Steriodal saponins from the rhizomes of Tupistra chinensis Baker

Phytochemistry. 2023 Mar:207:113583. doi: 10.1016/j.phytochem.2022.113583. Epub 2023 Jan 6.

Abstract

Chemical constituent investigation on the n-BuOH extract of the rhizomes of Tupistra chinensis Baker leads to the isolation of ten compounds including eight undescribed furostanol saponins, tupischinosides A - H, and two known ones. The structures of isolated compounds were determined by extensive spectral analysis and chemical evidences. Interestingly, tupischinosides A and B, C and D, E and F, G and H were identified as four pairs of epimers. The cytotoxicity of tupischinosides A - H against human cancer cell lines U87, SHG44, U251, LN229 and HepG-2 was evaluated by CCK-8 method. As a result, tupischinosides A and C exhibited significant proliferation inhibitory effect on the tested cancer cells. On the contrary, the corresponding epimers, tupischinosides B and D, which only differ in the configuration of C-23 didn't exhibit any cytotoxicity to cancer cells. These results indicated that the stereochemistry of C-23 was crucial to the activity of the compounds.

Keywords: Cytotoxicity; Epimer; Liliaceae; Steroidal saponins; Structure identification; Tupistra chinensis Baker.

MeSH terms

  • Cell Line
  • Humans
  • Liliaceae* / chemistry
  • Molecular Structure
  • Rhizome / chemistry
  • Saponins* / chemistry
  • Saponins* / pharmacology

Substances

  • Saponins