Abstract:
:Chlorogenic (CA) and rosmarinic (RA) acids are two natural bioactive hydroxycinnamic acids whose antioxidant properties can be modulated by the chelation of metal ions. In this work, the interactions of these two carboxylic phenols with calcium ions and the impact of such interactions on their antioxidant activity were investigated. UV-Vis absorbance, mass spectroscopy and 1H and 13C liquid NMR were used to identify complexes formed by CA and RA with calcium. Antioxidant activities were measured by the Bois method. Density functional theory (DFT) calculations were performed to evaluate the most stable configurations and correlated with NMR data. Taken together, these data suggest that calcium ions mainly interact with the carboxylate groups of both molecules but that this interaction modifies the reactivity of the catechol groups, especially for RA. These results highlight the complex interplay between metal chelation and antioxidant properties of natural carboxylic phenols.
journal_name
Int J Mol Scijournal_title
International journal of molecular sciencesauthors
Palierse E,Przybylski C,Brouri D,Jolivalt C,Coradin Tdoi
10.3390/ijms21144948subject
Has Abstractpub_date
2020-07-13 00:00:00issue
14issn
1422-0067pii
ijms21144948journal_volume
21pub_type
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