In vitro antioxidant profile of phenolic acid derivatives.
Several caffeic acid esters isolated from propolis exhibit interesting antioxidant properties, but their in vivo use is compromised by hydrolysis of the ester bond in the gastrointestinal tract. Therefore, a series of caffeic acid amides were synthesized and their in vitro antioxidant profile was determined. A series of hydroxybenzoic acids, hydroxycinnamic acids, and the synthesized caffeic acid amides were tested for both their 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging and microsomal lipid peroxidation-inhibiting activity. Some of the highly active antioxidants were further tested by means of electron paramagnetic resonance for their hydroxyl radical scavenging activity. Since a promising antioxidant compound should show a lipid peroxidation-inhibiting activity at micromolar level and a low cytotoxicity, the cytotoxicity of the phenolic compounds was also studied. In all the assays used, the caffeic acid anilides and the caffeic acid dopamine amide showed an interesting antioxidant activity.
Laboratory of Pharmaceutical Microbiology, Faculty of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, B-2610 Antwerp, Belgium.
Paul
P
Cos
Padinchare
P
Rajan
Irina
I
Vedernikova
Mario
M
Calomme
Luc
L
Pieters
Arnold J
AJ
Vlietinck
Koen
K
Augustyns
Achiel
A
Haemers
Dirk
D
Vanden Berghe
D000975:Antioxidants / Q000494:pharmacology*; D001713:Biphenyl Compounds; D002109:Caffeic Acids / Q000737:chemistry / Q000494:pharmacology; D002478:Cells, Cultured; D004298:Dopamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005347:Fibroblasts / Q000187:drug effects / Q000378:metabolism; D016166:Free Radical Scavengers / Q000494:pharmacology; D006801:Humans; D062385:Hydroxybenzoates / Q000737:chemistry* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D015227:Lipid Peroxidation / Q000187:drug effects; D008861:Microsomes / Q000187:drug effects / Q000378:metabolism; D010851:Picrates / Q000378:metabolism; D011794:Quercetin / Q000031:analogs & derivatives* / Q000494:pharmacology
D000975:Antioxidants; D001713:Biphenyl Compounds; D002109:Caffeic Acids; D016166:Free Radical Scavengers; D062385:Hydroxybenzoates; D010851:Picrates; C012526:quercitrin; D011794:Quercetin; C004931:1,1-diphenyl-2-picrylhydrazyl; C017616:phenolic acid; C040048:caffeic acid; D004298:Dopamine