Studies on the stereoselective synthesis and immunosuppressive activity of dihydroartemisinin-O-glycoside derivatives

  • Bioorg Med Chem Lett. 2020 Aug 15;30(16):127338. doi: 10.1016/j.bmcl.2020.127338.
Yu Yu  1 ,  Jingfeng Yu  1 ,  Xiaosu Zou  1 ,  Wei Xu  1 ,  Jinghua Zhang  2 ,  Hongzhu Bian  3 ,  Xun Dong  3 ,  Zhengwu Shen  4
Affiliations
  • 1. Shanghai University of Traditional Chinese Medicine, PR China.
  • 2. Shanghai Jiao Tong University School of Medicine, PR China.
  • 3. Yunnan Baiyao Group Co., Ltd., PR China.
  • 4. Shanghai Jiao Tong University School of Medicine, PR China; Shanghai University of Traditional Chinese Medicine, PR China. Electronic address: [email protected].
PMID: 32631539 DOI: 10.1016/j.bmcl.2020.127338
Abstract

Eight new dihydroartemisinin-O-glycosides were synthesized with their relative configurations were determined based on NMR spectrum. In vitro immunosuppressive assay showed that 10α-dihydroartemisinin-β-O-d-mannoside (19a) demonstrate 88% inhibition towards T cells proliferation and 98% reduction in IFN-γ levels in cell media. These results suggest that dihydroartemisinin-O-glycoside as a potential lead for further in vivo evaluation.

Keywords
Dihydroartemisinin; Glycoside; Immunosuppressive.