Two Prenylated and C-Methylated Flavonoids from Tripterygium wilfordii

Abstract

Two unusual prenylated and C-methylated flavanones, (±)-5,4′-dihydroxy-2′-methoxy-6′,6′′- dimethypyrano-(2′′,3′′:7,8)-6-methyflavanone (1) and (2S)-5,7,4′-trihydroxy-2′-methoxy-8,5′- di(3-methyl-2-butenyl)-6-methyflavanone (2), and 10 known compounds were isolated from the stems and roots of Tripterygium wilfordii. Their structures were elucidated based on spectroscopic analyses including 1- and 2-D NMR, HR‐ESI‐MS, CD, and x-ray crystallography. The anti-inflammatory, antiproliferative, and antibacterial activities of compounds 1 and 2 were investigated. Compound 2 had an inhibitory effect on lipopolysaccharides (LPS)-triggered RAW cell nitric oxide (NO) production, with an IC₅₀ value of 15.0 ± 0.7 µM. Both compounds showed moderate antiproliferative activity against the tumor cell lines HT-29 and ZR-75-1.

Key words

Celastraceae - Tripterygium wilfordii - anti‐inflammatory - antiproliferation - flavonoid - C‐methylflavone

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1 These authors contributed to this article equally.