Quantitative Photodeprotection Assessment of Caged Resveratrol by Fluorescence Measurement

ACS Omega
Shin HikageKiyomi Kakiuchi

Abstract

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.

References

Jun 30, 2006·Bioorganic & Medicinal Chemistry Letters·Mariusz SkwarczynskiYoshiaki Kiso
Jul 11, 2006·Angewandte Chemie·Günter Mayer, Alexander Heckel
Oct 27, 2006·Biochemical and Biophysical Research Communications·Adel BakhtiarovaDaniel M Kemp
Jan 26, 2008·Nature Reviews. Drug Discovery·Jarkko RautioJouko Savolainen
Apr 29, 2008·Chemical Communications : Chem Comm·Satoru KitaniKiyomi Kakiuchi
Jul 9, 2011·Pharmacological Reviews·Kristiina M HuttunenJarkko Rautio
Jul 26, 2012·Angewandte Chemie·Clara BriekeAlexander Heckel

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Citations

Aug 11, 2018·Organic & Biomolecular Chemistry·E Abou NakadA Specht
Aug 7, 2020·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·E Abou NakadA Specht
Jan 22, 2020·Organic Letters·Ling MengJun Wang

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Methods Mentioned

BETA
X-ray
column chromatography
silica-gel column chromatography
Assay

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