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Natural and Semisynthetic Tigliane Diterpenoids with New Carbon Skeletons from Euphorbia dracunculoides as a Wnt Signaling Pathway Inhibitor.

Li WangJing YangLing-Mei KongJun DengZijun XiongJianping HuangJianying LuoYijun YanYikao HuXiao-Nian LiYan LiYong ZhaoSheng-Xiong Huang
Published in: Organic letters (2017)
Euphordraculoates A (1) and B (2), featuring tigliane diterpenoids with two new carbon skeletons, were characterized as metabolites of Euphorbia dracunculoides and semisynthetic products, respectively. Their structures were determined by spectroscopic analyses and X-ray crystallography. The respective biosynthetic and chemical formation mechanisms for 1 and 2 from a known tigliane 3 was proposed. The detailed decarbonization mechanism from 3 to 2 was further explored by 18O-labeling experiment. Compound 2 could inhibit Wnt pathway in a dose- and time-dependent manner.
Keyphrases
  • signaling pathway
  • cell proliferation
  • high resolution
  • stem cells
  • pi k akt
  • molecular docking
  • ms ms
  • epithelial mesenchymal transition
  • induced apoptosis
  • oxidative stress
  • computed tomography
  • mass spectrometry