Characterization of the metabolic fate of sinapic acid in rats
Abstract
Sinapic acid (SA) is ubiquitously distributed in the plant kingdom as a free organic acid and more frequently as a biosynthetic pioneer for SA derivatives, e.g., SA esters. Broad biological and pharmacological activities have been disclosed for SA. Because of the metabolism lability property, metabolites instead of the parent compound should be the primary forms after oral treatment of SA, and those metabolites should also be rapidly observed from SA following administration of SA derivative. Hence, the metabolites might provide a primary contribution to the pharmacological properties of SA; however, the metabolite profile remains unclear. Here, our efforts were devoted to addressing this issue through deploying online energy-resolved mass spectrometry (ER-MS) to accomplish isomer identification which is the key issue hindering metabolite identification, notably those conjugated metabolites. After recording breakdown graphs of concerned fragment ions with online ER-MS, the positive correlations between optimal collision energy (OCE) and bond dissociation energy (BDE) were applied to assign candidate structures to isomeric signals. Moreover, in vitro metabolism with liver cellular subfractions, UV-triggered cis-/trans-configuration transformation, and wet-chemistry hydrogenation were carried out to justify the structures. As a result, sixteen metabolites (M1-M16) were found and confirmatively identified in rat plasma and urine following SA administration, and sulfation,…
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