New 23, 27-dihydroxy-oleanane-type triterpenoid saponins from Anemone Raddeana Regel

Abstract

Two new 23, 27-dihydroxy-oleanane-type triterpenoid saponins named Raddeanoside Rf and Raddeanoside Rg (1 and 2), along with thirteen known triterpenoid saponins (3–15) were isolated from the rhizome of Anemone raddeana Regel. Their structures were determined by chemical and spectral analysis, including 1 D, 2 D NMR data and HRESIMS. The type of aglycone 23, 27-dihydroxy oleanolic acid is extremely rare in natural products. In addition, the anti-cancer activity for all the compounds were evaluated. Compounds 9 and 10 exhibited significant cytotoxicity with IC₅₀ values of 4.47 and 8.97 μM against human pancreatic cancer lines (PANC-1), while compound 6 with IC₅₀ value of 8.19 μM against human lung lines (A549). The possible structure-activity relationships of these triterpenoid saponins were also tentatively discussed.

Graphical Abstract

Keywords:

• Anemone raddeana Regel
• triterpenoid saponins
• cytotoxicity

Disclosure statement

The authors declare no conflicts of interest.

Additional information

Funding

This work was supported by the National Natural Science Foundation of China (No. 81373900), the Young and Middle-aged Key Talent Training Program of Shenyang Pharmaceutical University (ZQN2018013) and the fourth national survey on Chinese materia medica resources in Liaoning Province (2018018).