Astaxanthin diferulate as a bifunctional antioxidant

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Abstract Astaxanthin when esterified with ferulic acid is better singlet oxygen quencher with k2 = (1.58 ± 0.1) 10(10) L mol(- 1)s(- 1) in ethanol at 25°C compared with astaxanthin with k2 = (1.12 ± 0.01) 10(9) L mol(- 1)s(- 1). The ferulate moiety in the astaxanthin diester is a better radical scavenger than free ferulic acid as seen from the rate constant of scavenging of 1-hydroxyethyl radicals in ethanol at 25°C with a second-order rate constant of (1.68 ± 0.1) 10(8) L mol(- 1)s(- 1) compared with (1.60 ± 0.03) 10(7) L mol(- 1)s(- 1) for the astaxanthin:ferulic acid mixture, 1:2 equivalents. The mutual enhancement of antioxidant activity for the newly synthetized astaxanthin diferulate becoming a bifunctional antioxidant is rationalized according to a two-dimensional classification plot for electron donation and electron acceptance capability.

Original languageEnglish
JournalFree Radical Research
Volume49
Issue number1
Pages (from-to)102-111
Number of pages10
ISSN1071-5762
DOIs
Publication statusPublished - 2015

ID: 128733855