Quantitative Photodeprotection Assessment of Caged Resveratrol by Fluorescence Measurement

[Image: see text] For monitoring the regenerated bioactivity of a masked bioactive compound, resveratrol (a luciferase inhibitor) was selected to target such a compound. Caged resveratrol, masked by thiochromone-type photolabile-protecting groups was synthesized in the study. Each caged resveratrol showed lower bioactivity when compared to that shown by the original molecule. After photoirradiation, the original bioactivity was found to be regenerated. Furthermore, the fluorescent compound derived from the thiochromone-type photolabile-protecting groups was generated simultaneously. A linear correlation was observed between the regenerated bioactivity and generated fluorescence intensity. Thus, we quantitatively monitored the recovered bioactivity successfully by measuring the fluorescence.