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HERO ID
2861961
Reference Type
Journal Article
Title
Astaxanthin diferulate as a bifunctional antioxidant
Author(s)
Papa, TB; Pinho, VD; Do Nascimento, ES; Santos, WG; Burtoloso, AC; Skibsted, LH; Cardoso, DR
Year
2015
Is Peer Reviewed?
Yes
Journal
Free Radical Research
ISSN:
1071-5762
EISSN:
1029-2470
Volume
49
Issue
1
Page Numbers
102-111
Language
English
PMID
25363553
DOI
10.3109/10715762.2014.982112
Web of Science Id
WOS:000346174200012
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.
Keywords
carotenoid; plant phenol; antioxidant; antiradical; astaxanthin
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