Astaxanthin diferulate as a bifunctional antioxidant
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Astaxanthin diferulate as a bifunctional antioxidant. / Papa, T.B.R.; Pinho, V.D.; Nascimento, E.P. do; Santos, W.G.; Burtoloso, A.C.B.; Skibsted, Leif Horsfelt; Cardoso, D.R.
I: Free Radical Research, Bind 49, Nr. 1, 2015, s. 102-111.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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TY - JOUR
T1 - Astaxanthin diferulate as a bifunctional antioxidant
AU - Papa, T.B.R.
AU - Pinho, V.D.
AU - Nascimento, E.P. do
AU - Santos, W.G.
AU - Burtoloso, A.C.B.
AU - Skibsted, Leif Horsfelt
AU - Cardoso, D.R.
PY - 2015
Y1 - 2015
N2 - 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.
AB - 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.
U2 - 10.3109/10715762.2014.982112
DO - 10.3109/10715762.2014.982112
M3 - Journal article
C2 - 25363553
VL - 49
SP - 102
EP - 111
JO - Free Radical Research
JF - Free Radical Research
SN - 1071-5762
IS - 1
ER -
ID: 128733855