MCF-7 cells via oxidative DNA damage

  • Bioorg Chem. 2022 Nov:128:106088. doi: 10.1016/j.bioorg.2022.106088.
Wen-Jing Tian  1 ,  Mi Zhou  2 ,  Da-Ren Qiu  2 ,  Jun-Jie Chen  2 ,  Xiang-Zhong Liu  2 ,  Jing-Dian Li  2 ,  Ting Lin  2 ,  Guang-Hui Wang  2 ,  Haifeng Chen  3
Affiliations
  • 1. Fujian Provincial Key Laboratory of Innovative Drug Target, School of Pharmaceutical Sciences, Xiamen University, Xiamen 361005, People's Republic of China. Electronic address: [email protected].
  • 2. Fujian Provincial Key Laboratory of Innovative Drug Target, School of Pharmaceutical Sciences, Xiamen University, Xiamen 361005, People's Republic of China.
  • 3. Fujian Provincial Key Laboratory of Innovative Drug Target, School of Pharmaceutical Sciences, Xiamen University, Xiamen 361005, People's Republic of China. Electronic address: [email protected].
PMID: 36007479 DOI: 10.1016/j.bioorg.2022.106088
Abstract

Four undescribed seco-polyprenylated acylphloroglucinols (seco-PAPs), elodeoidesones A-D (1-4), were characterized from Hypericum elodeoides. Compound 1 represents the 1,6-seco-PAPs with fascinating 5/5 fused ring, while 2-4 possess a 1,2-seco-PAPs skeleton with a five-membered lactone core. Their structures including absolute configurations were established by spectroscopic analyses and quantum chemical computations. A possible biosynthetic pathway of 1-4 from normal PAPs was proposed. All the isolates were investigated for their cytotoxicity against tumor cells. Notably, 1 inhibited the proliferation of MCF-7 cells with the IC50 value of 7.34 μM. Mechanism investigation indicated that 1 induced MCF-7 cells Apoptosis by blocking cell cycle at S phase via inducing oxidative DNA damage.

Keywords
Cytotoxicity; Hypericum elodeoides; Phloroglucinol.
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