Antioxidant properties of ferulic acid and its related compounds.
Antioxidant activity of 24 ferulic acid related compounds together with 6 gallic acid related compounds was evaluated using several different physical systems as well as their radical scavenging activity. The radical scavenging activity on 1,1-diphenyl-2-picrylhydrazyl (DPPH) decreased in the order caffeic acid > sinapic acid > ferulic acid > ferulic acid esters > p-coumaric acid. In bulk methyl linoleate, test hydroxycinnamic acids and ferulic acid esters showed antioxidant activity in parallel with their radical scavenging activity. In an ethanol-buffer solution of linoleic acid, the activity of test compounds was not always associated with their radical scavenging activity. Ferulic acid was most effective among the tested phenolic acids. Esterification of ferulic acid resulted in increasing activity. The activity of alkyl ferulates was somewhat influenced by the chain length of alcohol moiety. When the inhibitory effects of alkyl ferulates against oxidation of liposome induced by AAPH were tested, hexyl, octyl, and 2-ethyl-1-hexyl ferulates were more active than the other alkyl ferulates. Furthermore, lauryl gallate is most effective among the tested alkyl gallates. These results indicated that not only the radical scavenging activity of antioxidants, but also their affinity with lipid substrates, might be important factors in their activity.
Kikuzaki
Hiroe
H
Division of Food and Health Sciences, Graduate School of Human Life Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi, Osaka 558-8585, Japan. kikuzaki@life.osaka-cu.ac.jp
Hisamoto
Masashi
M
Hirose
Kanae
K
Akiyama
Kayo
K
Taniguchi
Hisaji
H
D000975:Antioxidants / Q000494:pharmacology*; D015764:Bepridil / Q000031:analogs & derivatives* / Q000737:chemistry; D001713:Biphenyl Compounds; D002021:Buffers; D002109:Caffeic Acids / Q000494:pharmacology; D003373:Coumaric Acids / Q000494:pharmacology*; D004951:Esterification; D000431:Ethanol; D016166:Free Radical Scavengers; D005609:Free Radicals; D005707:Gallic Acid / Q000494:pharmacology; D006358:Hot Temperature; D019787:Linoleic Acid / Q000737:chemistry; D008081:Liposomes / Q000737:chemistry; D012275:Oryza / Q000737:chemistry; D010851:Picrates; D018514:Plant Structures / Q000737:chemistry; D012996:Solutions
D000975:Antioxidants; D001713:Biphenyl Compounds; D002021:Buffers; D002109:Caffeic Acids; D003373:Coumaric Acids; D016166:Free Radical Scavengers; D005609:Free Radicals; D008081:Liposomes; D010851:Picrates; D012996:Solutions; D000431:Ethanol; D005707:Gallic Acid; C073734:sinapinic acid; D015764:Bepridil; D019787:Linoleic Acid; C004999:ferulic acid; C004931:1,1-diphenyl-2-picrylhydrazyl; C040048:caffeic acid