Reaction of 3-dehydroshikimic acid with molecular oxygen and hydrogen peroxide: products, mechanism, and associated antioxidant activity

JE Richman, YC Chang, S Kambourakis…

Index: Richman, Jack E.; Chang, Yu-Chen; Kambourakis, Spiros; Draths; Almy, Erick; Snell, Kristi D.; Strasburg, Gale M.; Frost Journal of the American Chemical Society, 1996 , vol. 118, # 46 p. 11587 - 11591

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Citation Number: 22

Abstract

In the presence of molecular oxygen or hydrogen peroxide, inorganic phosphate catalyzes the conversion of 3-dehydroshikimic acid (DHS) into gallic acid. Other products formed in the reaction of DHS with oxygen include protocatechuic acid, tricarballylic acid, and pyrogallol. With hydrogen peroxide as oxidant, pyrogallol formation is not observed, and smaller amounts of tricarballylic acid are produced. Evidence favoring a mechanism involving ...