Bibenzyl and naphthalene derivatives from Dendrobium chrysanthum and their anti-hepatic-steatosis activities

  • Bioorg Chem. 2024 Apr:145:107236. doi: 10.1016/j.bioorg.2024.107236.
Zi-Mo Zhang  1 Jin-Ming Chen  1 Xiao-Xia Wang  1 Ling-Yun Wang  2 Shuai Liu  1 Jing Wang  3 Ya-Nan Wang  4 Peng-Yu Zhuang  5 Lu-Lu Wang  6 Hang Liu  7
Affiliations
  • 1. School of Pharmacy, North China University of Science and Technology, Tangshan, Hebei Province 063210, People's Republic of China.
  • 2. Department of Pharmacy, Nanjing Drum Tower Hospital, Affiliated Hospital of Medical School, Nanjing University, Nanjing, Jiangsu Province 210008, People's Republic of China.
  • 3. Department of Pharmacy, Nanjing Hospital of Chinese Medicine Affiliated to Nanjing University of Chinese Medicine, Nanjing, Jiangsu Province 210022, People's Republic of China.
  • 4. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.
  • 5. School of Pharmacy, North China University of Science and Technology, Tangshan, Hebei Province 063210, People's Republic of China. Electronic address: [email protected].
  • 6. Department of Pharmacy, Nanjing Drum Tower Hospital, Affiliated Hospital of Medical School, Nanjing University, Nanjing, Jiangsu Province 210008, People's Republic of China. Electronic address: [email protected].
  • 7. Department of Pharmacy, Nanjing Drum Tower Hospital, Affiliated Hospital of Medical School, Nanjing University, Nanjing, Jiangsu Province 210008, People's Republic of China. Electronic address: [email protected].
Abstract

In this study, 16 new compounds, six bibenzyls (1-6) and 10 naphthalenes (7-13), including three pairs of naphthalene enantiomers and three known compounds (14-16), were isolated from Dendrobium chrysanthum. Structurally, compounds 1-5 are previously undescribed dimeric bibenzyls, uniquely linked by unusual carbon bonds. The structures of the compounds were determined using spectroscopy and X-ray crystallography. The screening results indicated that 1, 2, and 5 showed remarkable lipid-lowering activities in FFA-induced HepG2 cells, with EC50 values ranging from 3.13 to 6.57 μM. Moreover, 1, 2, and 5 significantly decreased both the mRNA and protein levels of the target SREBP-1c, and 5 also reduced PPARα mRNA and protein levels. Therefore, 1, 2, and 5 are potential drugs against hepatic steatosis by targeting PPARα or SREBP-1c.

Keywords
Anti-hepatic-steatosis; Dendrobium chrysanthum; Dimeric bibenzyls; Naphthalene derivatives.
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