New stilbenoligan and flavonoid from the roots of Caragana stenophylla Pojark. and their anti-inflammatory activity

Abstract

A phytochemical investigation on the 80% ethanol extract of the roots of Caragana stenophylla Pojark. resulted in the isolation of 20 compounds, including two new ones, named kompasinol P (2) and 3,5,7,2',3'-pentahydroxy-4'-methoxyisoflavanone (3). Among them, a pair of enantiomers, (7S, 8 R, 7′R, 8′S)-kompasinol A (1a) and (7 R, 8S, 7′S, 8′R)-kompasinol A (1b), were successfully separated by the chiral-phase HPLC resolution for the first time. The absolute configurations of 1a and 1b were determined by the experimental and calculated electronic circular dichroism (ECD) data. 15 isolates were evaluated for their anti-inflammatory activity via inhibiting the production of nitric oxide (NO) in lipopolysaccharide (LPS)-stimulated murine macrophage RAW 264.7 cells. Compounds 1a/1b, 6, 7, 9, 10, 12, 14, and 16–18 showed moderate inhibition with IC₅₀ values ranging from 11.45 to 68.54 μM.

Graphical Abstract

Keywords:

• Caragana stenophylla
• flavonoid
• stilbenoligan
• anti-inflammatory activity

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was mainly supported by the financial support from the Natural Science Fund of Xinjiang (grant no. 2020D01A115), and the Chinese National S&T Special Project on Major New Drug Innovation (grant nos. 2019ZX09735002 and 2017ZX09301059).