Evaluation of polyphenolic acid esters as potential antioxidants.
Six polyphenolic acid esters were synthesized and their antioxidative properties were evaluated in three model systems [2,2'-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging assay, 2,2'-azobis(2-amidinopropane)dihydrochloride (AAPH)-induced lipid peroxidation system, and the dye-bleaching assay of peroxynitrite radical]. Among these compounds, we found that compounds 4 [3,4-dihydroxy-benzoic acid-(2-phenoxyethyl ester)], and 5 [3,4-dihydroxy-cinnamic acid-(2-phenoxyethyl ester)] provided comparable activity to caffeic acid phenethyl ester (CAPE) in the DPPH model. Compound 3 [2,5-dihydroxy-benzoic acid-(2-phenoxyethyl ester)], was found to be more active than CAPE in the AAPH system, it also displayed about 2-fold greater activity than CAPE in the peroxynitrite radical model. These results suggest that these phenolic acid ester derivatives, with their potent anti-oxidant activities, may have useful applications as antioxidants.
Hsu
Ling-Yih
LY
School of Pharmacy, Pharmaceutical Research Institute, National Defense Medical Center, Taiwan.
Lin
Chi-Fu
CF
Hsu
Wen-Chuan
WC
Hsu
Wen-Lin
WL
Chang
Tsu-Chung
TC
D000975:Antioxidants / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D004952:Esters; D005419:Flavonoids / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D030421:Peroxynitrous Acid / Q000737:chemistry*; D010636:Phenols / Q000494:pharmacology*; D059808:Polyphenols
D000975:Antioxidants; D004952:Esters; D005419:Flavonoids; D016166:Free Radical Scavengers; D010636:Phenols; D059808:Polyphenols; D030421:Peroxynitrous Acid