Efficient scavenging of β-carotene radical cations by antiinflammatory salicylates
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Efficient scavenging of β-carotene radical cations by antiinflammatory salicylates. / Cheng, Hong; Liang, Ran; Han, Rui-Min; Zhang, Jian-Ping; Skibsted, Leif Horsfelt.
I: Food & Function, Bind 5, Nr. 2, 2014, s. 291-294.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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TY - JOUR
T1 - Efficient scavenging of β-carotene radical cations by antiinflammatory salicylates
AU - Cheng, Hong
AU - Liang, Ran
AU - Han, Rui-Min
AU - Zhang, Jian-Ping
AU - Skibsted, Leif Horsfelt
PY - 2014
Y1 - 2014
N2 - The radical cation generated during photobleaching of β-carotene is scavenged efficiently by the anion of methyl salicylate from wintergreen oil in a second-order reaction approaching the diffusion limit with k = 3.2 × 10 L mol s in 9:1 v/v chloroform-methanol at 23 °C, less efficiently by the anion of salicylic acid with 2.2 × 10 L mol s, but still of possible importance for light-exposed tissue. Surprisingly, acetylsalicylate, the aspirin anion, reacts with an intermediate rate in a reaction assigned to the anion of the mixed acetic-salicylic acid anhydride formed through base induced rearrangements. The relative scavenging rate of the β-carotene radical cation by the three salicylates is supported by DFT-calculations.
AB - The radical cation generated during photobleaching of β-carotene is scavenged efficiently by the anion of methyl salicylate from wintergreen oil in a second-order reaction approaching the diffusion limit with k = 3.2 × 10 L mol s in 9:1 v/v chloroform-methanol at 23 °C, less efficiently by the anion of salicylic acid with 2.2 × 10 L mol s, but still of possible importance for light-exposed tissue. Surprisingly, acetylsalicylate, the aspirin anion, reacts with an intermediate rate in a reaction assigned to the anion of the mixed acetic-salicylic acid anhydride formed through base induced rearrangements. The relative scavenging rate of the β-carotene radical cation by the three salicylates is supported by DFT-calculations.
UR - http://www.scopus.com/inward/record.url?scp=84893224409&partnerID=8YFLogxK
U2 - 10.1039/c3fo60519a
DO - 10.1039/c3fo60519a
M3 - Journal article
C2 - 24336797
AN - SCOPUS:84893224409
VL - 5
SP - 291
EP - 294
JO - Food & Function
JF - Food & Function
SN - 2042-6496
IS - 2
ER -
ID: 101954154