Issue 44, 2019

Bioisosteric OH- to SH-replacement changes the antioxidant profile of ferulic acid

Abstract

We report the synthesis of 4-thioferulic acid (TFA), a new ferulic acid (FA) derivative, and highlight the differences between the two compounds concerning rate and mechanism of radical scavenging activity, redox potential, acidity of the phenol/thiophenol moieties, cytotoxicity in differentiated SH-SY5Y cells, and neuroprotection against hydrogen peroxide (H2O2) and tert-butyl hydroperoxide (t-BHP) in the same cellular model.

Graphical abstract: Bioisosteric OH- to SH-replacement changes the antioxidant profile of ferulic acid

Supplementary files

Article information

Article type
Paper
Submitted
26 Aug 2019
Accepted
23 Oct 2019
First published
23 Oct 2019

Org. Biomol. Chem., 2019,17, 9646-9654

Bioisosteric OH- to SH-replacement changes the antioxidant profile of ferulic acid

D. Chavarria, C. Fernandes, T. Silva, J. Garrido, F. Remião, P. J. Oliveira and F. Borges, Org. Biomol. Chem., 2019, 17, 9646 DOI: 10.1039/C9OB01875A

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