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Enzymatic Synthesis of Lipophilic Rutin and Vanillyl Esters from Fish Byproducts.

Mbatia, Betty LU ; Kaki, Shiva Shanker; Mattiasson, Bo LU ; Mulaa, Francis and Adlercreutz, Patrick LU (2011) In Journal of Agricultural and Food Chemistry 59(13). p.7021-7027
Abstract
Lipase-catalyzed synthesis of lipophilic phenolic antioxidants was carried out with a concentrate of n-3 polyunsaturated fatty acids (PUFAs), recovered from oil extracted from salmon ( Salmon salar ) byproduct. Vanillyl alcohol and rutin were selected for the esterification reaction, and obtained esters yields were 60 and 30%, respectively. The antioxidant activities of the esters were compared with those of commercial butylated hydroxytoluene (BHT) and α-tocopherol using DPPH radical scavenging and thiobarbituric acid assays. In the DPPH assay, rutin esters showed better activity than vanillyl esters, and on the contrary in lipophilic medium, vanillyl esters were found to be superior to rutin esters. In bulk oil system, the antioxidant... (More)
Lipase-catalyzed synthesis of lipophilic phenolic antioxidants was carried out with a concentrate of n-3 polyunsaturated fatty acids (PUFAs), recovered from oil extracted from salmon ( Salmon salar ) byproduct. Vanillyl alcohol and rutin were selected for the esterification reaction, and obtained esters yields were 60 and 30%, respectively. The antioxidant activities of the esters were compared with those of commercial butylated hydroxytoluene (BHT) and α-tocopherol using DPPH radical scavenging and thiobarbituric acid assays. In the DPPH assay, rutin esters showed better activity than vanillyl esters, and on the contrary in lipophilic medium, vanillyl esters were found to be superior to rutin esters. In bulk oil system, the antioxidant activities of rutin and vanillyl derivatives were lower than that of BHT and α-tocopherol, but in emulsion, they showed better activity than α-tocopherol. By attaching to natural phenolics, the PUFAs are protected against oxidation, and PUFA improves the hydrophobicity of the phenolic, which could enhance its function in lipid systems. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Agricultural and Food Chemistry
volume
59
issue
13
pages
7021 - 7027
publisher
The American Chemical Society
external identifiers
  • wos:000292417700028
  • pmid:21630661
  • scopus:79960043851
ISSN
0021-8561
DOI
10.1021/jf200867r
language
English
LU publication?
yes
id
393f2658-6bf4-460f-b629-f3438e93d5ad (old id 2008605)
date added to LUP
2011-07-20 12:12:23
date last changed
2017-10-08 03:04:51
@article{393f2658-6bf4-460f-b629-f3438e93d5ad,
  abstract     = {Lipase-catalyzed synthesis of lipophilic phenolic antioxidants was carried out with a concentrate of n-3 polyunsaturated fatty acids (PUFAs), recovered from oil extracted from salmon ( Salmon salar ) byproduct. Vanillyl alcohol and rutin were selected for the esterification reaction, and obtained esters yields were 60 and 30%, respectively. The antioxidant activities of the esters were compared with those of commercial butylated hydroxytoluene (BHT) and α-tocopherol using DPPH radical scavenging and thiobarbituric acid assays. In the DPPH assay, rutin esters showed better activity than vanillyl esters, and on the contrary in lipophilic medium, vanillyl esters were found to be superior to rutin esters. In bulk oil system, the antioxidant activities of rutin and vanillyl derivatives were lower than that of BHT and α-tocopherol, but in emulsion, they showed better activity than α-tocopherol. By attaching to natural phenolics, the PUFAs are protected against oxidation, and PUFA improves the hydrophobicity of the phenolic, which could enhance its function in lipid systems.},
  author       = {Mbatia, Betty and Kaki, Shiva Shanker and Mattiasson, Bo and Mulaa, Francis and Adlercreutz, Patrick},
  issn         = {0021-8561},
  language     = {eng},
  number       = {13},
  pages        = {7021--7027},
  publisher    = {The American Chemical Society},
  series       = {Journal of Agricultural and Food Chemistry},
  title        = {Enzymatic Synthesis of Lipophilic Rutin and Vanillyl Esters from Fish Byproducts.},
  url          = {http://dx.doi.org/10.1021/jf200867r},
  volume       = {59},
  year         = {2011},
}