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Benzoxazole Derivatives as Phototriggers for the Release of Butyric Acid
Abstract: In order to evaluate the application of new benzoxazoles and following the previous work regarding benzoxazoles as photoactive groups and using butyric acid as model, in the preparation of carboxylic acid derivatives, butyric ester conjugates were synthesized by reaction with the chloromethylated heterocyclic precursors. Photocleavage studies of the ester conjugates in methanol/HEPES buffer (80:20) solution at different wavelengths of irradiation (254, 300, 350 and 419 nm) confirmed the quantitative release of the model acid in short irradiation times. Acknowledgements: We thank the Fundação para a Ciência e Tecnologia (FCT) for financial support to the NMR portuguese network (PTNMR, Bruker Avance III 400-Univ. Minho), FCT and FEDER-COMPETE-QREN-EU for financial support to the Research Centre CQ/UM [PEst-C/QUI/UI0686/2013 (FCOMP-01-0124-FEDER-037302)], and a PhD grant to A.M.S.S. (SFRH/BD/80813/2011).
Keywords: Benzoxazoles; phototriggers; butyric acid