LC-MS/MS-Guided Discovery of Sinapic Acid Derivatives from Seeds and Their Anti-inflammatory Activity.

Edible seeds of are known for their health-promoting properties. A total of 17 sinapic acid derivatives, including 12 previously undescribed compounds, were isolated from seeds using an LC-MS/MS-guided strategy. Among them, lepisativutimines A-F (-) were identified as rare sinapic acid derivatives featuring a uridine moiety. The structures of the isolated compounds were determined based on mass and NMR data analysis, C NMR calculations with DP4+ probability analyses, ECD data along with quantum-chemical ECD calculations, and acid hydrolysis followed by acetic derivatization and GC analysis. MS/MS data of the isolated compounds were thoroughly examined, and the characteristic mass fragments of these sinapic acid derivatives were summarized. Compounds , , and - presented NO inhibitory activities in LPS-induced RAW264.7 cells, with IC values ranging from 16.20 to 86.37 M. Compound significantly reduced NO production and the levels of TNF-, IL-6, and PGE in a dose-dependent manner. Additionally, compound dose-dependently reduced the protein expression of COX2, iNOS, MAPK, JNK, and ERK, suggesting that its anti-inflammatory effect may be mediated through the inhibition of iNOS/COX2 and MAPK signaling pathways.