Two amide alkaloids from Portulaca oleracea L. and their bioactivities

This investigation sought to investigate the alkaloid constituents of Portulaca oleracea L. and evaluate their anti-inflammatory potential. Phytochemical investigation of P. oleracea led to the discovery of two hitherto unreported alkaloids, Oleracrylimide I (1) and Oleracrylimide J (2). Their structures were elucidated as (E)-N-(1-amino-2-(2,5-dihydroxy-4-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethyl)-3-(4-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)acrylamide and its 3-methoxy-substituted analogue, respectively. The chemical structures of the isolated constituents were determined through comprehensive spectroscopic techniques, including NMR analysis and UHPLC-ESI-QTOF/MS. Compounds 1 and 2 effectively suppressed IL-1β and TNF-α release at 10 μM and 5 μM, indicating potent anti-inflammatory activity, as evaluated by ELISA.