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Free radical generation in rosmarinic acid investigated by electron paramagnetic resonance spectroscopy. 2009
Katharina F Pirker, and
Christopher W M Kay, and
Klaus Stolze, and
Daniel Tunega, and
Thomas G Reichenauer, and
Bernard A Goodman
Department of Environmental Research, Austrian Research Centers GmbH-ARC, Seibersdorf, Austria. katharina.pirker@arcs.ac.at
Free radical generation as a result of oxidation reactions of rosmarinic acid (RA), a caffeic acid ester with 3,4-dihydroxyphenyllactate, was investigated by electron paramagnetic resonance (EPR) spectroscopy using a variety of oxidation conditions. Limitations and possibilities of using the various methodologies to obtain information about the reaction chemistry of polyphenols are discussed. Three different spectra were detected dependent on the pH and oxidizing agent. Feasible structures for the observed radicals were tested by density functional theory (DFT) calculations and the results indicate that oxidation reactions can occur at both of the catechol groups.
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