Posted by Chantel Martiromo. research contributed by PubMed
Abstract Esterification by β-apo-14'-carotenoic acid was found to have
opposite effects on antioxidant activity of quercetin (at B4', B3'
hydroxyl) as of daidzein (at A7 hydroxyl) in phosphatidylcholine liposomes. According to the study by the Renmin University of China, posted in PubMed, found that
BDE, for (weakest) hydrogen-oxygen phenolic bond in daidzein
from 368.4 kJ·mol(- 1) to 367.7 kJ·mol(- 1) compared to a significant
increase in quercetin from 329.5 kJ·mol(- 1) to 356.6 kJ·mol(- 1) upon
derivatization. These opposite changes in tendency for hydrogen atom
transfer from phenolic groups to lipid radicals combined with an
increase in A-to-B dihedral angle from 0.0° to 36.4° and in dipole
moment from 0.40 D to 6.01 D for quercetin upon derivatization, while
less significant for daidzein
(36.4°-36.7° and 3.26 D-7.87 D, respectively), together provide a
rationale for the opposite effect of esterification on antioxidation.
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