LC-MS/MS-Guided Discovery of Sinapic Acid Derivatives from Lepidium sativum Seeds and Their Anti-inflammatory Activity
Shybyray Y. Liu L. Kaiyrkulova A. Huang X. Jenis J. Li J. Aisa H.A.
2 July 2025American Chemical Society
Journal of Agricultural and Food Chemistry
2025#73Issue 2616393 - 16407 pp.
Edible seeds of Lepidium sativum are known for their health-promoting properties. A total of 17 sinapic acid derivatives, including 12 previously undescribed compounds, were isolated from L. sativum seeds using an LC-MS/MS-guided strategy. Among them, lepisativutimines A-F (1-6) 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, 13C 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 2, 7, and 11-17 presented NO inhibitory activities in LPS-induced RAW264.7 cells, with IC50 values ranging from 16.20 to 86.37 μM. Compound 11 significantly reduced NO production and the levels of TNF-α, IL-6, and PGE2 in a dose-dependent manner. Additionally, compound 11 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.
anti-inflammatory , isolation and structural identification , Lepidium sativum L. , mass fragmentation pathway , sinapic acid derivatives
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State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Xinjiang, Urumqi, 830011, China
University of Chinese Academy of Sciences, Beijing, 100039, China
The Research Center for Medicinal Plants, Al-Farabi Kazakh National University, Al-Farabi Ave. 71, Almaty, 050040, Kazakhstan
College of Pharmacy, Xinjiang Medical University, Urumqi, 830011, China
State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization
University of Chinese Academy of Sciences
The Research Center for Medicinal Plants
College of Pharmacy
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