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Synthesis and antiradical/antioxidant activities of caffeic acid phenethyl ester and its related propionic, acetic, and benzoic acid analogues.

Molecules (Basel, Switzerland) (2012-12-12)
Luc M LeBlanc, Aurélie F Paré, Jacques Jean-François, Martin J G Hébert, Marc E Surette, Mohamed Touaibia
ABSTRACT

Caffeic acid phenethyl ester (CAPE) is a bioactive component isolated from propolis. A series of CAPE analogues was synthesized and their antiradical/antioxidant effects analyzed. The effect of the presence of the double bond and of the conjugated system on the antioxidant effect is evaluated with the analogues obtained from 3-(3,4-dihydroxyphenyl) propanoic acid. Those obtained from 2-(3,4-dihydroxyphenyl) acetic acid and 3,4-dihydroxybenzoic acid allow the evaluation of the effect of the presence of two carbons between the carbonyl and aromatic system.

MATERIALS
Product Number
Brand
Product Description

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Propionic acid, ≥99.5%, FCC, FG
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Benzoic acid, certified reference material for titrimetry, certified by BAM, ≥99.5%
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SS Benzoic Acid, 2000 μg/mL in dichloromethane, analytical standard