Metabolic Demethylation and Oxidation of Caffeine during Uptake by Lettuce

Pharmaceuticals can be metabolized after being taken up by plants. The metabolites could manifest similar or equivalent bioactivity to the parent compound, promoting the critical need to understand the metabolism in plants. Caffeine has been frequently detected in agriculture produce; however, little attention is given to its metabolites in vegetables. This study examined uptake and metabolism of caffeine in lettuce in a hydroponic system. Caffeine and its metabolites in aqueous solution and lettuce were identified and quantified using a liquid chromatography coupled to a QTrap tandem mass spectrometry instrument. After 144 h, over 50% of applied caffeine dissipated in the hydroponic lettuce system, and eight caffeine metabolites were identified primarily in the shoots. Caffeine underwent demethylation reactions, which were confirmed with authentic standards, and the total amount accounted for 20% of the initially applied caffeine. Other metabolism pathways included oxidation and hydroxylation, and the amount of metabolites increased over uptake time.