Two Olean-27-carboxylic Acid-Type Triterpenoids as Chemical Markers Isolated from Saxifraga umbellulata

Chem Biodivers. 2022 Apr;19(4):e202100902. doi: 10.1002/cbdv.202100902. Epub 2022 Mar 22.

Abstract

Two olean-27-carboxylic acid-type triterpenoids (1 and 2) were isolated from Saxifraga umbellulata (Saxifragaceae), representing the first case in the chemical discoveries of genus Saxifraga. Compound 1 was determined to be a new compound named 'Saxifragic acid' based on the comprehensive spectroscopic and X-ray crystallographic analyses. Compound 2 (deacetylated saxifragic acid) is a known compound reported before, but its absolute configuration through X-ray crystallographic analyses was first described here. In addition, their cytotoxicity against five digestive human cancer cell lines (BGC-823, GBC-SD, CCC-9810, HT-29, and HepG2) and hepatoprotective activity against CCl4 -induced L-o2 cell injury in vitro were evaluated. Interestingly, UPLC-QTOFMS analysis showed that these two compounds could be used as chemical markers to discriminate between S. umbellulata and S. tangutica, both of which are used for the treatment of hepatobiliary diseases in traditional Tibetan medicine.

Keywords: Saxifraga umbellulata; chemical markers; cytotoxicity; hepatoprotective; triterpenoids.

MeSH terms

  • Carboxylic Acids
  • Humans
  • Molecular Structure
  • Saxifragaceae* / chemistry
  • Triterpenes* / pharmacology

Substances

  • Carboxylic Acids
  • Triterpenes